Synthesis and structure-activity relationship of 2-aminobenzophenone derivatives as antimitotic agents

Jing Ping Liou, Chun Wei Chang, Jeng Shin Song, Yung Ning Yang, Ching Fang Yeh, Huan Yi Tseng, Yu Kang Lo, Yi Ling Chang, Chung Ming Chang, Hsing Pang Hsieh

Research output: Contribution to journalArticle

128 Citations (Scopus)

Abstract

A new type of inhibitor of tubulin polymerization was discovered on the basis of the combretastatin molecular skeleton. The lead compounds in this series, compounds 6 and 7, strongly inhibited tubulin polymerization in vitro and significantly arrested cells at the G2/M phase. Compounds 6 and 7 yielded 50- to 100-fold lower IC50 values than did combretastatin A-4 against Colo 205, NUGC3, and HA22T human cancer cell lines as well as similar or greater growth inhibitory activities than did combretastain A-4 against DLD-1, HR, MCF-7, DU145, HONE-1, and MES-SA/DX5 human cancer cell lines. Structure-activity relationship information revealed that introduction of an amino group at the ortho position of the benzophenone ring plays an integral role for increased growth inhibition.

Original languageEnglish
Pages (from-to)2556-2562
Number of pages7
JournalJournal of Medicinal Chemistry
Volume45
Issue number12
DOIs
Publication statusPublished - Jun 6 2002
Externally publishedYes

    Fingerprint

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Liou, J. P., Chang, C. W., Song, J. S., Yang, Y. N., Yeh, C. F., Tseng, H. Y., Lo, Y. K., Chang, Y. L., Chang, C. M., & Hsieh, H. P. (2002). Synthesis and structure-activity relationship of 2-aminobenzophenone derivatives as antimitotic agents. Journal of Medicinal Chemistry, 45(12), 2556-2562. https://doi.org/10.1021/jm010365+