Synthesis and antiviral activity of P1' arylsulfonamide azacyclic urea HIV protease inhibitors

Peggy P Huang; John T Randolph; Larry L Klein; Sudthida Vasavanonda; Tatyana Dekhtyar; Vincent S Stoll; Dale J Kempf

doi:10.1016/j.bmcl.2004.05.036

Synthesis and antiviral activity of P1' arylsulfonamide azacyclic urea HIV protease inhibitors

Bioorg Med Chem Lett. 2004 Aug 2;14(15):4075-8. doi: 10.1016/j.bmcl.2004.05.036.

Authors

Peggy P Huang¹, John T Randolph, Larry L Klein, Sudthida Vasavanonda, Tatyana Dekhtyar, Vincent S Stoll, Dale J Kempf

Affiliation

¹ Abbott Laboratories, Infectious Disease Research, Dept. R47D, Building AP52N, 200 Abbott Park Road, Abbott Park, IL 60064-6217, USA. peggy.huang@abbott.com

PMID: 15225729
DOI: 10.1016/j.bmcl.2004.05.036

Abstract

A series of novel azacyclic urea HIV protease inhibitors bearing a benzenesulfonamide group at P1' were synthesized utilizing a parallel synthesis method. Structural studies of early analogs bound in the enzyme active site were used to design more potent inhibitors. The effects of substituting the P1' benzenesulfonyl group on antiviral activity and protein binding are described.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

HIV Protease Inhibitors / chemical synthesis*
HIV Protease Inhibitors / chemistry
HIV Protease Inhibitors / pharmacology
Humans
Models, Molecular
Molecular Conformation
Structure-Activity Relationship
Sulfonamides / chemical synthesis*
Sulfonamides / chemistry
Sulfonamides / pharmacology
Urea / analogs & derivatives*
Urea / chemical synthesis*
Urea / chemistry
Urea / pharmacology

Substances

HIV Protease Inhibitors
Sulfonamides
Urea