title: Antitumor agents. Part 226: synthesis and cytotoxicity of 2-phenyl-4-quinolone acetic acids and their esters.
abstract: 2-Phenyl-4-quinolone acetic acids and their esters were synthesized and evaluated for interaction with tubulin and for cytotoxicity against a panel of human tumor cell lines. 2-Phenyl- and 2-(2'-fluorophenyl)-4-quinolone-8-acetic acids (11 and 12) displayed potent cytotoxicity with ED(50) values at nanomolar concentrations, but had minimal activity against tubulin polymerization. 2-(2'-Fluorophenyl)-4-quinolone-6-acetic acid (3) and 2-(2'-fluorophenyl)-4-quinolone-8-acetic acid methyl ester (10) moderately inhibited tubulin polymerization.
authors: Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599, USA.
authors: Yi
authors: Y
authors: Xia
authors: Zheng-Yu
authors: ZY
authors: Yang
authors: Peng
authors: P
authors: Xia
authors: Kenneth F
authors: KF
authors: Bastow
authors: Yuka
authors: Y
authors: Nakanishi
authors: Priya
authors: P
authors: Nampoothiri
authors: Ernest
authors: E
authors: Hamel
authors: Arnold
authors: A
authors: Brossi
authors: Kuo-Hsiung
authors: KH
authors: Lee
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D004952:Esters; D006801:Humans; D020128:Inhibitory Concentration 50; D015363:Quinolones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry / Q000187:drug effects
chemical_list: D000085:Acetates; D000970:Antineoplastic Agents; D004952:Esters; D015363:Quinolones; D014404:Tubulin