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KMID : 0043319960190060543
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Archives of Pharmacal Research
1996 Volume.19 No. 6 p.543 ~ p.550
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Synthesis and Structure-activity Relationship of Cytotoxic -Trihydroxy-7,8-dimethoxyflavanone Analogues
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Min Byung-Sun
Ahn Byung-Zun
Bae Ki-Hwan
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Abstract
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Analogues of -trihydroxy-7, 8-dimethoxyflavanone, a naturally-occurring compound, which had been reported to have potent antitumor activity, were synthesized and examined for the cytotoxicity against three cancer cell lines. Among the intermediate chalcones and synthetic 5-hydroxy-7, 8-dimethoxyflavanone analogues, exhibited about 2-8 times stronger activity than -trihydroxy-7, 8-dimethoxyflavanone against L1210, K562 and A549 cancer cell lines. In the structure-activity relationship, it is suggested that among analogues of 5-hydroxy-7, 8-dimethoxyflavanone, the existence of two oxygenated groups of para-relation at positions on flavanone B-ring, may be necessary to exhibit effective cytotoxic activity.
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KEYWORD
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2(S)-5.2′, 5′- trihydroxy-7, 8-dimethoxyflavanone analogues, Substituent effect, Cy-totoxic activitiy, L1210, K562, A549
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