Synthesis, Antimicrobial, Anticancer Evaluation and Qsar Studies of Thiazolidin-4-One Derivatives
Deep, A.; Kumar, P.; Narasimhan, B.; Lim, S.M.; Ramasamy, K.; Mishra, R.K.; Mani, V.
Acta Poloniae Pharmaceutica 73(1): 93-106
2016
ISSN/ISBN: 0001-6837 PMID: 27008804 Document Number: 690316
In this study, a novel series of 4-thiazolidinone derivatives (1-17) was synthesized and evaluated for its in vitro antimicrobial and anticancer potentials. N-(2-(5-(4-nitrobenzylidene)-2-(4-chlorophenyl)-4-oxothia- zolidin-3-ylamino)-2-oxoethyl) benzamide (7, pMICam = 1.86 µM/mL) was found to be the most active antimi- crobial agent. The anticancer study results demonstrated that N-(2-(5-(4-hydroxybenzylidene)-2-(4- methoxyphenyl)-4-oxothiazolidin-3-ylamino)-2-oxoethyl) benzamide (10, IC₅₀ = 18.59 µM) was the most active anticancer agent. QSAR studies indicated the importance of topological parameter, Kier's α third order shape index (κα₃) as well as electronic parameters, cosmic total energy (cos E) and energy of highest occupied molecular orbital (HOMO) in describing the antimicrobial activity of synthesized compounds.