Design and synthesis of aryl/hetarylmethyl phosphonate-UMP derivatives as potential glucosyltransferase inhibitors

Authors
Bhattacharya, AK Stolz, F Schmidt, RR
Citation
Ak. Bhattacharya et al., Design and synthesis of aryl/hetarylmethyl phosphonate-UMP derivatives as potential glucosyltransferase inhibitors, TETRAHEDR L, 42(32), 2001, pp. 5393-5395
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5393 - 5395
Database
ISI
SICI code
0040-4039(20010806)42:32<5393:DASOAP>2.0.ZU;2-G
Abstract
A novel class of glucosyltransferase inhibitors has been designed and synth esised. The designed inhibitors 1-4 provide conformational mimicry of the t ransition-state in glucosyltransfer reactions. The key synthetic steps invo lve a Michaelis-Arbuzov reaction followed by coupling with uridine-5'-morph olidophosphate as activated UMP derivative. (C) 2001 Elsevier Science Ltd. All rights reserved.