Biotransformation of Butylated Hydroxytoluene (BHT) to BHT-Quinone Methide in Rats

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概要

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• 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one (BHT-quinone methide, BHT-QM) was detected in the bile of rats given butylated hydroxytoluene (BHT). The biliary excretion of BHT-QM during 24 h after administration of BHT, 3,5-di-tert-butyl-4-hydroxybenzyl alcohol (BHT-alcohol), or 2,6-di-tert-butyl-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one (4-hydroxy-BHT) was determined by high-performance liquid chromatography. BHT-alcohol gave about 7 times as much BHT-QM as did BHT, but no BHT-QM was detected after administration of 4-hydroxy-BHT. This result suggests that the transformation of BHT to BHT-QM proceeds mainly through BHT-alcohol. Although 1,2-bis (3,5-di-tert-butyl-4-hydroxyphenyl) ethane (BHT-dimer) has been reported as a biliary metabolite of BHT in rats, most of the BHT-dimer seems to be formed artificially by dimerization of BHT-QM during the isolation process.

• 公益社団法人日本薬学会の論文
• 1981-12-25

著者

• 田島 和男

  北陸大・薬

• 山本 健次

  北陸大・外国語

• 水谷 民雄

  京都府大・生活科学

• 山本 健次

  School of Pharmacy, Hokuriku University

• 田島 和男

  School of Pharmacy, Hokuriku University

• 水谷 民雄

  Faculty of Living Science, Kyoto Prefectural University

• 水谷 民雄

  Faculty Of Living Science Kyoto Prefectural University

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