Coumarin structure as a lead scaffold for antibacterial agents - molecular docking

Coumarins owe their class name to “Coumarou”, the vernacular name of the tonka bean (Dipteryx odorata Willd, Fabaceae), from which coumarin was isolated in 1820. Many molecules based on the coumarin structure have been synthesized utilizing innovative synthetic techniques. Various synthetic routes have led to interesting derivatives including the furanocoumarins, pyranocoumarins and coumarinsulfamates which have been found to be useful in photochemotherapy, antitumor and anti-HIV therapy, as stimulants for central nervous system, antiinflammatory therapy, as anti-coagulants, etc. One of important pharmacological activity of coumarin molecules is their potential as antibacterial agents since they show inhibitory activity toward isoleucyl-transfer RNA (tRNA) synthetase. In the presented research molecular docking studies of selected coumarin compounds inside isoleucyltransfer RNA (tRNA) synthetase active site were performed. Molecular docking scores of all studied compounds were obtained through score functions. Presented results indicate that from all studied coumarin compounds the strongest interactions with studied enzyme has 7,8-dihydroxy-4-phenyl coumarin followed by 5,7-dihydroxy-4-phenyl coumarin. Presented results are in accordance with in vitro obtained results for their antibacterial activity. Presented findings suggest that 4-phenyl hydroxycoumarins may be considered as good molecular templates for potential antibacterial agents and can be used for further chemical modifications for improving their antibacterial activity

Stability and toxicity of benzophenonetype uv filters and its transformation products in the presence of chlorine in an aqueous media

Sve veća zabrinutost zbog nepovoljnog uticaja ultraljubičastog zračenja na ljudsko zdravlje, dovela je do povećane upotrebe kozmetičkih preparata koji kao glavne sastojke sadrže UV filtre, supstance sposobne da apsorbuju, reflektuju i/ili raspršuju fotone svetlosti i na taj način pružaju zaštitu od štetnog UV zračenja. Povećana upotreba UV filtera ima sve veći uticaj na životnu sredinu. Iako su ova jedinjenja stabilna pod dejstvom UV zračenja, pod određenim uslovima može doći do njihove razgradnje, uglavnom fotolizom ili u reakciji sa sredstvima na bazi hlora, kakva se obično koriste za dezinfekciju bazenskih voda...Growing concern over deleterious effects of ultraviolet (UV) radiation on humans has caused an increase in usage of sunscreen products with UV filter-containing formulations. UV filters are substances capable of absorbing, reflecting and/or scattering sunlight wavelengths, reducing the damage that this radiation might cause on human health. Increased application of sunscreen raised the concern regarding their possible environmental pathway, fate and effects. Although UV filters must be stable on exposure to UV light, under certain special conditions they might decompose by light or may react with chlorine-based disinfection agents..

Supplementary information for the article: Milović, M.D., Vasić Anićijević, D.D., Jugović, D., Anićijević, V.J., Veselinović, L., Mitrić, M., Uskoković, D., 2019. On the presence of antisite defect in monoclinic Li2FeSiO4 – A combined X-Ray diffraction and DFT study. Solid State Sciences 87, 81–86. https://doi.org/10.1016/j.solidstatesciences.2018.11.008

Supplementary information for: [https://doi.org/10.1016/j.solidstatesciences.2018.11.008]Related to: [http://dais.sanu.ac.rs/123456789/4552

A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture

Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections

Supplementary data for article: Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e

Supplementary material for: [https://doi.org/10.1039/c6dt04862e]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/2429]Related to accepted version: [http://cherry.chem.bg.ac.rs/handle/123456789/3107

A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture

Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3334

Supplementary data for the article: Savić, N. D.; Milivojevic, D. R.; Glišić, B. D.; Ilic-Tomic, T.; Veselinovic, J.; Pavic, A.; Vasiljevic, B.; Nikodinovic-Runic, J.; Djuran, M. I. A Comparative Antimicrobial and Toxicological Study of Gold(III) and Silver(i) Complexes with Aromatic Nitrogen-Containing Heterocycles: Synergistic Activity and Improved Selectivity Index of Au(III)/Ag(i) Complexes Mixture. RSC Advances 2016, 6 (16), 13193–13206. https://doi.org/10.1039/c5ra26002g

Supplementary material for: [https://doi.org/10.1039/c5ra26002g]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/2041

Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D

Supplementary material for: [https://doi.org/10.2298/HEMIND190822033D]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/3797