Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents

Gadarla Randheer Reddy, Ching-Chuan Kuo, Uan-Kang Tan, Mohane Selvaraj Coumar, Chi-Yen Chang, Yi-Kun Chiang, Mei-Jung Lai, Jiann-Yih Yeh, Su-Ying Wu, Jang-Yang Chang, Jing Ping Liou, Hsing-Pang Hsieh

Research output: Contribution to journalArticle

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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 IC50 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.

Original languageEnglish
Pages (from-to)8163-8167
Number of pages5
JournalJournal of Medicinal Chemistry
Volume51
Issue number24
DOIs
Publication statusPublished - Dec 25 2008

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Structure-Activity Relationship
Cell Line
Colchicine
Tubulin
Inhibitory Concentration 50
Pharmaceutical Preparations
Neoplasms

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents. / Reddy, Gadarla Randheer; Kuo, Ching-Chuan; Tan, Uan-Kang; Coumar, Mohane Selvaraj; Chang, Chi-Yen; Chiang, Yi-Kun; Lai, Mei-Jung; Yeh, Jiann-Yih; Wu, Su-Ying; Chang, Jang-Yang; Liou, Jing Ping; Hsieh, Hsing-Pang.

In: Journal of Medicinal Chemistry, Vol. 51, No. 24, 25.12.2008, p. 8163-8167.

Research output: Contribution to journalArticle

Reddy, GR, Kuo, C-C, Tan, U-K, Coumar, MS, Chang, C-Y, Chiang, Y-K, Lai, M-J, Yeh, J-Y, Wu, S-Y, Chang, J-Y, Liou, JP & Hsieh, H-P 2008, 'Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents', Journal of Medicinal Chemistry, vol. 51, no. 24, pp. 8163-8167. https://doi.org/10.1021/jm8008635
Reddy, Gadarla Randheer ; Kuo, Ching-Chuan ; Tan, Uan-Kang ; Coumar, Mohane Selvaraj ; Chang, Chi-Yen ; Chiang, Yi-Kun ; Lai, Mei-Jung ; Yeh, Jiann-Yih ; Wu, Su-Ying ; Chang, Jang-Yang ; Liou, Jing Ping ; Hsieh, Hsing-Pang. / Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents. In: Journal of Medicinal Chemistry. 2008 ; Vol. 51, No. 24. pp. 8163-8167.
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AU - Tan, Uan-Kang

AU - Coumar, Mohane Selvaraj

AU - Chang, Chi-Yen

AU - Chiang, Yi-Kun

AU - Lai, Mei-Jung

AU - Yeh, Jiann-Yih

AU - Wu, Su-Ying

AU - Chang, Jang-Yang

AU - Liou, Jing Ping

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