芝麻种子外胚乳中的新木脂素。

New lignans from the perisperm of Sesamum indicum.

作者信息

Grougnet Raphael, Magiatis Prokopios, Mitaku Sofia, Terzis Aris, Tillequin François, Skaltsounis Alexios-Leandros

机构信息

Division of Pharmacognosy and Natural Products Chemistry, Department of Pharmacy, University of Athens, Panepistimiopolis Zografou, GR-15771 Athens, Greece.

出版信息

J Agric Food Chem. 2006 Oct 4;54(20):7570-4. doi: 10.1021/jf061694j.

DOI:10.1021/jf061694j

PMID:17002423

Abstract

A procedure, based on XAD-4 adsorption resin, which permits the obtainment of enriched polyphenolic extracts from Sesamum indicum perisperm (coat) has been developed. Chemical analysis of the obtained extracts led to the identification of 16 lignans. Among them, two new lignans, (+)-saminol and (+)-episesaminone-9-O-beta-D-sophoroside, have been isolated. Additionally, the relative stereochemistry of (-)-sesamolactol, previously reported as todolactol A epimer, has been unequivocally defined using X-ray crystallography. The structures of all new compounds were determined by spectroscopic methods, mainly by the concerted application of 1D and 2D NMR techniques (HMQC, HMBC, and NOESY) and mass spectroscopy.

摘要

已开发出一种基于XAD - 4吸附树脂的方法，该方法可从芝麻的种皮中获得富含多酚的提取物。对所得提取物的化学分析鉴定出了16种木脂素。其中，分离出了两种新的木脂素，即(+)-沙米诺醇和(+)-表芝麻素酮-9-O-β-D-槐糖苷。此外，先前报道为托多内酯A差向异构体的(-)-芝麻内酯的相对立体化学已通过X射线晶体学明确确定。所有新化合物的结构均通过光谱方法确定，主要是通过一维和二维核磁共振技术（HMQC、HMBC和NOESY）以及质谱的协同应用。