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

    90 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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