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 . .

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 . .