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. 2011 Oct 27;54(20):7176-83.
doi: 10.1021/jm200778q. Epub 2011 Sep 26.

Design, synthesis, and X-ray crystallographic analysis of a novel class of HIV-1 protease inhibitors

Ashit K Ganguly  1 , Sesha S Alluri, Danielle Caroccia, Dipshikha Biswas, Chih-Hung Wang, Eunhee Kang, Yong Zhang, Andrew T McPhail, Steven S Carroll, Christine Burlein, Vandna Munshi, Peter Orth, Corey Strickland
Affiliations

Design, synthesis, and X-ray crystallographic analysis of a novel class of HIV-1 protease inhibitors

Ashit K Ganguly et al. J Med Chem. .

Erratum in

  • J Med Chem. 2012 Jun 14;55(11):5647

Abstract

In the present paper, design, synthesis, X-ray crystallographic analysis, and HIV-1 protease inhibitory activities of a novel class of compounds are disclosed. Compounds 28-30, 32, 35, and 40 were synthesized and found to be inhibitors of the HIV-1 protease. The crucial step in their synthesis involved an unusual endo radical cyclization process. Absolute stereochemistry of the three asymmetric centers in the above compounds have been established to be (4S,2'R,3'S) for optimal potency. X-ray crystallographic analysis has been used to determine the binding mode of the inhibitors to the HIV-1 protease.

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