SYNTHESIS OF THE ENANTIOMERS OF 6-EPICASTANOSPERMINE AND 1,6-DIEPICASTANOSPERMINE FROM D-GULONOLACTONE AND L-GULONOLACTONE

被引：31

作者：

FLEET, GWJ

RAMSDEN, NG

NASH, RJ

FELLOWS, LE

JACOB, GS

MOLYNEUX, RJ

DIBELLO, IC

WINCHESTER, B

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND

[2] ROYAL BOT GARDENS,JODRELL LAB,RICHMOND TW9 3DS,SURREY,ENGLAND

[3] MONSANTO CO,MONSANTO CORP RES,ST LOUIS,MO 63167

[4] USDA ARS,WESTERN REG RES CTR,BERKELEY,CA 94710

[5] UNIV LONDON,INST CHILD HLTH,DEPT CLIN BIOCHEM,LONDON WC1N 1EH,ENGLAND

来源：

CARBOHYDRATE RESEARCH | 1990年 / 205卷

关键词：

D O I：

10.1016/0008-6215(90)80146-T

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：

The synthesis of the enantiomers of 6-epicastanospermine and of 1,6-diepicastanospermine from the enantiomeric gulonolactones is reported and the structure of the former is established as (1S,6R,7R,8R,8aR)-1,6,7,8-tetrahydroxyoctahydroindolizine. The inhibitory activities of the diastereomers against the amyloglucosidase-catalysed hydrolysis of p-nitrophenyl α-d-glucopyranoside were investigated, and the effects of 6-epicastanospermine and of 1,6-diepicastanospermine on 14 human liver glycosidases are reported. © 1990.

引用

页码：269 / 282

页数：14

共 37 条

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