脱メチルレチノイン酸類の合成と生物活性

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タイトル別名
  • Synthesis and biological evaluation of demethyl-retinoic acids
  • ダツメチルレチノイン サンルイ ノ ゴウセイ ト セイブツ カッセイ

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A palladium catalyzed coupling reaction of enol triflates, derived from cyclohexanones, with a tetraenyl stannyl ester in the presence of cesium fuloride afforded 9Z-demethyl retinoates in good yields. These esters were converted to the corresponding acids by basic hydrolysis, and then the biological activities of the synthetized demethyl-retinoic acids were evaluated. All demethyl-retinoic acids had no antiproliferative, differentiation-inducing, and apoptosis-inducing activities. However, all demethyl-retinoic acids showed higher transcriptional activity for the retinoid X receptor responsive element gene than did 9Z-retinoic acid (a natural ligand) and 5-demethyl retinoic acid (3a) exhibited the highest transcriptional activity among all demethyl-retinoic acids.

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  • ビタミン

    ビタミン 97 (3), 124-130, 2023-03-25

    公益社団法人 日本ビタミン学会

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