Synthesis and glycosidase inhibitory activity of 7-deoxycasuarine

被引：80

作者：

Carmona, AT

Whightman, RH

Robina, I

Vogel, P

机构：

[1] Univ Seville, Fac Quim, Dept Quim Organ, E-41071 Seville, Spain

[2] Heriot Watt Univ, Dept Chem, Edinburgh EH14 4AS, Midlothian, Scotland

[3] Ecole Polytech Fed Lausanne, Inst Chim Mol & Biol, BCH, CH-1015 Lausanne, Switzerland

来源：

HELVETICA CHIMICA ACTA | 2003年 / 86卷 / 09期

关键词：

CYCLOADDITION REACTIONS; POLYHYDROXYLATED PYRROLIZIDINES; HYDROXYLATED PYRROLIZIDINES; CYCLIC NITRONES; INDOLIZIDINES; AUSTRALINE; (+)-AUSTRALINE; ALKALOIDS; ALEXINE; ROUTE;

D O I：

10.1002/hlca.200390248

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of 1,4-anhydro-2,3,5-tri-O-benzyl-1-deoxy-1-imino-D-arabinitol N-oxide (8) with allyl alcohol produced a 3.6:1 mixture of the two pyrrolo[1,2-b]isoxazole derivatives 13 and 14. The major adduct 13 was converted to 7-deoxycasuarine (7), a potent, specific, and competitive inhibitor of amyloglucosidase from Rhizopus mold (see Table).

引用

页码：3066 / 3073

页数：8

共 46 条

[31] HYDROXYLATED PYRROLIZIDINES AND INDOLIZIDINES - SYNTHESES USING CYCLOADDITION REACTIONS OF FUNCTIONALIZED CYCLIC NITRONES [J].