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New HIV-1 reverse transcriptase inhibitors based on a tricyclic benzothiophene scaffold: Synthesis, resolution, and inhibitory activity

  1. Author:
    Krajewski, K.
    Zhang, Y. J.
    Parrish, D.
    Deschamps, J.
    Roller, P. P.
    Pathak, V. K.

  2. Author Address

    NCI, HIV Drug Resistance Program, NIH, Frederick, MD 21702 USA. NCI, Med Chem Lab, CCR, NIH, Frederick, MD 21702 USA. USN, Res Lab, Washington, DC 20375 USA.;Roller, PP, NCI, HIV Drug Resistance Program, NIH, Frederick, MD 21702 USA.;proll@helix.nih.gov vpathak@ncifcrf.gov
    1. Year: 2006
    2. Date: Jun
  2. Journal: Bioorganic & Medicinal Chemistry Letters
    1. 16
    2. 11
    3. Pages: 3034-3038
  4. Type of Article: Article
  5. ISSN: 0960-894X
  1. Abstract:

    We synthesized, separated into enantiomers, and tested for the HIV-1 reverse transcriptase inhibitory activity a group Of analogs of dimethyl-1-(1-piperidynyl)cyclobuta[b][1]benzothiophene-2,2a(7bH)-dicarb oxylate (NSC-380292). Absolute configurations of the enantiomers were determined based on absolute X-ray structures and analysis of CD spectra. Within pairs of enantiomers the (R,R)-enantiomer was always much more potent HIV-1 reverse transcriptase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.

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External Sources

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  2. DOI: 10.1016/j.bmcl.2006.02.049
  3. View record in Web of Science®
  4. WOS: 000237407800044

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