title: 2-AZETIDINONE DERIVATIVES: SYNTHESIS, ANTIMICROBIAL, ANTICANCER EVALUATION AND QSAR STUDIES.
abstract: A series of 2-azetidinone derivatives was synthesized from hippuric acid and evaluated for its in vitro antimicrobial and anticancer activities. Antimicrobial properties of the title compounds were investigated against Gram positive and Gram negative bacterial as well as fungal strains. Anticancer activity was performed against breast cancer (MCF7) cell lines. Antimicrobial activity results revealed that N-{2-[3-chloro-2-(2- chlorophenyl)-4-oxoazetidin-1-ylamino]-2-oxoethyl}benzamide (4) was found to be the most potent antimicrobial agent. Results of anticancer study indicated that the synthesized compounds exhibited average anticancer potential and N-[2-(3-chloro-2-oxo-4-styrylazetidin-1-ylamino)-2-oxoethyl]benzamide (17) was found to be most potent anticancer agent against breast cancer (MCF7) cell lines. QSAR models indicated that the antibacterial, antifungal and the overall antimicrobial activities of the synthesized compounds were governed by topological parameters, Balaban index (J) and valence zero and first order molecular connectivity indices (⁰χv and ¹χv).
authors.forename: Aakash
authors.initials: A
authors.lastname: Deep
authors.forename: Pradeep
authors.initials: P
authors.lastname: Kumar
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Narasimhan
authors.forename: Siong Meng
authors.initials: SM
authors.lastname: Lim
authors.forename: Kalavathy
authors.initials: K
authors.lastname: Ramasamy
authors.forename: Rakesh Kumar
authors.initials: RK
authors.lastname: Mishra
authors.forename: Vasudevan
authors.initials: V
authors.lastname: Mani
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001384:Azetidines / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D061986:MCF-7 Cells; D021281:Quantitative Structure-Activity Relationship
chemical_list: C116379:2-azetidinone; D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D001384:Azetidines