Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine
Authors
Asanin, DarkoAndrejević, Tina
Škaro Bogojević, Sanja
Perdih, Franc
Turel, Iztok
Nikodinović-Runić, Jasmina
Djuran, Miloš
Glišić, Biljana
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Silver(I) compounds are well known for their pharmacological applications as antibiotics and have been also evaluated as potential anticancer agents. The use of simple silver(I) salts, such as AgNO3, as an antimicrobial agent, has been limited due to the formation of AgCl precipitate under the physiological conditions, preventing a major part of Ag(I) ions to reach the infected site. On the other hand, a slow and maintainable release of Ag(I) ion into the infected cell or tissue could be achieved by its administration in the form of complexes. Among different classes of ligands used for the synthesis of biologically active silver(I) complexes, a special attention was devoted to the aromatic nitrogen-containing heterocycles. Considering this, in the present study, we have synthesized two new silver(I) complexes with 1,8-naphthyridine (1,8-naph), polynuclear [Ag(CF3SO3)(1,8-naph)]n (Ag1) and dinuclear [Ag(1,8-naph)(H2O)]2(PF6)2 (Ag2), and evaluated their antimicrobial activity against Gr...am-positive and Gram-negative bacteria, as well as Candida spp. The obtained results revealed that these silver(I) complexes showed significant activity toward the Gram-positive Staphylococcus aureus and Candida spp. The values of binding constants of Ag1 and Ag2 to BSA are high enough to indicate their interaction to this biomolecule, but not so strong to prevent their release upon arrival to the target site. The partition coefficient (logP) values for Ag1 and Ag2 are -0.14 and 0.37, respectively, what is in accordance with those for pharmacophores in the Comprehensive Medicinal Chemistry database. Тhe investigated silver(I) complexes inside the cell could interact with DNA through the non-intercalative (electrostatic) mode.
Keywords:
Silver(I) complexes / 1,8-Naphthyridine / Antimicrobial activity / DNA/BSA interactionSource:
Electronic Conference on Medicinal Chemistry, 2020Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) (RS-MESTD-inst-2020-200042)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200122 (University of Kragujevac, Faculty of Science) (RS-MESTD-inst-2020-200122)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200378 (Institute of Information Technology) (RS-MESTD-inst-2020-200378)
- Slovenian Research Agency (grant P1-0175)
- Funding from the Serbian Academy of Sciences and Arts under strategic projects programme - grant agreement No. 01-2019-F65
- project of this institution No. F128.
Note:
- 6th International Electronic Conference on Medicinal Chemistry session General: Presentations
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https://sciforum.net/paper/view/7372 - Version of
https://doi.org/10.3390/ECMC2020-07372
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Institut za molekularnu genetiku i genetičko inženjerstvoTY - CONF AU - Asanin, Darko AU - Andrejević, Tina AU - Škaro Bogojević, Sanja AU - Perdih, Franc AU - Turel, Iztok AU - Nikodinović-Runić, Jasmina AU - Djuran, Miloš AU - Glišić, Biljana PY - 2020 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1634 AB - Silver(I) compounds are well known for their pharmacological applications as antibiotics and have been also evaluated as potential anticancer agents. The use of simple silver(I) salts, such as AgNO3, as an antimicrobial agent, has been limited due to the formation of AgCl precipitate under the physiological conditions, preventing a major part of Ag(I) ions to reach the infected site. On the other hand, a slow and maintainable release of Ag(I) ion into the infected cell or tissue could be achieved by its administration in the form of complexes. Among different classes of ligands used for the synthesis of biologically active silver(I) complexes, a special attention was devoted to the aromatic nitrogen-containing heterocycles. Considering this, in the present study, we have synthesized two new silver(I) complexes with 1,8-naphthyridine (1,8-naph), polynuclear [Ag(CF3SO3)(1,8-naph)]n (Ag1) and dinuclear [Ag(1,8-naph)(H2O)]2(PF6)2 (Ag2), and evaluated their antimicrobial activity against Gram-positive and Gram-negative bacteria, as well as Candida spp. The obtained results revealed that these silver(I) complexes showed significant activity toward the Gram-positive Staphylococcus aureus and Candida spp. The values of binding constants of Ag1 and Ag2 to BSA are high enough to indicate their interaction to this biomolecule, but not so strong to prevent their release upon arrival to the target site. The partition coefficient (logP) values for Ag1 and Ag2 are -0.14 and 0.37, respectively, what is in accordance with those for pharmacophores in the Comprehensive Medicinal Chemistry database. Тhe investigated silver(I) complexes inside the cell could interact with DNA through the non-intercalative (electrostatic) mode. C3 - Electronic Conference on Medicinal Chemistry T1 - Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine DO - 10.3390/ECMC2020-07372 ER -
@conference{ author = "Asanin, Darko and Andrejević, Tina and Škaro Bogojević, Sanja and Perdih, Franc and Turel, Iztok and Nikodinović-Runić, Jasmina and Djuran, Miloš and Glišić, Biljana", year = "2020", abstract = "Silver(I) compounds are well known for their pharmacological applications as antibiotics and have been also evaluated as potential anticancer agents. The use of simple silver(I) salts, such as AgNO3, as an antimicrobial agent, has been limited due to the formation of AgCl precipitate under the physiological conditions, preventing a major part of Ag(I) ions to reach the infected site. On the other hand, a slow and maintainable release of Ag(I) ion into the infected cell or tissue could be achieved by its administration in the form of complexes. Among different classes of ligands used for the synthesis of biologically active silver(I) complexes, a special attention was devoted to the aromatic nitrogen-containing heterocycles. Considering this, in the present study, we have synthesized two new silver(I) complexes with 1,8-naphthyridine (1,8-naph), polynuclear [Ag(CF3SO3)(1,8-naph)]n (Ag1) and dinuclear [Ag(1,8-naph)(H2O)]2(PF6)2 (Ag2), and evaluated their antimicrobial activity against Gram-positive and Gram-negative bacteria, as well as Candida spp. The obtained results revealed that these silver(I) complexes showed significant activity toward the Gram-positive Staphylococcus aureus and Candida spp. The values of binding constants of Ag1 and Ag2 to BSA are high enough to indicate their interaction to this biomolecule, but not so strong to prevent their release upon arrival to the target site. The partition coefficient (logP) values for Ag1 and Ag2 are -0.14 and 0.37, respectively, what is in accordance with those for pharmacophores in the Comprehensive Medicinal Chemistry database. Тhe investigated silver(I) complexes inside the cell could interact with DNA through the non-intercalative (electrostatic) mode.", journal = "Electronic Conference on Medicinal Chemistry", title = "Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine", doi = "10.3390/ECMC2020-07372" }
Asanin, D., Andrejević, T., Škaro Bogojević, S., Perdih, F., Turel, I., Nikodinović-Runić, J., Djuran, M.,& Glišić, B.. (2020). Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine. in Electronic Conference on Medicinal Chemistry. https://doi.org/10.3390/ECMC2020-07372
Asanin D, Andrejević T, Škaro Bogojević S, Perdih F, Turel I, Nikodinović-Runić J, Djuran M, Glišić B. Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine. in Electronic Conference on Medicinal Chemistry. 2020;. doi:10.3390/ECMC2020-07372 .
Asanin, Darko, Andrejević, Tina, Škaro Bogojević, Sanja, Perdih, Franc, Turel, Iztok, Nikodinović-Runić, Jasmina, Djuran, Miloš, Glišić, Biljana, "Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine" in Electronic Conference on Medicinal Chemistry (2020), https://doi.org/10.3390/ECMC2020-07372 . .