Chemoenzymatic syntheses of naturally occurring β-glucosides

被引：23

作者：

Akita, H

Kurashima, K

Nakamura, T

Kato, K

机构：

[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan

[2] Godo Shusei Co Ltd, Cent Res Lab, Matsudo, Chiba 2710064, Japan

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(99)00228-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enzymatic glycosidation of the various kinds of primary alcohols 5, 7, 9, 11, 13 and 15 and 4-nitrophenyl-beta-D-glucopyranoside 4 using beta-glucosidase from almonds gave stereoselectively beta-D-glucosides 6, 8, 10, 12, 14 and 16 including the naturally occurring beta-glucosides in moderate yield. Among them, the beta-glucosides 6, 8 and 10 were converted to the cyanoglycosides, rhodiocyanoside A 20a, osmaronin 24a and sutherlandin 29, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2429 / 2439

页数：11

共 18 条

[1]

ERIK GS, 1978, ACTA CHEM SCAND A B, V32, P588

[2]

HE ZD, 1994, PHYTOCHEMISTRY, V35, P177

[3]

Kitajima J, 1998, CHEM PHARM BULL, V46, P1643

[4]

Kitajima J, 1998, CHEM PHARM BULL, V46, P1587