title: Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents.
abstract: The chalcone skeleton (1,3-diphenyl-2-propen-1-one) is a unique template that is associated with various biological activities. We synthesized Mannich bases of heterocyclic chalcones (9-47) using a one-step Claisen-Schmidt condensation of heterocyclic aldehydes with Mannich bases of acetophenones, and tested the target compounds for cytotoxicity against three human cancer cell lines (prostate, PC-3; breast, MCF-7; nasopharynx, KB) and a multi-drug resistant subline (KB-VIN). Out of the 39 chalcones synthesized, 31 compounds showed potent activity against at least one cell line with IC(50) values ranging from 0.03 to 3.80 microg/mL. Structure-activity relationships (SAR) are also discussed.
authors.affiliation: Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan.
authors.forename: M Vijaya Bhaskar
authors.initials: MV
authors.lastname: Reddy
authors.forename: Chung-Ren
authors.initials: CR
authors.lastname: Su
authors.forename: Wen-Fei
authors.initials: WF
authors.lastname: Chiou
authors.forename: Yi-Nan
authors.initials: YN
authors.lastname: Liu
authors.forename: Rosemary Yin-Hwa
authors.initials: RY
authors.lastname: Chen
authors.forename: Kenneth F
authors.initials: KF
authors.lastname: Bastow
authors.forename: Kuo-Hsiung
authors.initials: KH
authors.lastname: Lee
authors.forename: Tian-Shung
authors.initials: TS
authors.lastname: Wu
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D047188:Chalcones / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D008352:Mannich Bases; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D047188:Chalcones; D008352:Mannich Bases