國家衛生研究院 NHRI:Item 3990099045/1253

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Title:	Synthesis and structure-activity relationships of 3-aminobenzophenones as antimitotic agents
Authors:	Liou, JP;Chang, JY;Chang, CW;Chang, CY;Mahindroo, N;Kuo, FM;Hsieh, HP
Contributors:	Division of Biotechnology and Pharmaceutical Research;National Institute of Cancer Research
Abstract:	A new series of 3-aminobenzophenone compounds as potent inhibitors of tubulin polymerization was discovered based on the mimic of the aminocombretastatin molecular skeleton. Lead compounds 5 and 11, with alkoxy groups at the C-4 position of B-ring, were potent cytotoxic agents and inhibitors of tubulin polymerization through the binding to the colchicine-binding site of tubulin. The corresponding antitubulin activities of 5 and 11 were similar to or greater than combretastatin A-4 and AVE-8063. Replacement of the methoxy group with a chloro group in the B ring of aminobenzopheneones (3, 8, and 9) caused drastic decrease in cytotoxic and antitubulin activity except in compounds 4 and 10, which could result from a unique alignment between chloro and amino groups located at the para position to each other. SAR information revealed that introduction of an amino group at the C-3 position in B ring of benzophenones, in addition to a methoxy group at the C-4 position, plays an important role for maximal cytotoxicity.
Keywords:	Chemistry, Medicinal
Date:	2004-05-20
Relation:	Journal of Medicinal Chemistry. 2004 May;47(11):2897-2905.
Link to:	http://dx.doi.org/10.1021/jm0305974
JIF/Ranking 2023:	http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=NHRI&SrcApp=NHRI_IR&KeyISSN=0022-2623&DestApp=IC2JCR
Cited Times(WOS):	https://www.webofscience.com/wos/woscc/full-record/WOS:000221456700021
Cited Times(Scopus):	http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=2442639013
Appears in Collections:	[Hsing-Pang Hsieh] Periodical Articles [Jang-Yang Chang] Periodical Articles

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