Nasunin from eggplant consists of cis-trans isomers of delphinidin 3-[4-(p-coumaroyl)-L-rhamnosyl (1→6)glucopyranoside]-5-glucopyranoside

被引：60

作者：

Ichiyanagi, T

Kashiwada, Y

Shida, Y

Ikeshiro, Y

Kaneyuki, T

Konishi, T

机构：

[1] Niigata Univ Pharm & Appl Life Sci, Fac Appl Life Sci & Pharmaceut Sci, Niigata 9568603, Japan

[2] Tokyo Univ Pharm & Life Sci, Dept Engn, MS Lab, Hachioji, Tokyo 14321, Japan

[3] Kurashiki Sakuyo Univ, Fac Food Culture, Kurashiki, Okayama 7100292, Japan

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2005年 / 53卷 / 24期

关键词：

anthocyanin; eggplant; nasunin; p-cis-coumaric acid; p-trans-coumaric acid; tandem MS; NMR; isomerization;

D O I：

10.1021/jf051841y

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

Two major anthocyanins were isolated from the acidified methanolic extract of eggplant (Solanum melongena L.) by column chromatography and preparative high-performance liquid chromatography. These anthocyanins were interconvertible under room light illumination condition. By means of tandem time-of-flight mass spectrometry and nuclear magnetic resonance spectroscopy, their structures were identified and elucidated as delphinidin 3-[4-(cis-p-coumaroyl)-L-rhamnosyl(1 -> 6)glucopyranoside]5-glucopyranoside (compound 1) and delphinidin 3-[4-(trans-p-coumaroyl)-L-rhamnosyl-(1 -> 6)glucopyranoside]-5-glucopyranoside (compound 2), respectively. The results indicated that nasunin comprised cis and trans isomers of the p-coumaric acid moiety in its structure.

引用

页码：9472 / 9477

页数：6

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[1] Differential recognition of resveratrol isomers by the human estrogen receptor-α:: Molecular dynamics evidence for stereoselective ligand binding [J].