1-R-2-([1,2,4]Triazolo[1,5-c]quinazoline-2-ylthio)etanon(ol)s: Synthesis, Bioluminescence Inhibition, Molecular Docking Studies, Antibacterial and Antifungal Activities
| Autor: | Lyudmyla M. Antypenko, Sergiy Kovalenko, Andrew M. Katsev, Volodymyr Novikov, Natalia S. Fedyunina, Oleksandr Karpenko |
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| Rok vydání: | 2016 |
| Předmět: |
Quantitative structure–activity relationship
biology Pyrimidine 010405 organic chemistry Chemistry Stereochemistry General Medicine 010402 general chemistry Antimicrobial biology.organism_classification 01 natural sciences Corpus albicans 0104 chemical sciences Toxicology chemistry.chemical_compound Photobacterium leiognathi Drug Discovery Toxicity Quinazoline Molecular Medicine Bacteria |
| Zdroj: | Current Computer Aided-Drug Design. 12:29-41 |
| ISSN: | 1573-4099 |
| DOI: | 10.2174/1573409912666160126142236 |
| Popis: | The increasing mortality due to antibacterial resistance necessitates the search for novel antimicrobial agents. Hence, series of 1-R-2-([1,2,4]triazolo[1,5-c]quinazoline-2-ylthio)etanon(ol)s were synthesized, evaluated by spectral data and studied against St. aureus, M. luteum, E. faecalis, E. aerogenes, P. aeruginosa, C. sakazakii, E. coli, K. pneumonia, hospital Streptococcus spp., C. albicans and A. niger in 100, 500 µg/mL and 100 µg/disk. Substances exhibited moderate toxicity in 0.025, 0.1 and 0.25 mg/mL in bioluminescence inhibition tests of Photobacterium leiognathi. SAR exposed that introduction of 2,4-(Cl) 2 C 6 H 3 -, 2,5-(OMe)2C 6 H 3 -, 4-Me-2-iPr-C 6 H 3 O- and 3-iPr-C 6 H 4 O- fragments and reduction of the pyrimidine ring of R-([1,2,4]triazolo[1,5-c]quinazolin-2-ylthio)alcohols were the best modifications to promote antimicrobial activity. Molecular docking showed their good affinity into the active sites of EcPanK-AMPPNP and hDHFR. Hence, reported results will be used for subsequent QSAR model creation and purposeful antimicrobial modification of the strongest compounds. |
| Databáze: | OpenAIRE |
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