SYNTHESIS OF TRANSITION-STATE ANALOGS AS POTENTIAL INHIBITORS OF SIALIDASE FROM INFLUENZA-VIRUS

被引：26

作者：

DRIGUEZ, PA

BARRERE, B

QUASH, G

DOUTHEAU, A

机构：

[1] INST NATL SCI APPL,CHIM ORGAN LAB,F-69621 VILLEURBANNE,FRANCE

[2] UNIV LYON 1,INSERM,IMMUNOCHIM LAB,F-69921 OULLINS,FRANCE

来源：

CARBOHYDRATE RESEARCH | 1994年 / 262卷 / 02期

关键词：

SIALIDASES; INFLUENZA VIRUS; INHIBITORS; TRANSITION-STATE ANALOGS; NEURAMINIC ACID; L-ARABINOSE; RITTER REACTION;

D O I：

10.1016/0008-6215(94)84186-1

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：

Sodium 5-acetamido-2,6-anhydro-3,4,5-trideoxy-D-manno-non-2-enonate (2) has been synthesized from N-acetyl-4-deoxy-neuraminic acid methyl ester (4). Sodium 2,6-anhydro-3-deoxy-L-arabino-hept-2-enonate (3), 4-acetamido-2,6-anhydro-3,4-dideoxy-L-arabino-hept-2-enonic acid (18e), and 4-acetamido-2,6-anhydro-3,4-dideoxy-L-ribo-hept-2-enonic acid (18a) have been prepared from L-arabinose. The above compounds were investigated as inhibitors of sialidase from Influenza virus. Only compound 2 showed a significant inhibitory activity (K-i 8 x 10(-2) mM) against the enzyme.

引用

页码：297 / 310

页数：14

共 40 条

[1] DEOXY-NITROSUGARS .16. SYNTHESIS OF N-ACETYL-4-DEOXYNEURAMINIC ACID [J].