In Silico Docking Studies, Synthesis, Characterization, and Antimicrobial Antimycobacterial Activity of Coumarinyl Oxadiazoles from Fatty Acids

This present study deals with the design and evaluation of novel coumarinyl oxadiazoles substituted fatty acids derivatives using synthetic approach and to screen for in vitro antimicrobial activity. A recent literature survey revealed that, coumarinyl oxadiazoles substituted fatty acids derivatives shown for their ability to improve biological activities The condensation of 2-oxo-2H-chromene-3-carbohydrazide with substituted fatty acids in the presence of phosphorus oxychloride yielded a variety of novel 5-N-alkyl-1,3,4-oxadiazole-2H-chromen-2-one derivatives. The structure of the newly synthesized compounds was validated by elemental analysis, IR, H-1 NMR, and mass spectrum data. Further, analysis of the drug-likeness property is predicted through five parameters like Lipinski rule, Ghose, Egan, Vebers, and Muegge rules. As molcular docking is normally used for understanding drug-receptor interaction. The above-derived compounds were subjected to molcular docking studies (4MFI, 5E2C, 6FBV, and 6NNE). The antibacterial and anti-mycobacterial properties of these substances were investigated. Compounds 3-(5-dodecyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one and 3-(5-hexadecyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one demonstrated considerable antibacterial activity against several tested bacterial strains in antimicrobial tests. In comparison to standard, compound 3-(5-(heptadec-8-en-1-yl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one demonstrated excellent antitubercular action. This hypothesis provides a possible explanation of the enhanced biological activity of the derived compounds.