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KMID : 0043320090320010059
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Archives of Pharmacal Research
2009 Volume.32 No. 1 p.59 ~ p.63
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Synthesis and Cytotoxic Activities of C-benzylated Flavonoids
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Kim Hee-Doo
Kim Hwan-Mook
Choi Yoon-Jung
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Abstract
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Some C-benzylated flavonoids based on gericudranin A were synthesized and evaluated their cytotoxic activities for the elucidation of structure-activity relationship. 2,4,6-Trihydroxyacetophenone was converted to target molecules in 6~7 steps via sequential protection, aldol condensation, cyclization, regioselective C-benzylation, and deprotection. The cellular growth inhibition of the synthetic C-benzylated flavonoids was investigated against sixteen human cancer cell lines. Among these compounds, 5b showed the most potent cytotoxicities against several cell lines, especially as potent as adriamycin against SNB19 cell lines with an IC50 value of 0.7 μM.
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KEYWORD
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C-Benzylated flavonoid, Cytotoxicity, Gericudranin A, Synthesis, SAR
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