Synthesis and structure-activity relationships of 1-benzyl-4,5,6- trimethoxyindoles as a novel class of potent antimitotic agents

Mei-Jung Lai, Ching-Chuan Kuo, Teng-Kuang Yeh, Hsing-Pang Hsieh, Li-Tzong Chen, Wen-Yu Pan, Kuang Yang Hsu, Jang-Yang Chang, Jing Ping Liou

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

A series of 1-benzyl-4,5,6-trimethoxyindoles was designed and prepared as a novel class of potent antimitotic agents acting through the colchicine binding site of tubulin. Compounds 10 and 11 showed excellent antiproliferative activity with mean IC50 values of 26 and 27 n M, respectively, in a diverse set of human cancer lines from different organs, including a MDR+ line. They also displayed substantial antitubulin efficacy with IC50 values of 3.5 and 2.6 μM, respectively, representing an improvement over colchicine (IG50=4.3μM).

Original languageEnglish
Pages (from-to)588-593
Number of pages6
JournalChemMedChem
Volume4
Issue number4
DOIs
Publication statusPublished - Apr 17 2009

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Antimitotic Agents
Colchicine
Structure-Activity Relationship
Inhibitory Concentration 50
Tubulin
Binding Sites
Neoplasms

Keywords

  • Antitumor agents
  • Drug design
  • Inhibitors
  • Structure-activity relationships
  • Tubulin polymerization

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry
  • Molecular Medicine

Cite this

Synthesis and structure-activity relationships of 1-benzyl-4,5,6- trimethoxyindoles as a novel class of potent antimitotic agents. / Lai, Mei-Jung; Kuo, Ching-Chuan; Yeh, Teng-Kuang; Hsieh, Hsing-Pang; Chen, Li-Tzong; Pan, Wen-Yu; Hsu, Kuang Yang; Chang, Jang-Yang; Liou, Jing Ping.

In: ChemMedChem, Vol. 4, No. 4, 17.04.2009, p. 588-593.

Research output: Contribution to journalArticle

Lai, Mei-Jung ; Kuo, Ching-Chuan ; Yeh, Teng-Kuang ; Hsieh, Hsing-Pang ; Chen, Li-Tzong ; Pan, Wen-Yu ; Hsu, Kuang Yang ; Chang, Jang-Yang ; Liou, Jing Ping. / Synthesis and structure-activity relationships of 1-benzyl-4,5,6- trimethoxyindoles as a novel class of potent antimitotic agents. In: ChemMedChem. 2009 ; Vol. 4, No. 4. pp. 588-593.
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AU - Hsieh, Hsing-Pang

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