title: Synthesis and antioxidant, cytotoxicity and antimicrobial activities of novel curcumin mimics.
abstract: Claisen-Schmidt condensation of 3-(1,2,3,6-tetrahydro-1-methylpyridin-4-yl)-2,4,5- trimethoxybenzaldehyde 3 and various aromatic, heterocyclic and alicyclic amides of 3- aminoacetophenone 6(a-s) afforded novel curcumin mimics. All the synthesized compounds were characterized by IR, (1)H NMR, Mass spectroscopy and evaluated for antioxidant, cytotoxicity and antimicrobial activity. Out of the 20 compounds screened, compounds 7i, 7l, 7q, and 7n have shown excellent radical scavenging activity, compounds 7o, 7t, 7f, and 7r have shown significant xanthine oxidase inhibition, and compounds 7a, 7k and 7l were found to be potent inhibitors of selected cancer cell lines. Compounds 7h, 7t, 7l, 7i, and 7e have shown good antibacterial activity, whereas compounds 7j, 7f, 7o, 7h, and 7t exhibited significant antifungal activity.
authors.affiliation: Medicinal Chemistry Research Laboratory, School of Chemical Sciences, Solapur University, Solapur, Maharashtra, India. bandgar_bp@yahoo.co.in
authors.forename: Babasaheb P
authors.initials: BP
authors.lastname: Bandgar
authors.forename: Shivkumar S
authors.initials: SS
authors.lastname: Jalde
authors.forename: Balaji L
authors.initials: BL
authors.lastname: Korbad
authors.forename: Sachin A
authors.initials: SA
authors.lastname: Patil
authors.forename: Hemant V
authors.initials: HV
authors.lastname: Chavan
authors.forename: Santosh N
authors.initials: SN
authors.lastname: Kinkar
authors.forename: Laxman K
authors.initials: LK
authors.lastname: Adsul
authors.forename: Sadanand N
authors.initials: SN
authors.lastname: Shringare
authors.forename: Shivraj H
authors.initials: SH
authors.lastname: Nile
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D032701:Biomimetics; D049109:Cell Proliferation / Q000187:drug effects*; D003474:Curcumin / Q000737:chemistry* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D000975:Antioxidants; D004791:Enzyme Inhibitors; D014969:Xanthine Oxidase; D003474:Curcumin