Biological activity of synthesized 5-{1-[(4-chlorophenyl)sulfonyl]piperidin-4-yl}-2-mercapto-1,3,4-oxadiazole derivatives demonstrated by in silico and bsa binding studies

• Published in: Brazilian Journal of Pharmaceutical Sciences
• Main Author: Iqbal J.; Ur-Rehman A.; Abbasi M.A.; Siddiqui S.Z.; Rasool S.; Ashraf M.; Iqbal A.; Hamid S.; Chohan T.A.; Khalid H.; Laulloo S.J.; Shah S.A.A.
• Format: Article
• Language: English
• Published: Faculdade de Ciencias Farmaceuticas (Biblioteca) 2020
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85097560517&doi=10.1590%2fs2175-97902020000118092&partnerID=40&md5=100e26f6debc89a467bddf7da75347d2

We synthesized a series of compounds bearing pharmacologically important 1,3,4-oxadiazole and piperidine moieties. Spectral data analysis by1H-NMR,13C-NMR, IR and EI-MS was used to elucidate the structures of the synthesized molecules. Docking studies explained the different types of interaction of the compounds with amino acids, while bovine serum albumin (BSA) binding interactions showed their pharmacological effectiveness. Antibacterial screening of these compounds demonstrated moderate to strong activity against Salmonella typhi and Bacillus subtilis but only weak to moderate activity against the other three bacterial strains tested. Seven compounds were the most active members as acetyl cholinesterase inhibitors. All the compounds presented displayed strong inhibitory activity against urease. Compounds 7l, 7m, 7n, 7o, 7p, 7r, 7u, 7v, 7x and 7v were highly active, with respective IC50 values of 2.14±0.003, 0.63±0.001, 2.17±0.006, 1.13±0.003, 1.21±0.005, 6.28±0.003, 2.39±0.005, 2.15±0.002, 2.26±0.003 and 2.14±0.002 µM, compared to thiourea, used as the reference standard (IC50 = 21.25±0.15 µM). These new urease inhibitors could replace existing drugs after their evaluation in comprehensive in vivo studies. © 2020, Faculdade de Ciencias Farmaceuticas (Biblioteca). All rights reserved.