Synthesis and structure of 1-D-6-O-(2-amino-2-deoxy-α- and -β-D-gluco- and -galactopyranosyl)-3-O-methyl-D-chiro-inositol

被引：0

作者：

Bonilla, JB ^{[1
]}

Muñoz-Ponce, JL ^{[1
]}

Nieto, PM ^{[1
]}

Cid, MB ^{[1
]}

Khiar, N ^{[1
]}

Martín-Lomas, M ^{[1
]}

机构：

[1] CSIC US, Inst Invest Quim, Grp Carbohidratos, Seville 41092, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 2002卷 / 05期

关键词：

natural products; insulin mediators; NMR spectroscopy; oligosaccharides; pinitol;

D O I：

10.1002/1099-0690(200203)2002:5<889::AID-EJOC889>3.0.CO;2-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient preparative synthesis of 1-D-6-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-3-O-methyl-chiro-inositol), 1-D-6-O-(2-amino-2-deoxy-beta-D-glucopyranosyl)-3-O-methyl- chiro-inositol (1b), I-D-6-O-(2-amino-2-deoxy-alpha-D-galactopyranosyl)-3-O-methyl-chiro-inositol (IIb), and 1-D-6-O-(2-amino-2-deoxy-beta-D-galactopyranosyl)-3-O-methyl-chiro-ino- sitol (IIb) from 3-O-methyl-D-chiro-inositol (pinitol) as starting material is reported. These compounds contain some of the basic structural motifs proposed for insulin mediators, The three-dimensional structures of these compounds have been determined by NMR spectroscopy and molecular dynamics simulations.

引用

页码：889 / 898

页数：10

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