SYNTHESIS AND PROTEINASE INHIBITORY PROPERTIES OF DIPHENYL PHOSPHONATE ANALOGS OF ASPARTIC AND GLUTAMIC ACIDS

Authors
HAMILTON R WALKER B WALKER BJ
Citation
R. Hamilton et al., SYNTHESIS AND PROTEINASE INHIBITORY PROPERTIES OF DIPHENYL PHOSPHONATE ANALOGS OF ASPARTIC AND GLUTAMIC ACIDS, Bioorganic & medicinal chemistry letters, 8(13), 1998, pp. 1655-1660
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
8
Issue
13
Year of publication
1998
Pages
1655 - 1660
Database
ISI
SICI code
0960-894X(1998)8:13<1655:SAPIPO>2.0.ZU;2-G
Abstract
The synthesis of diphenyl phosphonate analogues of aspartic and glutam ic acid, and their inhibitory activity against S. aureus V8 protease a nd granzyme B, is described. The study has revealed difficulties with protecting group compatibility in the synthesis of these analogues. Tw o analogues, Acetyl.Asp(P)(OPh)(2) and Acetyl.Glu(P)(OPh)(2) were foun d to function as irreversible inactivators of V8 proteinase, yet exhib it no activity against granzyme B. (C) 1998 Elsevier Science Ltd. All rights reserved.