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海蟾蜍(Bufo marinus)的胆汁盐:一种新的不饱和高级胆汁酸——3α,7α,12α,26 - 四羟基 - 5β - 胆甾 - 23 - 烯 - 27 - 酸的特性

Bile salts of the toad, Bufo marinus: characterization of a new unsaturated higher bile acid, 3 alpha,7 alpha,12 alpha,26-tetrahydroxy-5 beta-cholest-23-en-27-oic acid.

作者信息

Yoshii M, Une M, Kihira K, Kuramoto T, Akizawa T, Yoshioka M, Butler V P, Hoshita T

机构信息

Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Japan.

出版信息

J Lipid Res. 1994 Sep;35(9):1646-51.

PMID:7806978
Abstract

The bile salts present in gallbladder bile of the toad, Bufo marinus, were found to consist of a mixture of bile alcohol sulfates and unconjugated bile acids. The major bile alcohol was 5 beta-bufol; 5 alpha- and 5 beta-cholestane-3 alpha,7 alpha,12 alpha, 26-tetrols occurred as the minor bile alcohols. Bile acids of Bufo marinus were cholic acid, allocholic acid, 3 alpha,7 alpha,12 alpha-trihydroxy-5 alpha- and 5 beta-cholestan-26-oic acids, 3 alpha,7 alpha,12 alpha-trihydroxy-5 alpha- and 5 beta-cholest-23-en-26-oic acids, 3 alpha,7 alpha,12 alpha, 26-tetrahydroxy-5 beta-cholestan-27-oic acid, and a C27 bile acid which has not been previously described. By chromatographic behavior, mass spectral data, and identification of the products of catalytic hydrogenation and ozonolysis, the structure of the new higher bile acid was elucidated as 3 alpha,7 alpha,12 alpha,26-tetrahydroxy-5 beta-cholest-23-en-27-oic acid. The bile salt pattern of Bufo marinus closely resembles that of Bufo vulgaris formosus, except for the absence of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholest-22-ene-24-carboxylic acid, the major bile acid of the latter toad.

摘要

在海蟾蜍(Bufo marinus)胆囊胆汁中发现的胆汁盐由胆汁醇硫酸盐和未结合胆汁酸的混合物组成。主要的胆汁醇是5β-蟾毒醇;5α-和5β-胆甾烷-3α,7α,12α,26-四醇作为次要胆汁醇出现。海蟾蜍的胆汁酸有胆酸、别胆酸、3α,7α,12α-三羟基-5α-和5β-胆甾烷-26-酸、3α,7α,12α-三羟基-5α-和5β-胆甾-23-烯-26-酸、3α,7α,12α,26-四羟基-5β-胆甾烷-27-酸,以及一种以前未描述过的C27胆汁酸。通过色谱行为、质谱数据以及催化氢化和臭氧分解产物的鉴定,新的高级胆汁酸的结构被阐明为3α,7α,12α,26-四羟基-5β-胆甾-23-烯-27-酸。除了缺少后一种蟾蜍的主要胆汁酸3α,7α,憨12α-三羟基-5β-胆甾-22-烯-24-羧酸外,海蟾蜍的胆汁盐模式与中华大蟾蜍(Bufo vulgaris formosus)的非常相似。

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