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.
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页码：889 / 898
页数：10
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