SYNTHESIS OF 6-ARYL/HETERYLTRIAZOLO[3,4-b][1,3,4]THIADIAZOLE DERIVATIVES AND STUDY OF THEIR ANTIMICROBIAL ACTIVITY
DOI:
https://doi.org/10.11603/2312-0967.2024.4.15061Keywords:
organic synthesis, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole, antimicrobial activity, dockingAbstract
The aim of the work. Synthesis of new 6-aryl/heteryltriazolo[3,4-b][1,3,4]thiadiazoles and study of their antibacterial and antifungal activity.
Materials and Methods. Organic synthesis, elemental analysis, 1H NMR spectroscopy, pharmacological screening, docking.
Results and Discussion. The synthesis of 6-phenyl/pyridyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives was carried out. Their antimicrobial activity was investigated. It was found that 3-(4-chlorobenzyl)-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 2 possesses high antibacterial activity against S. aureus ATCC 43300, and 3-(4-chloro/methoxybenzyl)-6-pyridin-3-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 3, 4a, b effectively inhibit the growth of C. Neoformans ATCC 208821. Using docking studies of compounds with antifungal activity, the binding energy, conformational arrangement of the ligand in the active site of lanosterol 14α-demethylase, as well as the nature of amino acid residues and the type of interaction were determined.
Conclusions. A method for the synthesis of 6-phenyl/pyridyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives has been developed. Compounds with high antimicrobial activity against S. aureus ATCC 43300 and C. Neoformans ATCC 208821 strains were identified.
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