On the Constituents of Linaria japonica MIQ. IV. Chemical Correlation of cis-Clerodane Diterpenes with trans-Clerodane Diterpenes

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概要

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• The chemical correlation between 5α-methyl-trans-clerodane diterpenes and 5β-methyl-cis-clerodane diterpenes was investigated. Attempts to correlate a trans-clerodane [e.g. methyl kolavenate (1)] with a cis-clerodane by virtue of i) photoisomerization of a 19-nor-4-keto derivative (6) of 1 and ii) photoisomerization of a related transhydrindanone derivative (14=18), were unsuccessful. However, an interrelation, by virtue of photolysis of a 19-nor-4-keto derivative (26) of cis-clerodane [e.g. linaridial (19)] leading to 6,was successful. This is the first report of a chemical correlation between cis-and trans-clerodane diterpenes. The stereochemical course of the photoisomerization observed for cis-19-nor-4-ketone (26) leading to its trans isomer (6) is discussed.

• 公益社団法人日本薬学会の論文
• 1980-08-25

著者

• 北川 勲

  Faculty of Pharmaceutical Sciences, Osaka University

• 北川 勲

  Faculty Of Pharmaceutical Sciences Osaka University

• 吉原 実

  大阪大学薬学部

• 上垣内 俊行

  Faculty of Pharmaceutical Sciences, Osaka University

• 米谷 一人

  Faculty of Pharmaceutical Sciences, Osaka University

• 吉原 実

  Faculty of Pharmaceutical Sciences, Osaka University

• 上垣内 俊行

  Faculty Of Pharmaceutical Sciences Osaka University

• 米谷 一人

  Faculty Of Pharmaceutical Sciences Osaka University

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