Endothiopeptide inhibitors of HIV-1 protease

S Yao; R Zutshi; J Chmielewski

doi:10.1016/s0960-894x(98)00100-0

Endothiopeptide inhibitors of HIV-1 protease

Bioorg Med Chem Lett. 1998 Mar 17;8(6):699-704. doi: 10.1016/s0960-894x(98)00100-0.

Authors

S Yao¹, R Zutshi, J Chmielewski

Affiliation

¹ Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.

PMID: 9871586
DOI: 10.1016/s0960-894x(98)00100-0

Abstract

Endothiopeptide inhibitors of HIV-1 protease were synthesized by chemical and enzymatic methods to individually replace each backbone amide bond in 1 with a thioamide-linkage. Interestingly, agent 7, which contains a thioamide-linkage between the P2' and P3' positions of 1, was the most potent, competitive inhibitor of HIV-1 protease with a Ki of 3.4 microM.

Publication types

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

MeSH terms

Chromatography, High Pressure Liquid
HIV Protease Inhibitors / chemical synthesis*
HIV Protease Inhibitors / pharmacology
HIV-1*
Kinetics
Magnetic Resonance Spectroscopy
Molecular Mimicry
Oligopeptides / chemical synthesis*
Oligopeptides / pharmacology
Thioamides

Substances

HIV Protease Inhibitors
Oligopeptides
Thioamides