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Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion

Stanković, Mia; Kljun, Jakob; Stevanović, Nevena Lj.; Lazić, Jelena; Škaro Bogojević, Sanja; Vojnović, Sandra; Zlatar, Matija; Nikodinović-Runić, Jasmina; Turel, Iztok; Đuran, Miloš; Glišić, Biljana

(Royal Society of Chemistry (RSC), 2024)

TY  - JOUR
AU  - Stanković, Mia
AU  - Kljun, Jakob
AU  - Stevanović, Nevena Lj.
AU  - Lazić, Jelena
AU  - Škaro Bogojević, Sanja
AU  - Vojnović, Sandra
AU  - Zlatar, Matija
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Đuran, Miloš
AU  - Glišić, Biljana
PY  - 2024
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2303
AB  - Inspired by the emergence of resistance to currently available antifungal therapy and by the great potential of metal complexes for the treatment of various diseases, we synthesized three new silver(I) complexes containing clinically used antifungal azoles as ligands, [Ag(ecz)2]SbF6 (1, ecz is econazole), {[Ag(vcz)2]SbF6}n (2, vcz is voriconazole), and [Ag(ctz)2]SbF6 (3, ctz is clotrimazole), and investigated their antimicrobial properties. The synthesized complexes were characterized by mass spectrometry, IR, UV-vis and 1H NMR spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction analysis. In the mononuclear complexes 1 and 3 with ecz and ctz, respectively, the silver(I) ion has the expected linear geometry, in which the azoles are monodentately coordinated to this metal center through the N3 imidazole nitrogen atom. In contrast, the vcz-containing complex 2 has a polymeric structure in the solid state in which the silver(I) ions are coordinated by four nitrogen atoms in a distorted tetrahedral geometry. DFT calculations were done to predict the most favorable structures of the studied complexes in DMSO solution. All the studied silver(I) complexes have shown excellent antifungal and good to moderate antibacterial activities with minimal inhibitory concentration (MIC) values in the ranges of 0.01–27.1 and 2.61–47.9 μM on the selected panel of fungi and bacteria, respectively. Importantly, the complexes 1–3 have exhibited a significantly improved antifungal activity compared to the free azoles, with the most pronounced effect observed in the case of complex 2 compared to the parent vcz against Candida glabrata with an increase of activity by five orders of magnitude. Moreover, the silver(I)-azole complexes 2 and 3 significantly inhibited the formation of C. albicans hyphae and biofilms at the subinhibitory concentration of 50% MIC. To investigate the impact of the complex 3 more thoroughly on Candida pathogenesis, its effect on the adherence of C. albicans to A549 cells (human adenocarcinoma alveolar basal epithelial cells), as an initial step of the invasion of host cells, was studied.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion
DO  - 10.1039/D3DT03010E
ER  - 
@article{
author = "Stanković, Mia and Kljun, Jakob and Stevanović, Nevena Lj. and Lazić, Jelena and Škaro Bogojević, Sanja and Vojnović, Sandra and Zlatar, Matija and Nikodinović-Runić, Jasmina and Turel, Iztok and Đuran, Miloš and Glišić, Biljana",
year = "2024",
abstract = "Inspired by the emergence of resistance to currently available antifungal therapy and by the great potential of metal complexes for the treatment of various diseases, we synthesized three new silver(I) complexes containing clinically used antifungal azoles as ligands, [Ag(ecz)2]SbF6 (1, ecz is econazole), {[Ag(vcz)2]SbF6}n (2, vcz is voriconazole), and [Ag(ctz)2]SbF6 (3, ctz is clotrimazole), and investigated their antimicrobial properties. The synthesized complexes were characterized by mass spectrometry, IR, UV-vis and 1H NMR spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction analysis. In the mononuclear complexes 1 and 3 with ecz and ctz, respectively, the silver(I) ion has the expected linear geometry, in which the azoles are monodentately coordinated to this metal center through the N3 imidazole nitrogen atom. In contrast, the vcz-containing complex 2 has a polymeric structure in the solid state in which the silver(I) ions are coordinated by four nitrogen atoms in a distorted tetrahedral geometry. DFT calculations were done to predict the most favorable structures of the studied complexes in DMSO solution. All the studied silver(I) complexes have shown excellent antifungal and good to moderate antibacterial activities with minimal inhibitory concentration (MIC) values in the ranges of 0.01–27.1 and 2.61–47.9 μM on the selected panel of fungi and bacteria, respectively. Importantly, the complexes 1–3 have exhibited a significantly improved antifungal activity compared to the free azoles, with the most pronounced effect observed in the case of complex 2 compared to the parent vcz against Candida glabrata with an increase of activity by five orders of magnitude. Moreover, the silver(I)-azole complexes 2 and 3 significantly inhibited the formation of C. albicans hyphae and biofilms at the subinhibitory concentration of 50% MIC. To investigate the impact of the complex 3 more thoroughly on Candida pathogenesis, its effect on the adherence of C. albicans to A549 cells (human adenocarcinoma alveolar basal epithelial cells), as an initial step of the invasion of host cells, was studied.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Dalton Transactions",
title = "Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion",
doi = "10.1039/D3DT03010E"
}
Stanković, M., Kljun, J., Stevanović, N. Lj., Lazić, J., Škaro Bogojević, S., Vojnović, S., Zlatar, M., Nikodinović-Runić, J., Turel, I., Đuran, M.,& Glišić, B.. (2024). Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion. in Dalton Transactions
Royal Society of Chemistry (RSC)..
https://doi.org/10.1039/D3DT03010E
Stanković M, Kljun J, Stevanović NL, Lazić J, Škaro Bogojević S, Vojnović S, Zlatar M, Nikodinović-Runić J, Turel I, Đuran M, Glišić B. Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion. in Dalton Transactions. 2024;.
doi:10.1039/D3DT03010E .
Stanković, Mia, Kljun, Jakob, Stevanović, Nevena Lj., Lazić, Jelena, Škaro Bogojević, Sanja, Vojnović, Sandra, Zlatar, Matija, Nikodinović-Runić, Jasmina, Turel, Iztok, Đuran, Miloš, Glišić, Biljana, "Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion" in Dalton Transactions (2024),
https://doi.org/10.1039/D3DT03010E . .
4
1

Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex

Andrejević, Tina; Aleksić, Ivana; Kljun, Jakob; Počkaj, Marta; Zlatar, Matija; Vojnović, Sandra; Nikodinović-Runić, Jasmina; Turel, Iztok; Djuran, Miloš; Glišić, Biljana

(Royal Society of Chemistry, 2023)

TY  - JOUR
AU  - Andrejević, Tina
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Počkaj, Marta
AU  - Zlatar, Matija
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1789
AB  - Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T2  - RSC Advances
T1  - Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex
EP  - 4393
IS  - 7
SP  - 4376
VL  - 13
DO  - 10.1039/D2RA07401J
ER  - 
@article{
author = "Andrejević, Tina and Aleksić, Ivana and Kljun, Jakob and Počkaj, Marta and Zlatar, Matija and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances, RSC Advances",
title = "Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex",
pages = "4393-4376",
number = "7",
volume = "13",
doi = "10.1039/D2RA07401J"
}
Andrejević, T., Aleksić, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnović, S., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex. in RSC Advances
Royal Society of Chemistry., 13(7), 4376-4393.
https://doi.org/10.1039/D2RA07401J
Andrejević T, Aleksić I, Kljun J, Počkaj M, Zlatar M, Vojnović S, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex. in RSC Advances. 2023;13(7):4376-4393.
doi:10.1039/D2RA07401J .
Andrejević, Tina, Aleksić, Ivana, Kljun, Jakob, Počkaj, Marta, Zlatar, Matija, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex" in RSC Advances, 13, no. 7 (2023):4376-4393,
https://doi.org/10.1039/D2RA07401J . .
9
4
4

Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije

Lončarević, B.; Lješević, M.; Joksimović, K.; Žerađanin, A.; Gojgić-Cvijović, G.; Beškoski, V.; Nikodinović-Runić, Jasmina

(Beograd : Srpsko hemijsko društvo, 2023)

TY  - CONF
AU  - Lončarević, B.
AU  - Lješević, M.
AU  - Joksimović, K.
AU  - Žerađanin, A.
AU  - Gojgić-Cvijović, G.
AU  - Beškoski, V.
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2174
AB  - Niska cena i jednostavna proizvodnja sintetičkih plastičnih materijala dovela je do
njihove raširene upotrebe za različita pakovanja, građevinarstvo, automobilsku i elektronsku
industriju i izradu proizvoda za domaćinstva. Zbog toga se proizvodnja plastike u poslednjih
pola veka povećala 20 puta [1]. Najviše se koristi polietilen tereftalat (PET), a procenjeno je
da je njegova proizvodnja 2022. godine dostigla 87,17 miliona kubnih metara. Visoka
otpornost PET-a, koja se ranije smatrala prednošću, danas dovodi do nekontrolisanog
nagomilavanja otpada u brojnim ekosistemima na planeti [2]. Bis-(2-hidroksietil)-tereftalat
(BHET) je komercijalni monomersa strukturom sličnom jezgru PET-a, pa se široko koristi
u ispitivanjima biodegradacije PET-a, jer je pokazano da pojedini mikroorganizmi imaju
sposobnost da ga degraduju [3]. Osim mogućnosti razgradnje različitih štetnih jedinjenja,
mikroorganizmi mogu da proizvode i egzopolisaharide (EPS), kao odgovor na različite
selektivne pritiske životne sredine. EPS su zbog svojih fizičko-hemijskih svojstava našli
primenu u farmaceutskoj, hemijskoj i prehrambenoj industriji [4].
Cilj ovog rada bio je selektovati mikroorganizme koji mogu da razgrade BHET kao
model jedinjenje za ispitivanje degradacije plastičnog otpada na bazi PET-a i sa visokim
prinosom produkuju EPS.
Sposobnost degradacije BHET-a ispitivana je na 100 bakterijskih izolata, pomoću
čvrstih podloga sa BHET-om kao glavnim izvorom ugljenika. Potom je selektovano 7 sojeva
sa najširim zonama prosvetljenja, koji su korišćeni za produkciju EPS-a u tečnim podlogama
sa saharozom. Nakon fermentacije i odvajanja biomase, EPS su taloženi dvostrukom
zapreminom etanola i njihova količina je određena gravimetrijskom metodom [5]. Masa
dobijenih EPS varirala je od 2,4 – 33,7 g/L, a odabran je soj sa visokom produkcijom za
dalje eksperimente. Pošto mikrobna produkcija polisaharida veoma zavisi od uslova
fermentacije, ispitan je uticaj pet faktora na prinos: temperature, aeracije, pH, količine
saharoze i različitih izvora azota. Rezultati su pokazali da najoptimalnija podloga za
dobijanje visokog prinosa EPS-a sadrži ekstrakt kvasca (izvor azota), 100 g/L saharoze
(izvor ugljenika), a pH vrednost joj je 7.
Budući ekperimenti će biti usmereni na ispitivanje interakcija između ključnih faktora
na proizvodnju EPS-a, radi naprednije optimizacije procesa i povećanja prinosa.
PB  - Beograd : Srpsko hemijsko društvo
C3  - 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem
T1  - Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije
T1  - Exopolysaccharides from microorganisms which degrade BHET: Optimization of production
EP  - 46
SP  - 45
VL  - 9
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2174
ER  - 
@conference{
author = "Lončarević, B. and Lješević, M. and Joksimović, K. and Žerađanin, A. and Gojgić-Cvijović, G. and Beškoski, V. and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Niska cena i jednostavna proizvodnja sintetičkih plastičnih materijala dovela je do
njihove raširene upotrebe za različita pakovanja, građevinarstvo, automobilsku i elektronsku
industriju i izradu proizvoda za domaćinstva. Zbog toga se proizvodnja plastike u poslednjih
pola veka povećala 20 puta [1]. Najviše se koristi polietilen tereftalat (PET), a procenjeno je
da je njegova proizvodnja 2022. godine dostigla 87,17 miliona kubnih metara. Visoka
otpornost PET-a, koja se ranije smatrala prednošću, danas dovodi do nekontrolisanog
nagomilavanja otpada u brojnim ekosistemima na planeti [2]. Bis-(2-hidroksietil)-tereftalat
(BHET) je komercijalni monomersa strukturom sličnom jezgru PET-a, pa se široko koristi
u ispitivanjima biodegradacije PET-a, jer je pokazano da pojedini mikroorganizmi imaju
sposobnost da ga degraduju [3]. Osim mogućnosti razgradnje različitih štetnih jedinjenja,
mikroorganizmi mogu da proizvode i egzopolisaharide (EPS), kao odgovor na različite
selektivne pritiske životne sredine. EPS su zbog svojih fizičko-hemijskih svojstava našli
primenu u farmaceutskoj, hemijskoj i prehrambenoj industriji [4].
Cilj ovog rada bio je selektovati mikroorganizme koji mogu da razgrade BHET kao
model jedinjenje za ispitivanje degradacije plastičnog otpada na bazi PET-a i sa visokim
prinosom produkuju EPS.
Sposobnost degradacije BHET-a ispitivana je na 100 bakterijskih izolata, pomoću
čvrstih podloga sa BHET-om kao glavnim izvorom ugljenika. Potom je selektovano 7 sojeva
sa najširim zonama prosvetljenja, koji su korišćeni za produkciju EPS-a u tečnim podlogama
sa saharozom. Nakon fermentacije i odvajanja biomase, EPS su taloženi dvostrukom
zapreminom etanola i njihova količina je određena gravimetrijskom metodom [5]. Masa
dobijenih EPS varirala je od 2,4 – 33,7 g/L, a odabran je soj sa visokom produkcijom za
dalje eksperimente. Pošto mikrobna produkcija polisaharida veoma zavisi od uslova
fermentacije, ispitan je uticaj pet faktora na prinos: temperature, aeracije, pH, količine
saharoze i različitih izvora azota. Rezultati su pokazali da najoptimalnija podloga za
dobijanje visokog prinosa EPS-a sadrži ekstrakt kvasca (izvor azota), 100 g/L saharoze
(izvor ugljenika), a pH vrednost joj je 7.
Budući ekperimenti će biti usmereni na ispitivanje interakcija između ključnih faktora
na proizvodnju EPS-a, radi naprednije optimizacije procesa i povećanja prinosa.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem",
title = "Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije, Exopolysaccharides from microorganisms which degrade BHET: Optimization of production",
pages = "46-45",
volume = "9",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2174"
}
Lončarević, B., Lješević, M., Joksimović, K., Žerađanin, A., Gojgić-Cvijović, G., Beškoski, V.,& Nikodinović-Runić, J.. (2023). Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem
Beograd : Srpsko hemijsko društvo., 9, 45-46.
https://hdl.handle.net/21.15107/rcub_imagine_2174
Lončarević B, Lješević M, Joksimović K, Žerađanin A, Gojgić-Cvijović G, Beškoski V, Nikodinović-Runić J. Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem. 2023;9:45-46.
https://hdl.handle.net/21.15107/rcub_imagine_2174 .
Lončarević, B., Lješević, M., Joksimović, K., Žerađanin, A., Gojgić-Cvijović, G., Beškoski, V., Nikodinović-Runić, Jasmina, "Egzopolisaharidi mikroorganizama koji mogu da degraduju BHET: Optimizacija produkcije" in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem, 9 (2023):45-46,
https://hdl.handle.net/21.15107/rcub_imagine_2174 .

Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata

Lješević, M.; Lončarević, B.; Joksimović, K.; Žerađanin, A.; Pantelić, Brana; Gojgić-Cvijović, G.; Beškoski, V.; Nikodinović-Runić, Jasmina

(Beograd : Srpsko hemijsko društvo, 2023)

TY  - CONF
AU  - Lješević, M.
AU  - Lončarević, B.
AU  - Joksimović, K.
AU  - Žerađanin, A.
AU  - Pantelić, Brana
AU  - Gojgić-Cvijović, G.
AU  - Beškoski, V.
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2173
AB  - Proizvodnja plastike i zamena staklene i keramičke ambalaže plastičnim materijalima
doveli su do nagomilavanja plastičnog otpada. Neophodno je naći povoljan sistem za
degradaciju plastičnog otpada, bez nastanka toksičnih produkata ili dodatnog zagađenja
životne sredine. Polietilen-tereftalat (PET) je jedan od najčešće proizvedenih plastičnih
polimera. Proizvodnja PET-a započinje esterifikacijom tereftalne kiseline i etilen glikola,
pri čemu nastaje bis-(2-hidroksietil)-tereftalat (BHET), koji se dalje polikondenzuje do
polimera. U poslednje vreme, BHET se često koristi kao model jedinjenje za identifikovanje
novih biokatalizatora za degradaciju PET-a [1,2].
Cilj ovog rada bio je ispitivanje mehanizma degradacije BHET-a pomoću
mikroorganizama.
U preliminarnom testu na čvrstim podlogama, kapacitet za degradaciju BHET-a je
testiran kod stotinak mikroorganizama, nakon čega su odabrani najefikasniji sojevi, koji su
identifikovani sekvenciranjem gena za 16s rRNK. Dalje, ispitivana je degradacija u tečnoj
podlozi gde je BHET bio glavni izvor ugljenika. Eksperiment je trajao 7 dana, a degradacija
je praćena nakon drugog, petog i sedmog dana upotrebom tečne hromatografije (HPLC).
Kao najefikasniji sojevi pokazali su se pripadnici roda Pseudomonas. Oni su u potpunosti
transformisali BHET do različitih intermedijera.
Rezultati su pokazali da ispitivani sojevi mogu da transformišu BHET, korišćenjem
najmanje dva različita puta, pa će se naredni eksperimenti usmeriti na identifikaciju
intermedijera degradacije. Takođe, radi optimizacije degradacije, ispitivaće se simbiotsko i
sinergističko dejstvo različitih konzorcijuma, kako bi se obezbedila potpuna degradacija
ovog model jedinjenja.
PB  - Beograd : Srpsko hemijsko društvo
C3  - 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023
T1  - Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata
T1  - Microbial degradation of bis (2-hydroxyethyl) terephthalate
EP  - 44
SP  - 43
VL  - 9
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2173
ER  - 
@conference{
author = "Lješević, M. and Lončarević, B. and Joksimović, K. and Žerađanin, A. and Pantelić, Brana and Gojgić-Cvijović, G. and Beškoski, V. and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Proizvodnja plastike i zamena staklene i keramičke ambalaže plastičnim materijalima
doveli su do nagomilavanja plastičnog otpada. Neophodno je naći povoljan sistem za
degradaciju plastičnog otpada, bez nastanka toksičnih produkata ili dodatnog zagađenja
životne sredine. Polietilen-tereftalat (PET) je jedan od najčešće proizvedenih plastičnih
polimera. Proizvodnja PET-a započinje esterifikacijom tereftalne kiseline i etilen glikola,
pri čemu nastaje bis-(2-hidroksietil)-tereftalat (BHET), koji se dalje polikondenzuje do
polimera. U poslednje vreme, BHET se često koristi kao model jedinjenje za identifikovanje
novih biokatalizatora za degradaciju PET-a [1,2].
Cilj ovog rada bio je ispitivanje mehanizma degradacije BHET-a pomoću
mikroorganizama.
U preliminarnom testu na čvrstim podlogama, kapacitet za degradaciju BHET-a je
testiran kod stotinak mikroorganizama, nakon čega su odabrani najefikasniji sojevi, koji su
identifikovani sekvenciranjem gena za 16s rRNK. Dalje, ispitivana je degradacija u tečnoj
podlozi gde je BHET bio glavni izvor ugljenika. Eksperiment je trajao 7 dana, a degradacija
je praćena nakon drugog, petog i sedmog dana upotrebom tečne hromatografije (HPLC).
Kao najefikasniji sojevi pokazali su se pripadnici roda Pseudomonas. Oni su u potpunosti
transformisali BHET do različitih intermedijera.
Rezultati su pokazali da ispitivani sojevi mogu da transformišu BHET, korišćenjem
najmanje dva različita puta, pa će se naredni eksperimenti usmeriti na identifikaciju
intermedijera degradacije. Takođe, radi optimizacije degradacije, ispitivaće se simbiotsko i
sinergističko dejstvo različitih konzorcijuma, kako bi se obezbedila potpuna degradacija
ovog model jedinjenja.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023",
title = "Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata, Microbial degradation of bis (2-hydroxyethyl) terephthalate",
pages = "44-43",
volume = "9",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2173"
}
Lješević, M., Lončarević, B., Joksimović, K., Žerađanin, A., Pantelić, B., Gojgić-Cvijović, G., Beškoski, V.,& Nikodinović-Runić, J.. (2023). Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023
Beograd : Srpsko hemijsko društvo., 9, 43-44.
https://hdl.handle.net/21.15107/rcub_imagine_2173
Lješević M, Lončarević B, Joksimović K, Žerađanin A, Pantelić B, Gojgić-Cvijović G, Beškoski V, Nikodinović-Runić J. Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023. 2023;9:43-44.
https://hdl.handle.net/21.15107/rcub_imagine_2173 .
Lješević, M., Lončarević, B., Joksimović, K., Žerađanin, A., Pantelić, Brana, Gojgić-Cvijović, G., Beškoski, V., Nikodinović-Runić, Jasmina, "Mikrobiološka degradacija bis (2-hidroksietil)-tereftalata" in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023, 9 (2023):43-44,
https://hdl.handle.net/21.15107/rcub_imagine_2173 .

Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata

Petronijević, N.; Lješević, M.; Lončarević, B.; Joksimović, K.; Žerađanin, A.; Gojgić-Cvijović, G.; Beškoski, V.; Nikodinović-Runić, Jasmina

(Beograd : Srpsko hemijsko društvo, 2023)

TY  - CONF
AU  - Petronijević, N.
AU  - Lješević, M.
AU  - Lončarević, B.
AU  - Joksimović, K.
AU  - Žerađanin, A.
AU  - Gojgić-Cvijović, G.
AU  - Beškoski, V.
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2285
AB  - Plastika kao izvor zagađenja postaje sve veći globalni problem. Većina plastike je
dizajnirana za jednokratnu upotrebu, što dodatno povećava količinu plastičnog otpada.
Usled preopterećenja zemlje i voda plastičnim otpadom neophodno je razviti procese koji
će omogućiti efikasno uklanjanje plastike iz životne sredine [1]. Polietilen-tereftalat (PET)
spada u najkorišćenije polimere za izradu plastike, te je neophodno naći efikasan način za
njegovu degradaciju. Kao povoljan metod degradacije PET plastike predlaže se enzimska
hidroliza korišćenjem mikroorganizama koji kao izvor ugljenika mogu koristiti PET [2].
Bis-(2-hidroksietil)-tereftalat (BHET) je intermedijer u izgradnji PET polimera, te je
korišćen kao model sistem za ispitivanje degradacije PET plastike [3].
Cilj ovog rada je bila identifikacija mikroorganizama koji potencijalno razgrađuju
BHET, kao i primena čistih kultura za degradaciju istog.
Tokom studije testirana je osetljivost mikroorganizama na antibiotike (penicillin i
nalidiksinsku kiselinu). Praćena je pojava zona inhibicije 24h nakon zasejavanja
mikroorganizama. Nakon antibiograma rađeno je izolovanje DNK po protokolu za Grampozitivne
i Gram-negativne bakterije. Za svaki soj mikroorganizama umnoženi su geni za
16s rRNK lančanom reakcijom polimeraze (PCR). Rađena je preparativna agarozna
elektroforeza sa PCR produktima i DNK je ekstrahovana iz gela. Uzorci su poslati na
sekvenciranje i dobijene sekvence su spojene u programu BioEdit. Dobijene sekvence su
poređene u NCBI BLAST bazi podataka i identifikovani su rodovi izolovanih
mikroorganizama.
Ispitivana je degradacija BHET-a pomoću čistih kultura mikroorganizama, gde je
korišćena mineralna podloga, a jedan od izvora ugljenika bio je BHET. Inkubacija je trajala
14 dana, a degradacija je praćena u prvom i poslednjem danu inkubacije pomoću tankoslojne
hromatografije (TLC). Korišćen je sistem rastvarača benzen:dioksan:sirćetna kiselina
(90:25:4, v/v/v). Na slici 1 su prikazani rezultati TLC-a gde su korišćeni sojevi
Pseudomonas, Bacillus i Rhodococcus. Kao najefikasniji soj pokazao se Rhodococcus. Kako je pokazano da sami mikroorganizmi mogu da potpuno ili delimično
transformišu BHET, dalji eksperimenti će se odvijati u smeru ispitivanja potpune
degradacije pomoću konzorcijuma mikroorganizama.
PB  - Beograd : Srpsko hemijsko društvo
C3  - 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023
T1  - Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata
EP  - 134
SP  - 133
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2285
ER  - 
@conference{
author = "Petronijević, N. and Lješević, M. and Lončarević, B. and Joksimović, K. and Žerađanin, A. and Gojgić-Cvijović, G. and Beškoski, V. and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Plastika kao izvor zagađenja postaje sve veći globalni problem. Većina plastike je
dizajnirana za jednokratnu upotrebu, što dodatno povećava količinu plastičnog otpada.
Usled preopterećenja zemlje i voda plastičnim otpadom neophodno je razviti procese koji
će omogućiti efikasno uklanjanje plastike iz životne sredine [1]. Polietilen-tereftalat (PET)
spada u najkorišćenije polimere za izradu plastike, te je neophodno naći efikasan način za
njegovu degradaciju. Kao povoljan metod degradacije PET plastike predlaže se enzimska
hidroliza korišćenjem mikroorganizama koji kao izvor ugljenika mogu koristiti PET [2].
Bis-(2-hidroksietil)-tereftalat (BHET) je intermedijer u izgradnji PET polimera, te je
korišćen kao model sistem za ispitivanje degradacije PET plastike [3].
Cilj ovog rada je bila identifikacija mikroorganizama koji potencijalno razgrađuju
BHET, kao i primena čistih kultura za degradaciju istog.
Tokom studije testirana je osetljivost mikroorganizama na antibiotike (penicillin i
nalidiksinsku kiselinu). Praćena je pojava zona inhibicije 24h nakon zasejavanja
mikroorganizama. Nakon antibiograma rađeno je izolovanje DNK po protokolu za Grampozitivne
i Gram-negativne bakterije. Za svaki soj mikroorganizama umnoženi su geni za
16s rRNK lančanom reakcijom polimeraze (PCR). Rađena je preparativna agarozna
elektroforeza sa PCR produktima i DNK je ekstrahovana iz gela. Uzorci su poslati na
sekvenciranje i dobijene sekvence su spojene u programu BioEdit. Dobijene sekvence su
poređene u NCBI BLAST bazi podataka i identifikovani su rodovi izolovanih
mikroorganizama.
Ispitivana je degradacija BHET-a pomoću čistih kultura mikroorganizama, gde je
korišćena mineralna podloga, a jedan od izvora ugljenika bio je BHET. Inkubacija je trajala
14 dana, a degradacija je praćena u prvom i poslednjem danu inkubacije pomoću tankoslojne
hromatografije (TLC). Korišćen je sistem rastvarača benzen:dioksan:sirćetna kiselina
(90:25:4, v/v/v). Na slici 1 su prikazani rezultati TLC-a gde su korišćeni sojevi
Pseudomonas, Bacillus i Rhodococcus. Kao najefikasniji soj pokazao se Rhodococcus. Kako je pokazano da sami mikroorganizmi mogu da potpuno ili delimično
transformišu BHET, dalji eksperimenti će se odvijati u smeru ispitivanja potpune
degradacije pomoću konzorcijuma mikroorganizama.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023",
title = "Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata",
pages = "134-133",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2285"
}
Petronijević, N., Lješević, M., Lončarević, B., Joksimović, K., Žerađanin, A., Gojgić-Cvijović, G., Beškoski, V.,& Nikodinović-Runić, J.. (2023). Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023
Beograd : Srpsko hemijsko društvo., 133-134.
https://hdl.handle.net/21.15107/rcub_imagine_2285
Petronijević N, Lješević M, Lončarević B, Joksimović K, Žerađanin A, Gojgić-Cvijović G, Beškoski V, Nikodinović-Runić J. Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata. in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023. 2023;:133-134.
https://hdl.handle.net/21.15107/rcub_imagine_2285 .
Petronijević, N., Lješević, M., Lončarević, B., Joksimović, K., Žerađanin, A., Gojgić-Cvijović, G., Beškoski, V., Nikodinović-Runić, Jasmina, "Molekularna karakterizacija mikroorganizama izolovanih iz kontaminirane životne sredine i njihova primena za degradaciju bis(2-hidroksietil) tereftalata" in 9. simpozijum Hemija i zaštita životne sredine sa međunarodnim učešćem, EnviroChem2023 (2023):133-134,
https://hdl.handle.net/21.15107/rcub_imagine_2285 .

Microbial degradation of terephtalic acid as a PET-derived compound

Petronijević, Natalija; Lješević, Marija; Lončarević, Branka; Joksimović, Kristina; Gojgić-Cvijović, Gordana; Beškoski, Vladimir; Nikodinović-Runić, Jasmina

(Institute of Technical Sciences of SASA, 2023)

TY  - CONF
AU  - Petronijević, Natalija
AU  - Lješević, Marija
AU  - Lončarević, Branka
AU  - Joksimović, Kristina
AU  - Gojgić-Cvijović, Gordana
AU  - Beškoski, Vladimir
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2299
AB  - Polyethylene terephthalate (PET) is a plastic material that poses a significant global concerndue to its durability and resistance to degradation. One effective method for minimizing PETwaste is through microbial degradation, resulting in the production of ethylene glycol andterephthalic acid (TA). Terephthalic acid, as a PET monomer, holds promise as a modelcompound for further exploration into PET plastic degradation and valorisation.
PB  - Institute of Technical Sciences of SASA
C3  - Twenty -first young researchers’ conference materials science and engineering
T1  - Microbial degradation of terephtalic acid as a PET-derived compound
EP  - 28
SP  - 28
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2299
ER  - 
@conference{
author = "Petronijević, Natalija and Lješević, Marija and Lončarević, Branka and Joksimović, Kristina and Gojgić-Cvijović, Gordana and Beškoski, Vladimir and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Polyethylene terephthalate (PET) is a plastic material that poses a significant global concerndue to its durability and resistance to degradation. One effective method for minimizing PETwaste is through microbial degradation, resulting in the production of ethylene glycol andterephthalic acid (TA). Terephthalic acid, as a PET monomer, holds promise as a modelcompound for further exploration into PET plastic degradation and valorisation.",
publisher = "Institute of Technical Sciences of SASA",
journal = "Twenty -first young researchers’ conference materials science and engineering",
title = "Microbial degradation of terephtalic acid as a PET-derived compound",
pages = "28-28",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2299"
}
Petronijević, N., Lješević, M., Lončarević, B., Joksimović, K., Gojgić-Cvijović, G., Beškoski, V.,& Nikodinović-Runić, J.. (2023). Microbial degradation of terephtalic acid as a PET-derived compound. in Twenty -first young researchers’ conference materials science and engineering
Institute of Technical Sciences of SASA., 28-28.
https://hdl.handle.net/21.15107/rcub_imagine_2299
Petronijević N, Lješević M, Lončarević B, Joksimović K, Gojgić-Cvijović G, Beškoski V, Nikodinović-Runić J. Microbial degradation of terephtalic acid as a PET-derived compound. in Twenty -first young researchers’ conference materials science and engineering. 2023;:28-28.
https://hdl.handle.net/21.15107/rcub_imagine_2299 .
Petronijević, Natalija, Lješević, Marija, Lončarević, Branka, Joksimović, Kristina, Gojgić-Cvijović, Gordana, Beškoski, Vladimir, Nikodinović-Runić, Jasmina, "Microbial degradation of terephtalic acid as a PET-derived compound" in Twenty -first young researchers’ conference materials science and engineering (2023):28-28,
https://hdl.handle.net/21.15107/rcub_imagine_2299 .

Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L

Novaković, Miroslav; Ilić-Tomić, Tatjana; Đorđević, Iris; Anđelković, Boban; Tesević, Vele; Milosavljević, Slobodan; Asakawa, Yoshinori

(2023)

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Ilić-Tomić, Tatjana
AU  - Đorđević, Iris
AU  - Anđelković, Boban
AU  - Tesević, Vele
AU  - Milosavljević, Slobodan
AU  - Asakawa, Yoshinori
PY  - 2023
UR  - https://www.sciencedirect.com/science/article/pii/S0031942223001358
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1862
AB  - Bisbibenzyls are specialized metabolites found exclusively in liverworts, until recently; they represent chemical markers of liverworts. Their occurrence in vascular plants was noticed in 2007, when they were found in Primula veris subsp. macrocalyx from Russia. This report prompted us to chemically analyze the two most common Serbian Primula species, P. veris subsp. columnae and P. acaulis, in order to determine the presence of bisbibenzyls in them. Our study revealed nine structurally distinct bisbibenzyls (1–9), identified based on 1D and 2D NMR, IR, UV and HRESIMS data. Among them were five previously undescribed compounds (2–6). The remaining compounds found and previously described in the literature were: the bisbibenzyls riccardin C (1), isoperrottetin A (7), isoplagiochin E (8) and 11-O-demethylmarchantin I (9), as well as 4-hydroxyphenylmethylketone (10) and 4-hydroxy-3-methoxyphenylmethylketone (11). Riccardin C was the most dominant bisbibenzyl in both species studied. Previously, it was the first bisbibenzyl found in vascular plants (P. veris subsp. macrocalyx). An assessment of the cytotoxic activity of the isolated compounds against A549 lung cancer and healthy MRC5 cell lines was also the subject of our study. Compounds 6 and 9 exhibited significant cytotoxic activity expressed by IC50 values of 12 μM, but the selectivity was not satisfactory.
T2  - Phytochemistry
T2  - PhytochemistryPhytochemistry
T1  - Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L
SP  - 113719
VL  - 212
DO  - 10.1016/j.phytochem.2023.113719
ER  - 
@article{
author = "Novaković, Miroslav and Ilić-Tomić, Tatjana and Đorđević, Iris and Anđelković, Boban and Tesević, Vele and Milosavljević, Slobodan and Asakawa, Yoshinori",
year = "2023",
abstract = "Bisbibenzyls are specialized metabolites found exclusively in liverworts, until recently; they represent chemical markers of liverworts. Their occurrence in vascular plants was noticed in 2007, when they were found in Primula veris subsp. macrocalyx from Russia. This report prompted us to chemically analyze the two most common Serbian Primula species, P. veris subsp. columnae and P. acaulis, in order to determine the presence of bisbibenzyls in them. Our study revealed nine structurally distinct bisbibenzyls (1–9), identified based on 1D and 2D NMR, IR, UV and HRESIMS data. Among them were five previously undescribed compounds (2–6). The remaining compounds found and previously described in the literature were: the bisbibenzyls riccardin C (1), isoperrottetin A (7), isoplagiochin E (8) and 11-O-demethylmarchantin I (9), as well as 4-hydroxyphenylmethylketone (10) and 4-hydroxy-3-methoxyphenylmethylketone (11). Riccardin C was the most dominant bisbibenzyl in both species studied. Previously, it was the first bisbibenzyl found in vascular plants (P. veris subsp. macrocalyx). An assessment of the cytotoxic activity of the isolated compounds against A549 lung cancer and healthy MRC5 cell lines was also the subject of our study. Compounds 6 and 9 exhibited significant cytotoxic activity expressed by IC50 values of 12 μM, but the selectivity was not satisfactory.",
journal = "Phytochemistry, PhytochemistryPhytochemistry",
title = "Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L",
pages = "113719",
volume = "212",
doi = "10.1016/j.phytochem.2023.113719"
}
Novaković, M., Ilić-Tomić, T., Đorđević, I., Anđelković, B., Tesević, V., Milosavljević, S.,& Asakawa, Y.. (2023). Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry, 212, 113719.
https://doi.org/10.1016/j.phytochem.2023.113719
Novaković M, Ilić-Tomić T, Đorđević I, Anđelković B, Tesević V, Milosavljević S, Asakawa Y. Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry. 2023;212:113719.
doi:10.1016/j.phytochem.2023.113719 .
Novaković, Miroslav, Ilić-Tomić, Tatjana, Đorđević, Iris, Anđelković, Boban, Tesević, Vele, Milosavljević, Slobodan, Asakawa, Yoshinori, "Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L" in Phytochemistry, 212 (2023):113719,
https://doi.org/10.1016/j.phytochem.2023.113719 . .

Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J

Andrejević, Tina; Aleksić, Ivana; Kljun, Jakob; Počkaj, Marta; Zlatar, Matija; Vojnović, Sandra; Nikodinović-Runić, Jasmina; Turel, Iztok; Djuran, Miloš; Glišić, Biljana

(Royal Society of Chemistry, 2023)

TY  - DATA
AU  - Andrejević, Tina
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Počkaj, Marta
AU  - Zlatar, Matija
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1791
AB  - Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T2  - RSC Advances
T1  - Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J
EP  - 4393
IS  - 7
SP  - 4376
VL  - 13
DO  - 10.1039/D2RA07401J
ER  - 
@misc{
author = "Andrejević, Tina and Aleksić, Ivana and Kljun, Jakob and Počkaj, Marta and Zlatar, Matija and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances, RSC Advances",
title = "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J",
pages = "4393-4376",
number = "7",
volume = "13",
doi = "10.1039/D2RA07401J"
}
Andrejević, T., Aleksić, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnović, S., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2023). Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances
Royal Society of Chemistry., 13(7), 4376-4393.
https://doi.org/10.1039/D2RA07401J
Andrejević T, Aleksić I, Kljun J, Počkaj M, Zlatar M, Vojnović S, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances. 2023;13(7):4376-4393.
doi:10.1039/D2RA07401J .
Andrejević, Tina, Aleksić, Ivana, Kljun, Jakob, Počkaj, Marta, Zlatar, Matija, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J" in RSC Advances, 13, no. 7 (2023):4376-4393,
https://doi.org/10.1039/D2RA07401J . .
9
4
4

Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications

Slavić, Marinela Šokarda; Kojić, Milan; Margetić, Aleksandra; Stanisavljević, Nemanja; Gardijan, Lazar; Božić, Nataša; Vujčić, Zoran

(2023)

TY  - JOUR
AU  - Slavić, Marinela Šokarda
AU  - Kojić, Milan
AU  - Margetić, Aleksandra
AU  - Stanisavljević, Nemanja
AU  - Gardijan, Lazar
AU  - Božić, Nataša
AU  - Vujčić, Zoran
PY  - 2023
UR  - https://www.sciencedirect.com/science/article/pii/S0141813023029501
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2066
AB  - α-Amylase from the thermophilic bacterial strain Anoxybacillus vranjensis ST4 (AVA) was cloned into the pMALc5HisEk expression vector and successfully expressed and purified from the Escherichia coli ER2523 host strain. AVA belongs to the GH13_5 subfamily of glycoside hydrolases and has 7 conserved sequence regions (CSRs) distributed in three distinct domains (A, B, C). In addition, there is a starch binding domain (SBD) from the CBM20 family of carbohydrate binding modules (CBMs). AVA is a monomer of 66 kDa that achieves maximum activity at 60–80 °C and is active and stable over a wide pH range (4.0–9.0). AVA retained 50 % of its activity after 31 h of incubation at 60 °C and was resistant to a large number of denaturing agents. It hydrolyzed starch granules very efficiently, releasing maltose, maltotriose and maltopentaose as the main products. The hydrolysis rates of raw corn, wheat, horseradish, and potato starch, at a concentration of 10 %, were 87.8, 85.9, 93.0, and 58 %, respectively, at pH 8.5 over a 3 h period. This study showed that the high level of expression as well as the properties of this highly stable and versatile enzyme show all the prerequisites for successful application in industry.
T2  - International Journal of Biological Macromolecules
T1  - Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications
SP  - 126055
VL  - 249
DO  - 10.1016/j.ijbiomac.2023.126055
ER  - 
@article{
author = "Slavić, Marinela Šokarda and Kojić, Milan and Margetić, Aleksandra and Stanisavljević, Nemanja and Gardijan, Lazar and Božić, Nataša and Vujčić, Zoran",
year = "2023",
abstract = "α-Amylase from the thermophilic bacterial strain Anoxybacillus vranjensis ST4 (AVA) was cloned into the pMALc5HisEk expression vector and successfully expressed and purified from the Escherichia coli ER2523 host strain. AVA belongs to the GH13_5 subfamily of glycoside hydrolases and has 7 conserved sequence regions (CSRs) distributed in three distinct domains (A, B, C). In addition, there is a starch binding domain (SBD) from the CBM20 family of carbohydrate binding modules (CBMs). AVA is a monomer of 66 kDa that achieves maximum activity at 60–80 °C and is active and stable over a wide pH range (4.0–9.0). AVA retained 50 % of its activity after 31 h of incubation at 60 °C and was resistant to a large number of denaturing agents. It hydrolyzed starch granules very efficiently, releasing maltose, maltotriose and maltopentaose as the main products. The hydrolysis rates of raw corn, wheat, horseradish, and potato starch, at a concentration of 10 %, were 87.8, 85.9, 93.0, and 58 %, respectively, at pH 8.5 over a 3 h period. This study showed that the high level of expression as well as the properties of this highly stable and versatile enzyme show all the prerequisites for successful application in industry.",
journal = "International Journal of Biological Macromolecules",
title = "Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications",
pages = "126055",
volume = "249",
doi = "10.1016/j.ijbiomac.2023.126055"
}
Slavić, M. Š., Kojić, M., Margetić, A., Stanisavljević, N., Gardijan, L., Božić, N.,& Vujčić, Z.. (2023). Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications. in International Journal of Biological Macromolecules, 249, 126055.
https://doi.org/10.1016/j.ijbiomac.2023.126055
Slavić MŠ, Kojić M, Margetić A, Stanisavljević N, Gardijan L, Božić N, Vujčić Z. Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications. in International Journal of Biological Macromolecules. 2023;249:126055.
doi:10.1016/j.ijbiomac.2023.126055 .
Slavić, Marinela Šokarda, Kojić, Milan, Margetić, Aleksandra, Stanisavljević, Nemanja, Gardijan, Lazar, Božić, Nataša, Vujčić, Zoran, "Highly stable and versatile α-amylase from Anoxybacillus vranjensis ST4 suitable for various applications" in International Journal of Biological Macromolecules, 249 (2023):126055,
https://doi.org/10.1016/j.ijbiomac.2023.126055 . .
2
1

Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach

Duarah, Rituparna; Aleksić, Ivana; Milivojević, Dušan; Rameshkumar, Saranya; Nikodinović-Runić, Jasmina; Padamati, Ramesh Babu

(Wiley, 2023)

TY  - JOUR
AU  - Duarah, Rituparna
AU  - Aleksić, Ivana
AU  - Milivojević, Dušan
AU  - Rameshkumar, Saranya
AU  - Nikodinović-Runić, Jasmina
AU  - Padamati, Ramesh Babu
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2079
AB  - Novel bio-based, biodegradable packaging material was developed with multi-functional properties of good mechanical strength, potent biocompatibility, and antifungal attributes, predominantly against fungi vital in food spoilage. Biodegradable polymer composites were prepared with a natural antifungal agent, nystatin (Nyst), by melt processing technique for the first time. Initially, Polycaprolactone (PCL) was melt-mixed with various percentages of nystatin to produce nystatin-encapsulated PCL composites (PCL/Nyst). The as-prepared PCL/Nyst composites were melt-mixed with polylactic acid (PLA) to produce nystatin PLA/PCL blend composites. Subsequently, the prepared composites were compression molded in the form of films (1 mm) for further characterization. The composite's structural properties were evaluated by SEM, FTIR, mechanical and thermal studies. In addition, the composites were tested in vitro against a panel of pathogenic fungi and for antibiofilm attributes, specifically against three Candida species (C. albicans ATCC10231, C. parapsilosis ATCC22019, and C. glabrata ATCC2001), and foodborne Penicillium sp. All the composites containing 2 to 20 wt% nystatin displayed good activity and sustained nystatin release for up to 4 days. Thus, the overall study demonstrates the potential application of natural antifungal agents in biodegradable polymers to produce novel composite films for antimicrobial packaging without inducing any toxicity, judged from the toxicity assay using nematode Caenorhabditis elegans.
PB  - Wiley
T2  - Journal of Applied Polymer Science
T1  - Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach
SP  - e54663
DO  - 10.1002/app.54663
ER  - 
@article{
author = "Duarah, Rituparna and Aleksić, Ivana and Milivojević, Dušan and Rameshkumar, Saranya and Nikodinović-Runić, Jasmina and Padamati, Ramesh Babu",
year = "2023",
abstract = "Novel bio-based, biodegradable packaging material was developed with multi-functional properties of good mechanical strength, potent biocompatibility, and antifungal attributes, predominantly against fungi vital in food spoilage. Biodegradable polymer composites were prepared with a natural antifungal agent, nystatin (Nyst), by melt processing technique for the first time. Initially, Polycaprolactone (PCL) was melt-mixed with various percentages of nystatin to produce nystatin-encapsulated PCL composites (PCL/Nyst). The as-prepared PCL/Nyst composites were melt-mixed with polylactic acid (PLA) to produce nystatin PLA/PCL blend composites. Subsequently, the prepared composites were compression molded in the form of films (1 mm) for further characterization. The composite's structural properties were evaluated by SEM, FTIR, mechanical and thermal studies. In addition, the composites were tested in vitro against a panel of pathogenic fungi and for antibiofilm attributes, specifically against three Candida species (C. albicans ATCC10231, C. parapsilosis ATCC22019, and C. glabrata ATCC2001), and foodborne Penicillium sp. All the composites containing 2 to 20 wt% nystatin displayed good activity and sustained nystatin release for up to 4 days. Thus, the overall study demonstrates the potential application of natural antifungal agents in biodegradable polymers to produce novel composite films for antimicrobial packaging without inducing any toxicity, judged from the toxicity assay using nematode Caenorhabditis elegans.",
publisher = "Wiley",
journal = "Journal of Applied Polymer Science",
title = "Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach",
pages = "e54663",
doi = "10.1002/app.54663"
}
Duarah, R., Aleksić, I., Milivojević, D., Rameshkumar, S., Nikodinović-Runić, J.,& Padamati, R. B.. (2023). Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach. in Journal of Applied Polymer Science
Wiley., e54663.
https://doi.org/10.1002/app.54663
Duarah R, Aleksić I, Milivojević D, Rameshkumar S, Nikodinović-Runić J, Padamati RB. Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach. in Journal of Applied Polymer Science. 2023;:e54663.
doi:10.1002/app.54663 .
Duarah, Rituparna, Aleksić, Ivana, Milivojević, Dušan, Rameshkumar, Saranya, Nikodinović-Runić, Jasmina, Padamati, Ramesh Babu, "Development of nystatin-based antifungal, biodegradable polymer composite materials for food packaging via. melt processing approach" in Journal of Applied Polymer Science (2023):e54663,
https://doi.org/10.1002/app.54663 . .

Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation

Ponjavić, Marijana; Stevanovic, Sanja; Nikodinović-Runić, Jasmina; Jeremić, Sanja; Cosovic, Vladan R.; Maksimovic, Vesna

(2022)

TY  - JOUR
AU  - Ponjavić, Marijana
AU  - Stevanovic, Sanja
AU  - Nikodinović-Runić, Jasmina
AU  - Jeremić, Sanja
AU  - Cosovic, Vladan R.
AU  - Maksimovic, Vesna
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1659
AB  - Bacterial nanocellulose, BNC, has emerged as a new class of nanomaterials recognized as renewable, biodegradable, biocompatible and material for versatile applications. BNC also proved as a perfect support matrix for metallic nanoparticle synthesis and appeared as suitable alternative for widely used carbon based materials. Following the idea to replace commonly used carbon based materials for platinum supports with the green and sustainable one, BNC appeared as an excellent candidate. Herein, microwave assisted synthesis has been reported for the first time for platinum nanoparticles supported on BNC as green material. Bacterial nanocelullose-platinum catalyst, Pt/BNC, was investigated by Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), atomic force microscopy (AFM), X-ray diffractometry (XRD) and transmission-electron microscopy (TEM) analysis. The obtained results confirmed successful synthesis of new Pt-based catalyst. It was found that Pt/BNC catalyst has high electrocatalytic performance in methanol oxidation reaction. Green/sustainable catalytic system is highly desirable and provided by the elegant microwave assisted synthesis of Pt/BNC will pave the way for a larger scale application and expedite the market penetration of such fuel cells.
T2  - International Journal of Biological Macromolecules
T2  - International Journal of Biological MacromoleculesInternational Journal of Biological Macromolecules
T1  - Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation
EP  - 1484
SP  - 1474
VL  - 223
DO  - 10.1016/j.ijbiomac.2022.10.278
ER  - 
@article{
author = "Ponjavić, Marijana and Stevanovic, Sanja and Nikodinović-Runić, Jasmina and Jeremić, Sanja and Cosovic, Vladan R. and Maksimovic, Vesna",
year = "2022",
abstract = "Bacterial nanocellulose, BNC, has emerged as a new class of nanomaterials recognized as renewable, biodegradable, biocompatible and material for versatile applications. BNC also proved as a perfect support matrix for metallic nanoparticle synthesis and appeared as suitable alternative for widely used carbon based materials. Following the idea to replace commonly used carbon based materials for platinum supports with the green and sustainable one, BNC appeared as an excellent candidate. Herein, microwave assisted synthesis has been reported for the first time for platinum nanoparticles supported on BNC as green material. Bacterial nanocelullose-platinum catalyst, Pt/BNC, was investigated by Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), atomic force microscopy (AFM), X-ray diffractometry (XRD) and transmission-electron microscopy (TEM) analysis. The obtained results confirmed successful synthesis of new Pt-based catalyst. It was found that Pt/BNC catalyst has high electrocatalytic performance in methanol oxidation reaction. Green/sustainable catalytic system is highly desirable and provided by the elegant microwave assisted synthesis of Pt/BNC will pave the way for a larger scale application and expedite the market penetration of such fuel cells.",
journal = "International Journal of Biological Macromolecules, International Journal of Biological MacromoleculesInternational Journal of Biological Macromolecules",
title = "Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation",
pages = "1484-1474",
volume = "223",
doi = "10.1016/j.ijbiomac.2022.10.278"
}
Ponjavić, M., Stevanovic, S., Nikodinović-Runić, J., Jeremić, S., Cosovic, V. R.,& Maksimovic, V.. (2022). Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation. in International Journal of Biological Macromolecules, 223, 1474-1484.
https://doi.org/10.1016/j.ijbiomac.2022.10.278
Ponjavić M, Stevanovic S, Nikodinović-Runić J, Jeremić S, Cosovic VR, Maksimovic V. Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation. in International Journal of Biological Macromolecules. 2022;223:1474-1484.
doi:10.1016/j.ijbiomac.2022.10.278 .
Ponjavić, Marijana, Stevanovic, Sanja, Nikodinović-Runić, Jasmina, Jeremić, Sanja, Cosovic, Vladan R., Maksimovic, Vesna, "Bacterial nanocellulose as green support of platinum nanoparticles for effective methanol oxidation" in International Journal of Biological Macromolecules, 223 (2022):1474-1484,
https://doi.org/10.1016/j.ijbiomac.2022.10.278 . .
3
2
3

Antitumorski potencijal novih derivata steroidnih hidrazona

B. Živković, Marijana

(Beograd : Institut za molekularnu genetiku i genetičko inženjerstvo, 2022)

TY  - CHAP
AU  - B. Živković, Marijana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1816
AB  - Kako maligne ćelije vremenom mutiraju i postaju rezistentne na postojeće lekove postoji stalna potreba
za novim antitumorskim lekovima. Steroidni molekuli igraju vrlo važne uloge u biološkim sistemima.
Usled hidrofobnosti nesmetano prolaze kroz ćelijske membrane pa su pogodan polazni materijal za dizajn
novih lekova. Trasformacijama krutog tetracikličnog steroidnog skeleta nastaju biološki aktivni molekuli
sa novim fiziološkim funkcijama. Sa druge strane, hidrazoni sadrže heteroatome i smatraju se
značajnim intermedijerima pri sintezi heterocikličnih jedinjenja. Stoga je sintetisano i okarakterisano pedeset
novih derivata steroidnih hidrazona, a zatim je određena njihova citotoksičnost i ispitani su mehanizmi
citotoksičnog delovanja.
Prema testiranim malignim ćelijskim linijama (HeLa, K562, MDA-MB-361, MDA-MB-453, LS174, A549),
naročito prema HeLa ćelijama adenokarcinoma cerviksa i prema K562 ćelijama hronične mijeloidne leukemije,
nova jedinjenja su ispoljila selektivnu citotoksičnost zavisnu od koncentracije na mikrogramskoj
skali, u mnogim slučajevima bolju od hemioterapeutika cisplatina. Nasuprot tome, pokazala su vrlo slabu
citotoksičnost na humane PBMC, što se ogleda u koeficijentima selektivnosti daleko višim od vrednosti
2,5. Morfološkom analizom HeLa ćelija tretiranih novim derivatima utvrđeno je njihovo pro-apoptotsko dejstvo
što je potvrđeno rezultatima protočne citometrije. Određivanjem ciljnih kaspaza ustanovljeno je da
do apoptoze dolazi posredstvom kaspaze-3, -8 i -9. Svi ispitivani derivati su pokazali sposobnost da inhibiraju
angiogenezu ćelija EA.hy926 in vitro. Testirani tiazolidin-4-oni nisu prouzrokovali značajne promene
u nivoima ekspresije gena MMP2, MMP9 i VEGFA u tretiranim HeLa ćelijama.
Rezultati sprovedenih in vitro istraživanja mogu da ukažu na značajan antitumorski potencijal što ova
jedinjenja ubraja u potencijalne kandidate za in vivo ispitivanja.
PB  - Beograd : Institut za molekularnu genetiku i genetičko inženjerstvo
T2  - Trendovi u molekularnoj Biologiji
T1  - Antitumorski potencijal novih derivata steroidnih hidrazona
T1  - Antitumor potential of new steroidal hydrazone derivatives
EP  - 124
IS  - 2
SP  - 104
UR  - https://hdl.handle.net/21.15107/rcub_imagine_1816
ER  - 
@inbook{
author = "B. Živković, Marijana",
year = "2022",
abstract = "Kako maligne ćelije vremenom mutiraju i postaju rezistentne na postojeće lekove postoji stalna potreba
za novim antitumorskim lekovima. Steroidni molekuli igraju vrlo važne uloge u biološkim sistemima.
Usled hidrofobnosti nesmetano prolaze kroz ćelijske membrane pa su pogodan polazni materijal za dizajn
novih lekova. Trasformacijama krutog tetracikličnog steroidnog skeleta nastaju biološki aktivni molekuli
sa novim fiziološkim funkcijama. Sa druge strane, hidrazoni sadrže heteroatome i smatraju se
značajnim intermedijerima pri sintezi heterocikličnih jedinjenja. Stoga je sintetisano i okarakterisano pedeset
novih derivata steroidnih hidrazona, a zatim je određena njihova citotoksičnost i ispitani su mehanizmi
citotoksičnog delovanja.
Prema testiranim malignim ćelijskim linijama (HeLa, K562, MDA-MB-361, MDA-MB-453, LS174, A549),
naročito prema HeLa ćelijama adenokarcinoma cerviksa i prema K562 ćelijama hronične mijeloidne leukemije,
nova jedinjenja su ispoljila selektivnu citotoksičnost zavisnu od koncentracije na mikrogramskoj
skali, u mnogim slučajevima bolju od hemioterapeutika cisplatina. Nasuprot tome, pokazala su vrlo slabu
citotoksičnost na humane PBMC, što se ogleda u koeficijentima selektivnosti daleko višim od vrednosti
2,5. Morfološkom analizom HeLa ćelija tretiranih novim derivatima utvrđeno je njihovo pro-apoptotsko dejstvo
što je potvrđeno rezultatima protočne citometrije. Određivanjem ciljnih kaspaza ustanovljeno je da
do apoptoze dolazi posredstvom kaspaze-3, -8 i -9. Svi ispitivani derivati su pokazali sposobnost da inhibiraju
angiogenezu ćelija EA.hy926 in vitro. Testirani tiazolidin-4-oni nisu prouzrokovali značajne promene
u nivoima ekspresije gena MMP2, MMP9 i VEGFA u tretiranim HeLa ćelijama.
Rezultati sprovedenih in vitro istraživanja mogu da ukažu na značajan antitumorski potencijal što ova
jedinjenja ubraja u potencijalne kandidate za in vivo ispitivanja.",
publisher = "Beograd : Institut za molekularnu genetiku i genetičko inženjerstvo",
journal = "Trendovi u molekularnoj Biologiji",
booktitle = "Antitumorski potencijal novih derivata steroidnih hidrazona, Antitumor potential of new steroidal hydrazone derivatives",
pages = "124-104",
number = "2",
url = "https://hdl.handle.net/21.15107/rcub_imagine_1816"
}
B. Živković, M.. (2022). Antitumorski potencijal novih derivata steroidnih hidrazona. in Trendovi u molekularnoj Biologiji
Beograd : Institut za molekularnu genetiku i genetičko inženjerstvo.(2), 104-124.
https://hdl.handle.net/21.15107/rcub_imagine_1816
B. Živković M. Antitumorski potencijal novih derivata steroidnih hidrazona. in Trendovi u molekularnoj Biologiji. 2022;(2):104-124.
https://hdl.handle.net/21.15107/rcub_imagine_1816 .
B. Živković, Marijana, "Antitumorski potencijal novih derivata steroidnih hidrazona" in Trendovi u molekularnoj Biologiji, no. 2 (2022):104-124,
https://hdl.handle.net/21.15107/rcub_imagine_1816 .

Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites

Pergal, Marija V.; Dojcinović, Biljana P.; Nikodinović-Runić, Jasmina; Drazić, Goran; Logar, Nataša Zabukovec; Ostojić, Sanja; Antić, Bratislav

(New York : Springer, 2022)

TY  - JOUR
AU  - Pergal, Marija V.
AU  - Dojcinović, Biljana P.
AU  - Nikodinović-Runić, Jasmina
AU  - Drazić, Goran
AU  - Logar, Nataša Zabukovec
AU  - Ostojić, Sanja
AU  - Antić, Bratislav
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1556
AB  - In situ polymerization was used to produce novel AgFeO2"PEG/polyurethane network nanocomposites (NP-PUs) with 30-60 wt% of soft poly(dimethylsiloxane) segments in polyurethane (PU), containing 1 wt% of PEG-coated AgFeO2 nanoparticles, AgFeO2"PEG. Physicochemical properties and in vitro biological activity of the NP-PUs were systematically evaluated in terms of AgFeO2"PEG (NP) addition and soft segment content. High-angle annular dark-field transmission electron microscopy showed that the nanoparticles were generally uniformly distributed in the PU matrix. Increased soft segment content caused significantly increased intensity of the broad, amorphous X-ray diffraction peaks of crystalline AgFeO2, probably because the chemical composition of PU affected the distribution of nanoparticles. The Young modulus, hardness, and plasticity of the NP-PUs were higher than for pure PU and increased with decreasing soft segment content. Decreased soft segment content induced higher microphase separation, increased hydrophilicity and swelling ability, but decreased cross-linking density. Additionally, NP-PUs had higher glass transition temperatures, improved thermal stability, and enhanced nanomechanical performance over pure PU. The NP-PUs demonstrated good selective inhibition of Candida albicans and Candida parapsilosis (30-55%) and no pronounced cytotoxicity to MRC5 human lung fibroblasts. Among the investigated AgFeO2"PEG/PUs, the best antifungal activity was shown by composites with 30 and 40 wt% soft segments. Consequently, the novel AgFeO2"PEG/polyurethane network nanocomposites could be further optimized to be used as biocompatible surfaces that also prevent formation of fungal biofilms. [GRAPHICS] .
PB  - New York : Springer
T2  - Journal of Materials Science
T1  - Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites
EP  - 7848
IS  - 16
SP  - 7827
VL  - 57
DO  - 10.1007/s10853-022-07178-9
ER  - 
@article{
author = "Pergal, Marija V. and Dojcinović, Biljana P. and Nikodinović-Runić, Jasmina and Drazić, Goran and Logar, Nataša Zabukovec and Ostojić, Sanja and Antić, Bratislav",
year = "2022",
abstract = "In situ polymerization was used to produce novel AgFeO2"PEG/polyurethane network nanocomposites (NP-PUs) with 30-60 wt% of soft poly(dimethylsiloxane) segments in polyurethane (PU), containing 1 wt% of PEG-coated AgFeO2 nanoparticles, AgFeO2"PEG. Physicochemical properties and in vitro biological activity of the NP-PUs were systematically evaluated in terms of AgFeO2"PEG (NP) addition and soft segment content. High-angle annular dark-field transmission electron microscopy showed that the nanoparticles were generally uniformly distributed in the PU matrix. Increased soft segment content caused significantly increased intensity of the broad, amorphous X-ray diffraction peaks of crystalline AgFeO2, probably because the chemical composition of PU affected the distribution of nanoparticles. The Young modulus, hardness, and plasticity of the NP-PUs were higher than for pure PU and increased with decreasing soft segment content. Decreased soft segment content induced higher microphase separation, increased hydrophilicity and swelling ability, but decreased cross-linking density. Additionally, NP-PUs had higher glass transition temperatures, improved thermal stability, and enhanced nanomechanical performance over pure PU. The NP-PUs demonstrated good selective inhibition of Candida albicans and Candida parapsilosis (30-55%) and no pronounced cytotoxicity to MRC5 human lung fibroblasts. Among the investigated AgFeO2"PEG/PUs, the best antifungal activity was shown by composites with 30 and 40 wt% soft segments. Consequently, the novel AgFeO2"PEG/polyurethane network nanocomposites could be further optimized to be used as biocompatible surfaces that also prevent formation of fungal biofilms. [GRAPHICS] .",
publisher = "New York : Springer",
journal = "Journal of Materials Science",
title = "Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites",
pages = "7848-7827",
number = "16",
volume = "57",
doi = "10.1007/s10853-022-07178-9"
}
Pergal, M. V., Dojcinović, B. P., Nikodinović-Runić, J., Drazić, G., Logar, N. Z., Ostojić, S.,& Antić, B.. (2022). Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites. in Journal of Materials Science
New York : Springer., 57(16), 7827-7848.
https://doi.org/10.1007/s10853-022-07178-9
Pergal MV, Dojcinović BP, Nikodinović-Runić J, Drazić G, Logar NZ, Ostojić S, Antić B. Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites. in Journal of Materials Science. 2022;57(16):7827-7848.
doi:10.1007/s10853-022-07178-9 .
Pergal, Marija V., Dojcinović, Biljana P., Nikodinović-Runić, Jasmina, Drazić, Goran, Logar, Nataša Zabukovec, Ostojić, Sanja, Antić, Bratislav, "Synthesis, physicochemical, and antimicrobial characteristics of novel poly(urethane-siloxane) network/silver ferrite nanocomposites" in Journal of Materials Science, 57, no. 16 (2022):7827-7848,
https://doi.org/10.1007/s10853-022-07178-9 . .
3
3

The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water

Ljubić, Verica; Milosević, Milena; Cvetković, Slobodan; Stojanović, Marijana; Novović, Katarina; Dinić, Miroslav; Popović, Mina

(Springer Heidelberg, Heidelberg, 2022)

TY  - JOUR
AU  - Ljubić, Verica
AU  - Milosević, Milena
AU  - Cvetković, Slobodan
AU  - Stojanović, Marijana
AU  - Novović, Katarina
AU  - Dinić, Miroslav
AU  - Popović, Mina
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1523
AB  - As one of the most promising groups of microbes, lactic acid bacteria (LAB) can synthesize metabolites that can be used in different industries over the world, mainly in the pharmaceutical, food, and dairy industries. In this study, a novel exopolysaccharide was extracted and isolated from the probiotic strain Lactobacillus reuteri B2, and assessed on biological activity and its possible application as a biosorbent for the removal of Ni2+ ions from contaminated water. New exopolysaccharide was characterized using FTIR, SEM, XRD, NMR, MALDI-TOF MS, and TGA/DTG analysis. Biological assays included antioxidative activity, cytotoxic assay, and adhesion assay of L. reuteri B2 to HT29 cells. Our hypothesis was that if this exopolysaccharide is nontoxic, it can be used as a novel biomaterial for the possible application of the removal of Ni2+ ions from contaminated water. The scavenging effect of nontoxic exopolysaccharide was 76% at 2 mg/mL using ABTS assay, in biological assays, while the removal efficiency of nickel from the aqueous solution was 92.96% in biosorption study. According to these results, this exopolysaccharide can be considered a very promising biomaterial for potential application in different industries, from pharmacy to wastewater treatments.
PB  - Springer Heidelberg, Heidelberg
T2  - Biomass Conversion and Biorefinery
T1  - The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water
DO  - 10.1007/s13399-022-03292-5
ER  - 
@article{
author = "Ljubić, Verica and Milosević, Milena and Cvetković, Slobodan and Stojanović, Marijana and Novović, Katarina and Dinić, Miroslav and Popović, Mina",
year = "2022",
abstract = "As one of the most promising groups of microbes, lactic acid bacteria (LAB) can synthesize metabolites that can be used in different industries over the world, mainly in the pharmaceutical, food, and dairy industries. In this study, a novel exopolysaccharide was extracted and isolated from the probiotic strain Lactobacillus reuteri B2, and assessed on biological activity and its possible application as a biosorbent for the removal of Ni2+ ions from contaminated water. New exopolysaccharide was characterized using FTIR, SEM, XRD, NMR, MALDI-TOF MS, and TGA/DTG analysis. Biological assays included antioxidative activity, cytotoxic assay, and adhesion assay of L. reuteri B2 to HT29 cells. Our hypothesis was that if this exopolysaccharide is nontoxic, it can be used as a novel biomaterial for the possible application of the removal of Ni2+ ions from contaminated water. The scavenging effect of nontoxic exopolysaccharide was 76% at 2 mg/mL using ABTS assay, in biological assays, while the removal efficiency of nickel from the aqueous solution was 92.96% in biosorption study. According to these results, this exopolysaccharide can be considered a very promising biomaterial for potential application in different industries, from pharmacy to wastewater treatments.",
publisher = "Springer Heidelberg, Heidelberg",
journal = "Biomass Conversion and Biorefinery",
title = "The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water",
doi = "10.1007/s13399-022-03292-5"
}
Ljubić, V., Milosević, M., Cvetković, S., Stojanović, M., Novović, K., Dinić, M.,& Popović, M.. (2022). The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water. in Biomass Conversion and Biorefinery
Springer Heidelberg, Heidelberg..
https://doi.org/10.1007/s13399-022-03292-5
Ljubić V, Milosević M, Cvetković S, Stojanović M, Novović K, Dinić M, Popović M. The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water. in Biomass Conversion and Biorefinery. 2022;.
doi:10.1007/s13399-022-03292-5 .
Ljubić, Verica, Milosević, Milena, Cvetković, Slobodan, Stojanović, Marijana, Novović, Katarina, Dinić, Miroslav, Popović, Mina, "The new exopolysaccharide produced by the probiotic strain L. reuteri B2: extraction, biological properties, and possible application for Ni2+ ion removal from the contaminated water" in Biomass Conversion and Biorefinery (2022),
https://doi.org/10.1007/s13399-022-03292-5 . .
4
2

Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis

Radaković, Nataša; Nikolić, Andrea; Terzić-Jovanović, Nataša; Stojković, Pavle; Stanković, Nada; Solaja, Bogdan; Opsenica, Igor; Pavić, Aleksandar

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2022)

TY  - JOUR
AU  - Radaković, Nataša
AU  - Nikolić, Andrea
AU  - Terzić-Jovanović, Nataša
AU  - Stojković, Pavle
AU  - Stanković, Nada
AU  - Solaja, Bogdan
AU  - Opsenica, Igor
AU  - Pavić, Aleksandar
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1593
AB  - Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 mM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio-or hepatotoxicity was observed at doses as high as 200 mM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis
VL  - 230
DO  - 10.1016/j.ejmech.2022.114137
ER  - 
@article{
author = "Radaković, Nataša and Nikolić, Andrea and Terzić-Jovanović, Nataša and Stojković, Pavle and Stanković, Nada and Solaja, Bogdan and Opsenica, Igor and Pavić, Aleksandar",
year = "2022",
abstract = "Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 mM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio-or hepatotoxicity was observed at doses as high as 200 mM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis",
volume = "230",
doi = "10.1016/j.ejmech.2022.114137"
}
Radaković, N., Nikolić, A., Terzić-Jovanović, N., Stojković, P., Stanković, N., Solaja, B., Opsenica, I.,& Pavić, A.. (2022). Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 230.
https://doi.org/10.1016/j.ejmech.2022.114137
Radaković N, Nikolić A, Terzić-Jovanović N, Stojković P, Stanković N, Solaja B, Opsenica I, Pavić A. Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry. 2022;230.
doi:10.1016/j.ejmech.2022.114137 .
Radaković, Nataša, Nikolić, Andrea, Terzić-Jovanović, Nataša, Stojković, Pavle, Stanković, Nada, Solaja, Bogdan, Opsenica, Igor, Pavić, Aleksandar, "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis" in European Journal of Medicinal Chemistry, 230 (2022),
https://doi.org/10.1016/j.ejmech.2022.114137 . .
2
4
4

Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex

Gitarić, Jelena; Stanojević, Ivana M.; Radanović, Dušanka D.; Crochet, Aurélien; Ašanin, Darko P.; Janković, Vukašin; Škaro Bogojević, Sanja; Djuran, Miloš I.; Glišić, Biljana

(2022)

TY  - JOUR
AU  - Gitarić, Jelena
AU  - Stanojević, Ivana M.
AU  - Radanović, Dušanka D.
AU  - Crochet, Aurélien
AU  - Ašanin, Darko P.
AU  - Janković, Vukašin
AU  - Škaro Bogojević, Sanja
AU  - Djuran, Miloš I.
AU  - Glišić, Biljana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1670
AB  - To investigate how modification in the structure of 1,3-propanediamine chain of 1,3-pdta (1,3-propanediamine-N,N,N′,N′-tetraacetate) ligand affects the structural and biological properties of the corresponding metal complexes, two new octahedral complexes, [Co(H2O)5Co(2,2-diMe-1,3-pdta)]·H2O (1) and [Mg(H2O)5Mg(2,2-diMe-1,3-pdta)]·1.5H2O (2) (2,2-diMe-1,3-pdta = 2,2-dimethyl-1,3-propanediamine-N,N,N′,N′-tetraacetate), were synthesized and characterized by IR spectroscopy and single-crystal X-ray diffraction analysis. Additionally, UV-Vis and NMR spectroscopic methods were applied for the characterization of 1 and 2, respectively. Crystallographic data indicate that these complexes contain 2,2-diMe-1,3-pdta coordinated to the metal ion through 2 N and 4 O atoms forming [M(H2O)5M′(2,2-diMe-1,3-pdta)] complex unit (M, M′ = Co(II), Co(II) (1) and M, M′ = Mg(II), Mg(II) (2)), which is composed of [M′(2,2-diMe-1,3-pdta)]2− and [M(H2O)5O]2+ octahedra bridged by one of the axial carboxylate groups. The antimicrobial activities of 1 and 2 were evaluated against different bacteria and Candida spp., while their cytotoxic effect was tested on the normal human lung fibroblasts (MRC-5). The ability of 1 and 2 to inhibit formation of C. glabrata biofilms was also assessed. The obtained structural parameters and biological properties of the two complexes were compared to Co(II) and Mg(II) complexes with 1,3-pdta ligand.
T2  - Journal of Coordination Chemistry
T2  - Journal of Coordination Chemistry
T1  - Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex
EP  - 1914
IS  - 11-14
SP  - 1899
VL  - 75
DO  - 10.1080/00958972.2022.2101365
ER  - 
@article{
author = "Gitarić, Jelena and Stanojević, Ivana M. and Radanović, Dušanka D. and Crochet, Aurélien and Ašanin, Darko P. and Janković, Vukašin and Škaro Bogojević, Sanja and Djuran, Miloš I. and Glišić, Biljana",
year = "2022",
abstract = "To investigate how modification in the structure of 1,3-propanediamine chain of 1,3-pdta (1,3-propanediamine-N,N,N′,N′-tetraacetate) ligand affects the structural and biological properties of the corresponding metal complexes, two new octahedral complexes, [Co(H2O)5Co(2,2-diMe-1,3-pdta)]·H2O (1) and [Mg(H2O)5Mg(2,2-diMe-1,3-pdta)]·1.5H2O (2) (2,2-diMe-1,3-pdta = 2,2-dimethyl-1,3-propanediamine-N,N,N′,N′-tetraacetate), were synthesized and characterized by IR spectroscopy and single-crystal X-ray diffraction analysis. Additionally, UV-Vis and NMR spectroscopic methods were applied for the characterization of 1 and 2, respectively. Crystallographic data indicate that these complexes contain 2,2-diMe-1,3-pdta coordinated to the metal ion through 2 N and 4 O atoms forming [M(H2O)5M′(2,2-diMe-1,3-pdta)] complex unit (M, M′ = Co(II), Co(II) (1) and M, M′ = Mg(II), Mg(II) (2)), which is composed of [M′(2,2-diMe-1,3-pdta)]2− and [M(H2O)5O]2+ octahedra bridged by one of the axial carboxylate groups. The antimicrobial activities of 1 and 2 were evaluated against different bacteria and Candida spp., while their cytotoxic effect was tested on the normal human lung fibroblasts (MRC-5). The ability of 1 and 2 to inhibit formation of C. glabrata biofilms was also assessed. The obtained structural parameters and biological properties of the two complexes were compared to Co(II) and Mg(II) complexes with 1,3-pdta ligand.",
journal = "Journal of Coordination Chemistry, Journal of Coordination Chemistry",
title = "Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex",
pages = "1914-1899",
number = "11-14",
volume = "75",
doi = "10.1080/00958972.2022.2101365"
}
Gitarić, J., Stanojević, I. M., Radanović, D. D., Crochet, A., Ašanin, D. P., Janković, V., Škaro Bogojević, S., Djuran, M. I.,& Glišić, B.. (2022). Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex. in Journal of Coordination Chemistry, 75(11-14), 1899-1914.
https://doi.org/10.1080/00958972.2022.2101365
Gitarić J, Stanojević IM, Radanović DD, Crochet A, Ašanin DP, Janković V, Škaro Bogojević S, Djuran MI, Glišić B. Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex. in Journal of Coordination Chemistry. 2022;75(11-14):1899-1914.
doi:10.1080/00958972.2022.2101365 .
Gitarić, Jelena, Stanojević, Ivana M., Radanović, Dušanka D., Crochet, Aurélien, Ašanin, Darko P., Janković, Vukašin, Škaro Bogojević, Sanja, Djuran, Miloš I., Glišić, Biljana, "Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex" in Journal of Coordination Chemistry, 75, no. 11-14 (2022):1899-1914,
https://doi.org/10.1080/00958972.2022.2101365 . .
1
1

Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity

Ivković, Ivana; Novaković, Miroslav; Veljić, Milan; Mojsin, Marija; Stevanović, Milena; Marin, Petar D.; Bukvicki, Danka

(MDPI, Basel, 2021)

TY  - JOUR
AU  - Ivković, Ivana
AU  - Novaković, Miroslav
AU  - Veljić, Milan
AU  - Mojsin, Marija
AU  - Stevanović, Milena
AU  - Marin, Petar D.
AU  - Bukvicki, Danka
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1428
AB  - Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10 '-hydroxyperrottetin E, and 10,10 '-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.
PB  - MDPI, Basel
T2  - Plants-Basel
T1  - Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity
IS  - 6
VL  - 10
DO  - 10.3390/plants10061063
ER  - 
@article{
author = "Ivković, Ivana and Novaković, Miroslav and Veljić, Milan and Mojsin, Marija and Stevanović, Milena and Marin, Petar D. and Bukvicki, Danka",
year = "2021",
abstract = "Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10 '-hydroxyperrottetin E, and 10,10 '-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.",
publisher = "MDPI, Basel",
journal = "Plants-Basel",
title = "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity",
number = "6",
volume = "10",
doi = "10.3390/plants10061063"
}
Ivković, I., Novaković, M., Veljić, M., Mojsin, M., Stevanović, M., Marin, P. D.,& Bukvicki, D.. (2021). Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants-Basel
MDPI, Basel., 10(6).
https://doi.org/10.3390/plants10061063
Ivković I, Novaković M, Veljić M, Mojsin M, Stevanović M, Marin PD, Bukvicki D. Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants-Basel. 2021;10(6).
doi:10.3390/plants10061063 .
Ivković, Ivana, Novaković, Miroslav, Veljić, Milan, Mojsin, Marija, Stevanović, Milena, Marin, Petar D., Bukvicki, Danka, "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity" in Plants-Basel, 10, no. 6 (2021),
https://doi.org/10.3390/plants10061063 . .
13
2
9

Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites

Bukvicki, Danka; Novaković, Miroslav; Ilić-Tomić, Tatjana; Nikodinović-Runić, Jasmina; Todorović, Nina; Veljić, Milan; Asakawa, Yoshinori

(ACG Publications, Gebze-Kocaeli, 2021)

TY  - JOUR
AU  - Bukvicki, Danka
AU  - Novaković, Miroslav
AU  - Ilić-Tomić, Tatjana
AU  - Nikodinović-Runić, Jasmina
AU  - Todorović, Nina
AU  - Veljić, Milan
AU  - Asakawa, Yoshinori
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1418
AB  - Biotransformation of bis-bibenzyl perrottetin F (1), isolated from the liverwort Lunularia cruciata by Aspergillus niger, has been investigated. New metabolites (2-4) have been isolated using reversed phase semipreparative HPLC and their structures were established to be 8-hydroxyperrottetin F, C-7-C-8 cleaved product, and perrottetin F 6'-sulfate using 1D and 2D NMR, HR-ESI-MS, IR and UV spectroscopy. The antimicrobial and cytotoxic properties of these compounds were also evaluated. Given the suggested cytotoxic properties of the parent compound, antiproliferative activity against healthy human lung fibroblasts (MRC5) and human lung carcinoma (A549) of three metabolites were evaluated revealing their lower cytotoxic properties in comparison to the starting compound - perrottetin F. The antimicrobial properties of these compounds were also evaluated, with the inhibitory activity against the Pseudomonas aeruginosa PAO1 and Staphylococcus aureus determined between 100 mu M and 450 mu M. The metabolites showed remarkable ability to inhibit synthesis of bacterial quorum-sensing signal molecules such as short chain acyl homoserine lactones (AHLs). Therefore, biotransformation method represents fast and effective tool for obtaining new bioactive structures.
PB  - ACG Publications, Gebze-Kocaeli
T2  - Records of Natural Products
T1  - Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites
EP  - 292
IS  - 4
SP  - 281
VL  - 15
DO  - 10.25135/rnp.215.20.09.1812
ER  - 
@article{
author = "Bukvicki, Danka and Novaković, Miroslav and Ilić-Tomić, Tatjana and Nikodinović-Runić, Jasmina and Todorović, Nina and Veljić, Milan and Asakawa, Yoshinori",
year = "2021",
abstract = "Biotransformation of bis-bibenzyl perrottetin F (1), isolated from the liverwort Lunularia cruciata by Aspergillus niger, has been investigated. New metabolites (2-4) have been isolated using reversed phase semipreparative HPLC and their structures were established to be 8-hydroxyperrottetin F, C-7-C-8 cleaved product, and perrottetin F 6'-sulfate using 1D and 2D NMR, HR-ESI-MS, IR and UV spectroscopy. The antimicrobial and cytotoxic properties of these compounds were also evaluated. Given the suggested cytotoxic properties of the parent compound, antiproliferative activity against healthy human lung fibroblasts (MRC5) and human lung carcinoma (A549) of three metabolites were evaluated revealing their lower cytotoxic properties in comparison to the starting compound - perrottetin F. The antimicrobial properties of these compounds were also evaluated, with the inhibitory activity against the Pseudomonas aeruginosa PAO1 and Staphylococcus aureus determined between 100 mu M and 450 mu M. The metabolites showed remarkable ability to inhibit synthesis of bacterial quorum-sensing signal molecules such as short chain acyl homoserine lactones (AHLs). Therefore, biotransformation method represents fast and effective tool for obtaining new bioactive structures.",
publisher = "ACG Publications, Gebze-Kocaeli",
journal = "Records of Natural Products",
title = "Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites",
pages = "292-281",
number = "4",
volume = "15",
doi = "10.25135/rnp.215.20.09.1812"
}
Bukvicki, D., Novaković, M., Ilić-Tomić, T., Nikodinović-Runić, J., Todorović, N., Veljić, M.,& Asakawa, Y.. (2021). Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites. in Records of Natural Products
ACG Publications, Gebze-Kocaeli., 15(4), 281-292.
https://doi.org/10.25135/rnp.215.20.09.1812
Bukvicki D, Novaković M, Ilić-Tomić T, Nikodinović-Runić J, Todorović N, Veljić M, Asakawa Y. Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites. in Records of Natural Products. 2021;15(4):281-292.
doi:10.25135/rnp.215.20.09.1812 .
Bukvicki, Danka, Novaković, Miroslav, Ilić-Tomić, Tatjana, Nikodinović-Runić, Jasmina, Todorović, Nina, Veljić, Milan, Asakawa, Yoshinori, "Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites" in Records of Natural Products, 15, no. 4 (2021):281-292,
https://doi.org/10.25135/rnp.215.20.09.1812 . .
6
4
5

Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio

Milenković, Ivana; Radotić, Ksenija; Despotović, Jovana; Loncarević, Branka; Ljesević, Marija; Spasić, Slađana Z.; Nikolić, Aleksandra; Beskoski, Vladimir P.

(Elsevier, Amsterdam, 2021)

TY  - JOUR
AU  - Milenković, Ivana
AU  - Radotić, Ksenija
AU  - Despotović, Jovana
AU  - Loncarević, Branka
AU  - Ljesević, Marija
AU  - Spasić, Slađana Z.
AU  - Nikolić, Aleksandra
AU  - Beskoski, Vladimir P.
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1449
AB  - Cerium oxide nanoparticles (nCeO(2)) have widespread applications, but they can be hazardous to the environment. Some reports indicate the toxic effect of nCeO(2) on tested animals, but literature data are mainly contradictory. Coating of nCeO(2) can improve their suspension stability and change their interaction with the environment, which can consequently decrease their toxic effects. Herein, the exopolysaccharides levan and pullulan, due to their high water solubility, biocompatibility, and ability to form film, were used to coat nCeO(2). Additionally, the monosaccharide glucose was used, since it is a common material for nanoparticle coating. This is the first study investigating the impact of carbohydrate-coated nCeO(2) in comparison to uncoated nCeO(2) using different model organisms. The aim of this study was to test the acute toxicity of carbohydrate-coated nCeO(2) on the bacterium Vibrio fischeri NRRL B-11177, the crustacean Daphnia magna, and zebrafish Danio rerio. The second aim was to investigate the effects of nCeO(2) on respiration in Daphnia magna which was performed for the first time. Finally, it was important to see the relation between Ce bioaccumulation in Daphnia magna and Danio rerio and other investigated parameters. Our results revealed that the coating decreased the toxicity of nCeO(2) on Vibrio fischeri. The coating of nCeO(2) did not affect the nanoparticles' accumulation/adsorption or mortality in Daphnia magna or Danio rerio. Monitoring of respiration in Daphnia magna revealed changes in CO2 production after exposure to coated nCeO(2), while the crustacean's O-2 consumption was not affected by any of the coated nCeO(2). In summary, this study revealed that, at 200 mg L-1 uncoated and carbohydrate-coated nCeO(2) are not toxic for the tested organisms, however, the CO2 production in Daphnia magna is different when they are treated with coated and uncoated nCeO(2). The highest production was in glucose and levan-coated nCeO(2) according to their highest suspension stability. Daphnia magna (D. magna), Danio rerio (D. rerio), Vibrio fischeri (V. fischeri)
PB  - Elsevier, Amsterdam
T2  - Aquatic Toxicology
T1  - Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio
VL  - 236
DO  - 10.1016/j.aquatox.2021.105867
ER  - 
@article{
author = "Milenković, Ivana and Radotić, Ksenija and Despotović, Jovana and Loncarević, Branka and Ljesević, Marija and Spasić, Slađana Z. and Nikolić, Aleksandra and Beskoski, Vladimir P.",
year = "2021",
abstract = "Cerium oxide nanoparticles (nCeO(2)) have widespread applications, but they can be hazardous to the environment. Some reports indicate the toxic effect of nCeO(2) on tested animals, but literature data are mainly contradictory. Coating of nCeO(2) can improve their suspension stability and change their interaction with the environment, which can consequently decrease their toxic effects. Herein, the exopolysaccharides levan and pullulan, due to their high water solubility, biocompatibility, and ability to form film, were used to coat nCeO(2). Additionally, the monosaccharide glucose was used, since it is a common material for nanoparticle coating. This is the first study investigating the impact of carbohydrate-coated nCeO(2) in comparison to uncoated nCeO(2) using different model organisms. The aim of this study was to test the acute toxicity of carbohydrate-coated nCeO(2) on the bacterium Vibrio fischeri NRRL B-11177, the crustacean Daphnia magna, and zebrafish Danio rerio. The second aim was to investigate the effects of nCeO(2) on respiration in Daphnia magna which was performed for the first time. Finally, it was important to see the relation between Ce bioaccumulation in Daphnia magna and Danio rerio and other investigated parameters. Our results revealed that the coating decreased the toxicity of nCeO(2) on Vibrio fischeri. The coating of nCeO(2) did not affect the nanoparticles' accumulation/adsorption or mortality in Daphnia magna or Danio rerio. Monitoring of respiration in Daphnia magna revealed changes in CO2 production after exposure to coated nCeO(2), while the crustacean's O-2 consumption was not affected by any of the coated nCeO(2). In summary, this study revealed that, at 200 mg L-1 uncoated and carbohydrate-coated nCeO(2) are not toxic for the tested organisms, however, the CO2 production in Daphnia magna is different when they are treated with coated and uncoated nCeO(2). The highest production was in glucose and levan-coated nCeO(2) according to their highest suspension stability. Daphnia magna (D. magna), Danio rerio (D. rerio), Vibrio fischeri (V. fischeri)",
publisher = "Elsevier, Amsterdam",
journal = "Aquatic Toxicology",
title = "Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio",
volume = "236",
doi = "10.1016/j.aquatox.2021.105867"
}
Milenković, I., Radotić, K., Despotović, J., Loncarević, B., Ljesević, M., Spasić, S. Z., Nikolić, A.,& Beskoski, V. P.. (2021). Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio. in Aquatic Toxicology
Elsevier, Amsterdam., 236.
https://doi.org/10.1016/j.aquatox.2021.105867
Milenković I, Radotić K, Despotović J, Loncarević B, Ljesević M, Spasić SZ, Nikolić A, Beskoski VP. Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio. in Aquatic Toxicology. 2021;236.
doi:10.1016/j.aquatox.2021.105867 .
Milenković, Ivana, Radotić, Ksenija, Despotović, Jovana, Loncarević, Branka, Ljesević, Marija, Spasić, Slađana Z., Nikolić, Aleksandra, Beskoski, Vladimir P., "Toxicity investigation of CeO2 nanoparticles coated with glucose and exopolysaccharides levan and pullulan on the bacterium Vibrio fischeri and aquatic organisms Daphnia magna and Danio rerio" in Aquatic Toxicology, 236 (2021),
https://doi.org/10.1016/j.aquatox.2021.105867 . .
1
11
2
11

Bisaurones - enzymatic production and biological evaluation

Novakovi, Miroslav M.; Ilić-Tomić, Tatjana; Tešević, Vele; Simić, Katarina; Ivanović, Stefan; Simić, Stefan; Opsenica, Igor; Nikodinović-Runić, Jasmina

(Royal Soc Chemistry, Cambridge, 2020)

TY  - JOUR
AU  - Novakovi, Miroslav M.
AU  - Ilić-Tomić, Tatjana
AU  - Tešević, Vele
AU  - Simić, Katarina
AU  - Ivanović, Stefan
AU  - Simić, Stefan
AU  - Opsenica, Igor
AU  - Nikodinović-Runić, Jasmina
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1310
AB  - TheTrametes versicolorlaccase catalyzed oxidation of chalcone butein afforded four dimers of aurone sulfuretin (i.e.two regioisomeric pairs of diasteromers,1-4) as the major products. The formation of the dimers was explained by a two step process involving the initial cyclization of butein into aurone sulfuretin, followed by the combination of two molecules of sulfuretin. The coupling process occurred between the 2,10-double bond of one molecule of sulfuretin and the (3 ',4 ') catechol group of the other to yield a dimeric structure. This was confirmed by the experiment involving the laccase catalyzed oxidation of sulfuretin yielding the same dimeric bisaurones. Compounds1,3and4, were isolated using semipreparative HPLC and characterized by the detailed analysis of the NMR, MS, IR, and UV-vis data. The structure of compound2, isolated as a mixture containingca.25% of compound1,was proposed by the comparison of(1)H NMR data to compound1and by using LC-ESIMS analysis. The starting chalcone butein and the products of the biocatalytic transformation, aurone sulfuretin and sulfuretin dimers1,3and4,were evaluated for their cytotoxic and antioxidative propertiesin vitrousing a healthy human fibroblast (MRC5) cell line. The biotransformation products showed lower cytotoxicity but higher antioxidative properties. TheC. coggygriabark methanol extract rich in butein and sulfuretin was also biotransformed by laccase. The transformed extract exhibited significantly improved antioxidative activities.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Bisaurones - enzymatic production and biological evaluation
EP  - 9655
IS  - 23
SP  - 9647
VL  - 44
DO  - 10.1039/d0nj00758g
ER  - 
@article{
author = "Novakovi, Miroslav M. and Ilić-Tomić, Tatjana and Tešević, Vele and Simić, Katarina and Ivanović, Stefan and Simić, Stefan and Opsenica, Igor and Nikodinović-Runić, Jasmina",
year = "2020",
abstract = "TheTrametes versicolorlaccase catalyzed oxidation of chalcone butein afforded four dimers of aurone sulfuretin (i.e.two regioisomeric pairs of diasteromers,1-4) as the major products. The formation of the dimers was explained by a two step process involving the initial cyclization of butein into aurone sulfuretin, followed by the combination of two molecules of sulfuretin. The coupling process occurred between the 2,10-double bond of one molecule of sulfuretin and the (3 ',4 ') catechol group of the other to yield a dimeric structure. This was confirmed by the experiment involving the laccase catalyzed oxidation of sulfuretin yielding the same dimeric bisaurones. Compounds1,3and4, were isolated using semipreparative HPLC and characterized by the detailed analysis of the NMR, MS, IR, and UV-vis data. The structure of compound2, isolated as a mixture containingca.25% of compound1,was proposed by the comparison of(1)H NMR data to compound1and by using LC-ESIMS analysis. The starting chalcone butein and the products of the biocatalytic transformation, aurone sulfuretin and sulfuretin dimers1,3and4,were evaluated for their cytotoxic and antioxidative propertiesin vitrousing a healthy human fibroblast (MRC5) cell line. The biotransformation products showed lower cytotoxicity but higher antioxidative properties. TheC. coggygriabark methanol extract rich in butein and sulfuretin was also biotransformed by laccase. The transformed extract exhibited significantly improved antioxidative activities.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Bisaurones - enzymatic production and biological evaluation",
pages = "9655-9647",
number = "23",
volume = "44",
doi = "10.1039/d0nj00758g"
}
Novakovi, M. M., Ilić-Tomić, T., Tešević, V., Simić, K., Ivanović, S., Simić, S., Opsenica, I.,& Nikodinović-Runić, J.. (2020). Bisaurones - enzymatic production and biological evaluation. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 44(23), 9647-9655.
https://doi.org/10.1039/d0nj00758g
Novakovi MM, Ilić-Tomić T, Tešević V, Simić K, Ivanović S, Simić S, Opsenica I, Nikodinović-Runić J. Bisaurones - enzymatic production and biological evaluation. in New Journal of Chemistry. 2020;44(23):9647-9655.
doi:10.1039/d0nj00758g .
Novakovi, Miroslav M., Ilić-Tomić, Tatjana, Tešević, Vele, Simić, Katarina, Ivanović, Stefan, Simić, Stefan, Opsenica, Igor, Nikodinović-Runić, Jasmina, "Bisaurones - enzymatic production and biological evaluation" in New Journal of Chemistry, 44, no. 23 (2020):9647-9655,
https://doi.org/10.1039/d0nj00758g . .
1
1

Bisaurones - enzymatic production and biological evaluation

Ilić-Tomić, Tatjana; Tešević, Vele; Simić, Katarina; Ivanović, Stefan; Simić, Stefan; Opsenica, Igor; Nikodinović-Runić, Jasmina

(Royal Soc Chemistry, Cambridge, 2020)

TY  - JOUR
AU  - Ilić-Tomić, Tatjana
AU  - Tešević, Vele
AU  - Simić, Katarina
AU  - Ivanović, Stefan
AU  - Simić, Stefan
AU  - Opsenica, Igor
AU  - Nikodinović-Runić, Jasmina
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1761
AB  - TheTrametes versicolorlaccase catalyzed oxidation of chalcone butein afforded four dimers of aurone sulfuretin (i.e.two regioisomeric pairs of diasteromers,1-4) as the major products. The formation of the dimers was explained by a two step process involving the initial cyclization of butein into aurone sulfuretin, followed by the combination of two molecules of sulfuretin. The coupling process occurred between the 2,10-double bond of one molecule of sulfuretin and the (3 ',4 ') catechol group of the other to yield a dimeric structure. This was confirmed by the experiment involving the laccase catalyzed oxidation of sulfuretin yielding the same dimeric bisaurones. Compounds1,3and4, were isolated using semipreparative HPLC and characterized by the detailed analysis of the NMR, MS, IR, and UV-vis data. The structure of compound2, isolated as a mixture containingca.25% of compound1,was proposed by the comparison of(1)H NMR data to compound1and by using LC-ESIMS analysis. The starting chalcone butein and the products of the biocatalytic transformation, aurone sulfuretin and sulfuretin dimers1,3and4,were evaluated for their cytotoxic and antioxidative propertiesin vitrousing a healthy human fibroblast (MRC5) cell line. The biotransformation products showed lower cytotoxicity but higher antioxidative properties. TheC. coggygriabark methanol extract rich in butein and sulfuretin was also biotransformed by laccase. The transformed extract exhibited significantly improved antioxidative activities.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Bisaurones - enzymatic production and biological evaluation
EP  - 9655
IS  - 23
SP  - 9647
VL  - 44
DO  - 10.1039/d0nj00758g
ER  - 
@article{
author = "Ilić-Tomić, Tatjana and Tešević, Vele and Simić, Katarina and Ivanović, Stefan and Simić, Stefan and Opsenica, Igor and Nikodinović-Runić, Jasmina",
year = "2020",
abstract = "TheTrametes versicolorlaccase catalyzed oxidation of chalcone butein afforded four dimers of aurone sulfuretin (i.e.two regioisomeric pairs of diasteromers,1-4) as the major products. The formation of the dimers was explained by a two step process involving the initial cyclization of butein into aurone sulfuretin, followed by the combination of two molecules of sulfuretin. The coupling process occurred between the 2,10-double bond of one molecule of sulfuretin and the (3 ',4 ') catechol group of the other to yield a dimeric structure. This was confirmed by the experiment involving the laccase catalyzed oxidation of sulfuretin yielding the same dimeric bisaurones. Compounds1,3and4, were isolated using semipreparative HPLC and characterized by the detailed analysis of the NMR, MS, IR, and UV-vis data. The structure of compound2, isolated as a mixture containingca.25% of compound1,was proposed by the comparison of(1)H NMR data to compound1and by using LC-ESIMS analysis. The starting chalcone butein and the products of the biocatalytic transformation, aurone sulfuretin and sulfuretin dimers1,3and4,were evaluated for their cytotoxic and antioxidative propertiesin vitrousing a healthy human fibroblast (MRC5) cell line. The biotransformation products showed lower cytotoxicity but higher antioxidative properties. TheC. coggygriabark methanol extract rich in butein and sulfuretin was also biotransformed by laccase. The transformed extract exhibited significantly improved antioxidative activities.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Bisaurones - enzymatic production and biological evaluation",
pages = "9655-9647",
number = "23",
volume = "44",
doi = "10.1039/d0nj00758g"
}
Ilić-Tomić, T., Tešević, V., Simić, K., Ivanović, S., Simić, S., Opsenica, I.,& Nikodinović-Runić, J.. (2020). Bisaurones - enzymatic production and biological evaluation. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 44(23), 9647-9655.
https://doi.org/10.1039/d0nj00758g
Ilić-Tomić T, Tešević V, Simić K, Ivanović S, Simić S, Opsenica I, Nikodinović-Runić J. Bisaurones - enzymatic production and biological evaluation. in New Journal of Chemistry. 2020;44(23):9647-9655.
doi:10.1039/d0nj00758g .
Ilić-Tomić, Tatjana, Tešević, Vele, Simić, Katarina, Ivanović, Stefan, Simić, Stefan, Opsenica, Igor, Nikodinović-Runić, Jasmina, "Bisaurones - enzymatic production and biological evaluation" in New Journal of Chemistry, 44, no. 23 (2020):9647-9655,
https://doi.org/10.1039/d0nj00758g . .
1
1

Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications

Stojanović, Goran M.; Nikodinović-Runić, Jasmina; Svenderman, Stefan; Kojić, Tijana; Radovanović, Milan; Mikov, Momir; Randjelović, Danijela

(Elsevier, Amsterdam, 2020)

TY  - JOUR
AU  - Stojanović, Goran M.
AU  - Nikodinović-Runić, Jasmina
AU  - Svenderman, Stefan
AU  - Kojić, Tijana
AU  - Radovanović, Milan
AU  - Mikov, Momir
AU  - Randjelović, Danijela
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1304
PB  - Elsevier, Amsterdam
T2  - Materials Science & Engineering C-Materials For Biological Applications
T1  - Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications
VL  - 115
DO  - 10.1016/j.msec.2020.111091
ER  - 
@article{
author = "Stojanović, Goran M. and Nikodinović-Runić, Jasmina and Svenderman, Stefan and Kojić, Tijana and Radovanović, Milan and Mikov, Momir and Randjelović, Danijela",
year = "2020",
publisher = "Elsevier, Amsterdam",
journal = "Materials Science & Engineering C-Materials For Biological Applications",
title = "Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications",
volume = "115",
doi = "10.1016/j.msec.2020.111091"
}
Stojanović, G. M., Nikodinović-Runić, J., Svenderman, S., Kojić, T., Radovanović, M., Mikov, M.,& Randjelović, D.. (2020). Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications. in Materials Science & Engineering C-Materials For Biological Applications
Elsevier, Amsterdam., 115.
https://doi.org/10.1016/j.msec.2020.111091
Stojanović GM, Nikodinović-Runić J, Svenderman S, Kojić T, Radovanović M, Mikov M, Randjelović D. Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications. in Materials Science & Engineering C-Materials For Biological Applications. 2020;115.
doi:10.1016/j.msec.2020.111091 .
Stojanović, Goran M., Nikodinović-Runić, Jasmina, Svenderman, Stefan, Kojić, Tijana, Radovanović, Milan, Mikov, Momir, Randjelović, Danijela, "Comprehensive characterization of elastomeric polyhydroxyalkanoate and its sensor applications" in Materials Science & Engineering C-Materials For Biological Applications, 115 (2020),
https://doi.org/10.1016/j.msec.2020.111091 . .
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