Design and synthesis of cyclic sialyl Lewis X mimetics: a remarkable enhancement of inhibition by pre-organizing all essential functional groups

Authors
Tsai, CY Huang, XF Wong, CH
Citation
Cy. Tsai et al., Design and synthesis of cyclic sialyl Lewis X mimetics: a remarkable enhancement of inhibition by pre-organizing all essential functional groups, TETRAHEDR L, 41(49), 2000, pp. 9499-9503
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
49
Year of publication
2000
Pages
9499 - 9503
Database
ISI
SICI code
0040-4039(200012)41:49<9499:DASOCS>2.0.ZU;2-3
Abstract
Two rigid macrocyclic glycopeptides 1 and 2 were designed to mimic the tetr asaccharide SLe(X) as inhibitors of P-selectin. While compound 1 was found to be 1000-fold more potent than SLe(X) with IC50=1 muM, compound 2 was not soluble in water for evaluation of its activity. (C) 2000 Elsevier Science Ltd. All rights reserved.