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
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
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页码:3500 / 3504
页数:5
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