Synthesis of phosphonic acid analogues of sialic acids (Neu5Ac and KDN) as potential sialidase inhibitors

被引：43

作者：

Chan, TH ^{[1
]}

Xin, YC ^{[1
]}

vonItzstein, M ^{[1
]}

机构：

[1] MONASH UNIV,VICTORIAN COLL PHARM,DEPT MED CHEM,PARKVILLE,VIC 3052,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 11期

关键词：

N-ACETYLNEURAMINIC ACID; INFLUENZA-VIRUS; AQUEOUS-MEDIA; (+)-3-DEOXY-D-GLYCERO-D-GALACTO-NONULOSONIC ACID; DESIGN; INDIUM; NEURAMINIDASE; DOMAINS; ANTIGEN;

D O I：

10.1021/jo961891p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five phosphonic acid analogues of N-acetylneuraminic acid (Neu5Ac) and 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) have been synthesized. The synthesis was accomplished using an indium-mediated coupling of N-acetylmannosamine or mannose with dimethyl (3-bromopropen-2-yl)phosphonate in aqueous media, The potential of these phosphonate acid analogues of sialic acids as sialidase inhibitors was evaluated and found to show moderate biological acitivities.

引用

页码：3500 / 3504

页数：5

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