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海蟾蜍卵中新型蟾蜍二烯羟酸内酯的结构

Structures of novel bufadienolides in the eggs of a toad, Bufo marinus.

作者信息

Akizawa T, Mukai T, Matsukawa M, Yoshioka M, Morris J F, Butler V P

机构信息

Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University, Osaka, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1994 Mar;42(3):754-6. doi: 10.1248/cpb.42.754.

DOI:10.1248/cpb.42.754
PMID:8004728
Abstract

In this paper, we report chemical structures of five compounds including four novel polyhydroxylated cardiac steroids in the eggs of a toad, Bufo marinus. These cardiac steroids were purified by high-performance liquid chromatography, and their structures were determined to be 11 alpha,19-dihydroxy-telocinobufagin (I), 11 alpha-hydroxytelocinobufagin (II), 11 alpha,19-dihydroxymarinobufagin (III), 11 alpha-hydroxymarinobufagin (IV) and 19-hydroxytelocinobufagin (V) on the basis of spectral data of nuclear magnetic resonance and mass spectroscopy. All the five compounds showed biological activity, as tested by inhibition of Na+,K(+)-ATPase activity and of [3H]ouabain binding to the receptor on Na+,K(+)-ATPase. This is the first finding of bufadienolides as cardiac steroids in animal eggs.

摘要

在本文中,我们报道了五种化合物的化学结构,其中包括在海蟾蜍(Bufo marinus)卵中发现的四种新型多羟基强心甾类化合物。这些强心甾类化合物通过高效液相色谱法进行纯化,并根据核磁共振和质谱的光谱数据确定它们的结构分别为11α,19-二羟基-远华蟾毒精(I)、11α-羟基远华蟾毒精(II)、11α,19-二羟基海蟾蜍精(III)、11α-羟基海蟾蜍精(IV)和19-羟基远华蟾毒精(V)。通过抑制Na⁺,K⁺-ATP酶活性以及[³H]哇巴因与Na⁺,K⁺-ATP酶受体的结合进行测试,结果表明所有这五种化合物均具有生物活性。这是首次在动物卵中发现蟾毒配基作为强心甾类化合物。

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