Anti-cancer activity of m-carborane-containing trimethoxyphenyl derivatives through tubulin polymerization inhibition. Issue 6 (15th March 2019)

• Record Type: Journal Article
• Authors: Kaise, Asako; Endo, Yasuyuki; Ohta, Kiminori
• Is Part Of: Bioorganic & medicinal chemistry. Volume 27:Issue 6(2019)
• Page Start: 1139
• Page End: 1144
• Publication Date: 2019-03-15
• Subjects: Anti-cancer activity -- Carborane -- Tubulin polymerization inhibition -- Trimethoxyphenyl moiety; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2019.02.018
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: m -Carborane-containing compound1a was identified as a cell growth inhibitor from a random screening of a boron compound library. As1a is a mixture of diastereomers due to the presence of two chiral carbons, we designed achiral derivatives2 –4 and studied the structure-activity relationships of the methoxy groups on the benzene ring. 3, 4, 5-Trimethoxybenzyl derivative2a and 3, 4, 5-trimethoxybenzoyl derivative3a showed more potent anti-cancer activity against the human breast cancer cell line MDA-MB-453 than lead compound1a . Compound3a inhibited tubulin polymerization in a dose-dependent manner.