SYNTHESIS OF PHOSPHONIC ACID ANALOGS OF SIALIC ACIDS (NEU5AC AND KDN)AS POTENTIAL SIALIDASE INHIBITORS

Authors
CHAN TH XIN YC VONITZSTEIN M
Citation
Th. Chan et al., SYNTHESIS OF PHOSPHONIC ACID ANALOGS OF SIALIC ACIDS (NEU5AC AND KDN)AS POTENTIAL SIALIDASE INHIBITORS, Journal of organic chemistry, 62(11), 1997, pp. 3500-3504
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
62
Issue
11
Year of publication
1997
Pages
3500 - 3504
Database
ISI
SICI code
0022-3263(1997)62:11<3500:SOPAAO>2.0.ZU;2-N
Abstract
Five phosphonic acid analogues of N-acetylneuraminic acid (Neu5Ac) and 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) have been synthe sized. The synthesis was accomplished using an indium-mediated couplin g 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 fo und to show moderate biological acitivities.