Design and synthesis of novel HIV-1 protease inhibitors incorporating oxyindoles as the P′2-ligands

Arun K. Ghosh*, Gary Schiltz, Ramu Sridhar Perali, Sofiya Leshchenko, Stephanie Kay, D. Eric Walters, Yasuhiro Koh, Kenji Maeda, Hiroaki Mitsuya

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

85 Scopus citations

Abstract

A series of novel oxyindole-derived HIV-1 protease inhibitors were designed and synthesized based upon our X-ray crystal structure of inhibitor 2 (TMC-114) bound to HIV-1 protease. The effects of substituents, spirocyclic rings, and ring sizes have been investigated. A number of inhibitors exhibited low nanomolar inhibitory potencies against HIV protease.

Original languageEnglish (US)
Pages (from-to)1869-1873
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume16
Issue number7
DOIs
StatePublished - Apr 1 2006

Keywords

  • Design
  • HIV proptease
  • Inhibitors
  • Oxyindole
  • Synthesis
  • TMC-114

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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