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Synthesis and evaluation of novel alpha-amino cyclic boronates as inhibitors of HCV NS3 protease.

Authors :
Li X
Zhang YK
Liu Y
Ding CZ
Li Q
Zhou Y
Plattner JJ
Baker SJ
Qian X
Fan D
Liao L
Ni ZJ
White GV
Mordaunt JE
Lazarides LX
Slater MJ
Jarvest RL
Thommes P
Ellis M
Edge CM
Hubbard JA
Somers D
Rowland P
Nassau P
McDowell B
Skarzynski TJ
Kazmierski WM
Grimes RM
Wright LL
Smith GK
Zou W
Wright J
Pennicott LE
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2010 Jun 15; Vol. 20 (12), pp. 3550-6. Date of Electronic Publication: 2010 May 20.
Publication Year :
2010

Abstract

We have designed and synthesized a novel series of alpha-amino cyclic boronates and incorporated them successfully in several acyclic templates at the P1 position. These compounds are inhibitors of the HCV NS3 serine protease, and structural studies show that they inhibit the NS3 protease by trapping the Ser-139 hydroxyl group in the active site. Synthetic methodologies and SARs of this series of compounds are described.<br /> (Copyright 2010 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
20
Issue :
12
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
20493689
Full Text :
https://doi.org/10.1016/j.bmcl.2010.04.129