Design, synthesis and photochemical properties of caged bile acids

被引：13

作者：

Hirayama, Y

Iwamura, M

Furuta, T

机构：

[1] Toho Univ, Dept Biomol Sci, Funabashi, Chiba 2748510, Japan

[2] JST, PRESTO, Kawaguchi 3320012, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(02)01074-0

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Photolabile derivatives of bile acids (8-10 and 13) were synthesized via silver (1) oxide promoted selective etherification of 3alpha-hydroxyls. Quantitative production of the parent cholic acid was detected from the photolytic mixture of 3-NB-CA (8) in Tris buffered solution. Interestingly, the unexpectedly stable nitroso-hemiacetal intermediate (14) was detected when the photolysis was conducted in methanol. The enzymatic analysis using 7alpha-HSDH showed 8 and 9 could serve as caged bile acids that might be able to regulate certain biological processes upon UV irradiation. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：905 / 908

页数：4

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