维生素C类似物：L-苏式-己-2-烯糖-1,4-内酯乙酯在豚鼠体内的合成及其抗坏血病活性

Synthesis and antiscorbutic activity of vitamin C analogue: L-threo-hex-2-enaro-1,4-lactone ethyl ester in the guinea pig.

作者信息

Kasai T, Inoue K, Komatsubara H, Tsujimura M

机构信息

Department of Food Science, Faculty of Bioindustry, Tokyo University of Agriculture, Hokkaido, Japan.

出版信息

Int J Vitam Nutr Res. 1993;63(3):208-11.

PMID:8300332

Abstract

L-threo-hex-2-enaro-1,4-lactone ethyl ester (II) was synthesized by the modified Fisher's esterification and its sodium salt was obtained almost quantitatively. Confirmation of the compound was made by elementary analysis, as well as IR, UV, MS and NMR spectra. The antiscorbutic activity was compared to that of ascorbic acid and the result showed that (II) did not have Vitamin C activity. The results of this investigation indicate that a close relationship exists between the chemical structure of the C-6 position of ascorbic acid analogues and the development of vitamin C activity.

摘要

L-苏式-己-2-烯糖醛酸-1,4-内酯乙酯（II）通过改良的费歇尔酯化反应合成，其钠盐几乎定量得到。通过元素分析以及红外光谱、紫外光谱、质谱和核磁共振光谱对该化合物进行了确证。将其抗坏血酸活性与抗坏血酸的活性进行了比较，结果表明（II）不具有维生素C活性。本研究结果表明，抗坏血酸类似物C-6位的化学结构与维生素C活性的发展之间存在密切关系。