KMID : 0370220090530060377
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Yakhak Hoeji 2009 Volume.53 No. 6 p.377 ~ p.381
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Total Synthesis of Hepatoprotective Isowogonin and a Synthetic Approach to Wogonin
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Kim Kwang-Sik
Kim Hak-Sung
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Abstract
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Isowogonin, 5,8-dihydroxy-7-methoxyflavone, is a flavonoid isolated from the root of Scutellaria baicalensis Georgi, a medicinal plant traditionally used since the ancient time. It was thought to possess a variety of biological activities, such as antioxidation, anti-inflammation and hepatoprotective effect. But a quantity of isowogonin obtained from Scutellaria baicalensis Georgi is not that enough for in vivo test. There have been no appropriate approaches available for a facile synthesis of isowogonin. So we describe a concise and efficient scheme for synthesis of isowogonin from a commercial available 2,4,6-trimethoxyphenol, which includes the Fries rearrangement and selective demethylation as key steps.
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KEYWORD
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isowogonin, Fries rearrangement, selective protection, selective demethylation
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