title: Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
abstract: A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC(50) values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.
authors.affiliation: Division of Biotechnology and Pharmaceutical Research, National Health Research Institutes, No. 35, Keyan Road, Zhunan Town, Miaoli County 350, Taiwan, Republic of China.
authors.forename: Gadarla Randheer
authors.initials: GR
authors.lastname: Reddy
authors.forename: Ching-Chuan
authors.initials: CC
authors.lastname: Kuo
authors.forename: Uan-Kang
authors.initials: UK
authors.lastname: Tan
authors.forename: Mohane Selvaraj
authors.initials: MS
authors.lastname: Coumar
authors.forename: Chi-Yen
authors.initials: CY
authors.lastname: Chang
authors.forename: Yi-Kun
authors.initials: YK
authors.lastname: Chiang
authors.forename: Mei-Jung
authors.initials: MJ
authors.lastname: Lai
authors.forename: Jiann-Yih
authors.initials: JY
authors.lastname: Yeh
authors.forename: Su-Ying
authors.initials: SY
authors.lastname: Wu
authors.forename: Jang-Yang
authors.initials: JY
authors.lastname: Chang
authors.forename: Jing-Ping
authors.initials: JP
authors.lastname: Liou
authors.forename: Hsing-Pang
authors.initials: HP
authors.lastname: Hsieh
mesh_terms: D000840:Anisoles / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007211:Indoles / Q000737:chemistry; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009369:Neoplasms / Q000188:drug therapy*; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry*; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000840:Anisoles; D007211:Indoles; D009281:Naphthalenes; D014404:Tubulin; D050257:Tubulin Modulators; C031721:naphthalene