2-Amino-3,4,5-Trimethoxybenzophenones as Potent Tubulin Polymerization Inhibitors

Hsun-Yueh Chuang, Jang-Yang Chang, Mei-Jung Lai, Ching-Chuan Kuo, Hsueh Yun Lee, Hsing-Pang Hsieh, Ying-Jen Chen, Li-Tzong Chen, Wen-Yu Pan, Jing Ping Liou

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12 Citations (Scopus)

Abstract

A series of novel 2-amino-3,4,5-trimethoxybenzophenone analogues exhibited excellent activity as tubulin polymerization inhibitors by targeting the colchicine binding site of microtubules. The lead compound 17 exhibited an IC50 value of 1.6μM, similar to that of combretastatin A-4 (IC50=1.9μM). It also displayed remarkable anti-proliferative activity, with IC50 values ranging from 7-16nM against a variety of human cancer cell lines and one MDR(+) cancer cell line. SAR information indicated that the introduction of an amino group at the C2 position of benzophenone ringA and the C3' position of benzophenone ringB play important roles in maximizing activity.

Original languageEnglish
Pages (from-to)450-456
Number of pages7
JournalChemMedChem
Volume6
Issue number3
DOIs
Publication statusPublished - Mar 7 2011

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Keywords

  • Antimitotic agents
  • Benzophenones
  • Inhibitors
  • Polymerization
  • Tubulin

ASJC Scopus subject areas

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

Cite this

Chuang, H-Y., Chang, J-Y., Lai, M-J., Kuo, C-C., Lee, H. Y., Hsieh, H-P., Chen, Y-J., Chen, L-T., Pan, W-Y., & Liou, J. P. (2011). 2-Amino-3,4,5-Trimethoxybenzophenones as Potent Tubulin Polymerization Inhibitors. ChemMedChem, 6(3), 450-456. https://doi.org/10.1002/cmdc.201000479