Glycosides of benzodioxole-indole alkaloids from Narcissus having axial chirality

被引：12

作者：

Rezanka, Tomas ^{[1
]}

Rezanka, Pavel ^{[2
]}

Sigler, Karel ^{[1
]}

机构：

[1] Acad Sci Czech Republ, Inst Microbiol, CR-14220 Prague, Czech Republic

[2] Prague Inst Chem Technol, Dept Analyt Chem, CR-16628 Prague, Czech Republic

来源：

PHYTOCHEMISTRY | 2010年 / 71卷 / 2-3期

关键词：

Narcissus cultivar 'Dutch Master'; Amaryllidaceae; 6-Hydroxy-galanthindole; Benzodioxole-indol alkaloids; Axial chirality; Glycosides; CHEMICAL-CONSTITUENTS; AMARYLLIDACEAE;

D O I：

10.1016/j.phytochem.2009.10.016

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Glycosides of benzodioxole-indole alkaloid 6-hydroxy-galanthindole (7-(6'-(hydroxymethyl)benzo[d] [1',3']dioxol-5'-yl)-1-methyl-1H-indol-6-ol) having axial chirality were isolated from Narcissus cultivar 'Dutch Master'. The structure, including absolute configuration, was determined by means of extensive spectroscopic data such as UV, IR, CD, MS, 1D and 2D NMR spectra, and computational chiroptical methods. The aglycone has a structure containing two aromatic moieties with substituents hindering rotation about the biaryl axis and is connected to a saccharide moiety linked at C-6 and made up of one, two, or three sugars (glucose, alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranose, and trisaccharide ([beta-D-xylopyranosyl(1 -> 2)]-[alpha-L-rhamnopyranosyl-(1 -> 6)]-beta-D-glucopyranose). (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：301 / 306

页数：6