N′-[4-[(Substituted imino)methyl]benzylidene]-substituted benzohydrazides: Synthesis, antimicrobial, antiviral, and anticancer evaluation, and QSAR studies

• Published in: Monatshefte fur Chemie
• Main Author: Kumar P.; Narasimhan B.; Ramasamy K.; Mani V.; Mishra R.K.; Majeed A.B.A.; De Clercq E.
• Format: Article
• Language: English
• Published: 2013
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84877725088&doi=10.1007%2fs00706-012-0877-3&partnerID=40&md5=86a99d86a976ed5953c1bba50602d7c4

A variety of N′-[4-[(substituted imino)methyl]benzylidene]- substituted benzohydrazides have been synthesized and evaluated for antimicrobial and anticancer potential. Results from testing of antimicrobial activity indicated the most potent antimicrobial agents had pMIC am = 1.51. The synthesized compounds were bacteriostatic and fungistatic in action. Results from evaluation of antiviral activity indicated that none of the synthesized hydrazide derivatives inhibited viral replication at sub-toxic concentrations. Results from anti-HIV screening against HIV-2 strain ROD indicated that one compound was more potent (IC 50 ≥ 1 μg/cm3) than the standard drug nevirapine (IC 50 ≥ 4 μg/cm3) and another was equipotent (IC 50 ≥ 4 μg/cm3). The most effective anticancer agent against both HCT116 and MCF7 cancer cell lines had IC 50 = 19 and 18 μg/cm 3, respectively. QSAR analysis indicated the importance of Wiener index (W) and energy of the lowest unoccupied molecular orbital (LUMO) in describing the antimicrobial activity of the synthesized compounds. © 2012 Springer-Verlag Wien.