Document Detail

Discovery of potent HIV-1 protease inhibitors incorporating sulfoximine functionality.
MedLine Citation:
PMID:  17822899     Owner:  NLM     Status:  MEDLINE    
Based on the unique property of sulfoximine and the homodimeric C(2) structural symmetry of HIV-1 protease, a novel class of sulfoximine-based pseudosymmetric HIV-1 protease inhibitors was designed and synthesized. The sulfoximine moiety was demonstrated to be important for HIV-1 protease inhibitor potency. The most active stereoisomer (2S,2'S) displays a potency of 2.5 nM (IC(50)) against HIV-1 protease and an anti-HIV-1 activity of 408 nM (IC(50)). A possible mode of action is proposed.
Ding Lu; Robert Vince
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Publication Detail:
Type:  Journal Article     Date:  2007-08-23
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  17     ISSN:  0960-894X     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-09-18     Completed Date:  2007-12-12     Revised Date:  2008-06-09    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  5614-9     Citation Subset:  IM    
Department of Medicinal Chemistry, College of Pharmacy, 308 Harvard Street SE, University of Minnesota, Minneapolis, MN 55455, USA.
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MeSH Terms
Drug Design*
HIV Protease Inhibitors / chemical synthesis,  chemistry*,  pharmacology*
Models, Molecular
Molecular Structure
Oximes / chemical synthesis,  chemistry*,  pharmacology*
Sulfur / chemistry*
Reg. No./Substance:
0/HIV Protease Inhibitors; 0/Oximes; 7704-34-9/Sulfur
Erratum In:
Bioorg Med Chem Lett. 2008 Mar 15;18(6):2228

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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