Synthesis and biological evaluation of 1-(4′-Indolyl and 6′-Quinolinyl) indoles as a new class of potent anticancer agents

Mei-Jung Lai, Jang-Yang Chang, Hsueh Yun Lee, Ching-Chuan Kuo, Mei Hsiang Lin, Hsing-Pang Hsieh, Chi-Yen Chang, Jian-Sung Wu, Su-Ying Wu, Kuang-Shing Shey, Jing Ping Liou

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27 Citations (Scopus)


A novel series of the biheterocycles-based compounds with core structure distinguished from combretastatin A-4 (1) and colchicine (5) have been synthesized and evaluated as potent anti-mitotic agents. Compound 1-(4′-Indolyl and 6′-quinolinyl)-4,5,6-trimethoxyindoles 13 and 19 showed substantial anti-proliferative activity against various human cancer cell lines, regardless to the tissue origin and the expression of multiple-drug resistance MDR1, with a mean IC 50 value of 38 and 24 nM respectively. Compound 13 (IC 50 = 1.7 μM) also exhibited similar anti-tubulin activities to 1 (IC 50 = 1.8 μM) and displayed strong binding property to the colchicine binding site on the microtubules. Computational modeling analysis revealed that the binding mechanism of compound 13 is similar to that of CA4.

Original languageEnglish
Pages (from-to)3623-3629
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Issue number9
Publication statusPublished - Sep 2011



  • Anti-mitotic agent
  • Inhibition of tubulin polymerization

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

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