P1′ oxadiazole protease inhibitors with excellent activity against native and protease inhibitor-resistant HIV-1

Bioorganic & Medicinal Chemistry Letters
2004.0

Abstract

HIV-1 protease inhibitors (PI's) bearing 1,3,4-oxadiazoles at the P1' position were prepared by a novel method involving the diastereoselective installation of a carboxylic acid and conversion to the P1' heterocycle. The compounds are picomolar inhibitors of native HIV-1 protease, with most of the compounds maintaining excellent antiviral activity against a panel of PI-resistant strains.

Knowledge Graph

Similar Paper

P1′ oxadiazole protease inhibitors with excellent activity against native and protease inhibitor-resistant HIV-1
Bioorganic & Medicinal Chemistry Letters 2004.0
HIV-1 protease inhibitors with picomolar potency against PI-resistant HIV-1 by modification of the P1′ substituent
Bioorganic & Medicinal Chemistry Letters 2003.0
Synthesis of novel HIV protease inhibitors (PI) with activity against PI-resistant virus
Bioorganic & Medicinal Chemistry Letters 2007.0
The design, synthesis and evaluation of novel HIV-1 protease inhibitors with high potency against PI-resistant viral strains
Bioorganic & Medicinal Chemistry Letters 2003.0
HIV protease inhibitors with picomolar potency against PI-Resistant HIV-1 by extension of the P3 substituent
Bioorganic & Medicinal Chemistry Letters 2003.0
Design of HIV-1 Protease Inhibitors with Pyrrolidinones and Oxazolidinones as Novel P1′-Ligands To Enhance Backbone-Binding Interactions with Protease: Synthesis, Biological Evaluation, and Protein−Ligand X-ray Studies
Journal of Medicinal Chemistry 2009.0
Novel inhibitors of HIV protease
Bioorganic & Medicinal Chemistry Letters 2000.0
Synthesis of PotentC<sub>2</sub>-Symmetric, Diol-Based HIV-1 Protease Inhibitors. Investigation of Thioalkyl and Thioaryl P1/P1‘ Substituents
Journal of Medicinal Chemistry 2001.0
Flexible Cyclic Ethers/Polyethers as Novel P2-Ligands for HIV-1 Protease Inhibitors: Design, Synthesis, Biological Evaluation, and Protein−Ligand X-ray Studies
Journal of Medicinal Chemistry 2008.0
Orally bioavailable highly potent HIV protease inhibitors against PI-resistant virus
Bioorganic &amp; Medicinal Chemistry Letters 2005.0