Bioorganic Chemistry 2015-06-01

13,14-Dihydroxy groups are critical for the anti-cancer effects of garcinol.

Chao-Ming Han, Xin-Ying Zhou, Jing Cao, Xin-Yan Zhang, Xin Chen

Index: Bioorg. Chem. 60 , 123-9, (2015)

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Abstract

In the presence of K2CO3/Cs2CO3 (molar ratio 10:1), garcinol was subjected to methylation by reaction with iodomethane at room temperature to afford 13,14-dimethoxy garcinol. The methylated garcinol derivative was screened against oral cancer cell line SCC15 for cell proliferation and apoptosis. 13,14-Dimethoxy garcinol showed weaker inhibitory activity on SCC15 cell growth than garcinol, and had little effect on cell cycle and apoptosis of SCC15, whereas garcinol effectively induced cell cycle arrest and cell apoptosis. Meanwhile, the ELISA data showed that the inhibitory effect of garcinol on 5-Lox pathway was more potent than 13,14-dimethoxy garcinol (P<0.05). All these results have confirmed the important role of 13,14-dihydroxy groups for anti-cancer effects of garcinol. Copyright © 2015 Elsevier Inc. All rights reserved.