Investigation on the role of the tetrazole in the binding of thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases

Bioorganic & Medicinal Chemistry Letters
Alexandre GagnonBruno Simoneau

Abstract

The role of the tetrazole moiety in the binding of aryl thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases was explored. Different acyclic, cyclic and heterocyclic replacements were investigated in order to evaluate the conformational and electronic contribution of the tetrazole ring to the binding of the inhibitors in the NNRTI pocket. The replacement of the tetrazole by a pyrazolyl group led to reversal of selectivity, providing inhibitors with excellent potency against the double mutant reverse transcriptase.

References

Mar 13, 2001·Journal of Molecular Biology·M BrandlR Hilgenfeld
Feb 16, 2006·Current Medicinal Chemistry·H C CastroC R Rodrigues
Mar 1, 2006·Bioorganic & Medicinal Chemistry Letters·Ester MuragliaVincenzo Summa
Jun 30, 2006·Bioorganic & Medicinal Chemistry Letters·Martha De La RosaJean-Luc Girardet
Jan 9, 2007·Proteins·Sunil K Panigrahi, Gautam R Desiraju
Apr 25, 2007·Bioorganic & Medicinal Chemistry Letters·Jeff A O'MearaChristiane Yoakim
Feb 22, 2008·Virus Research·Javier Martinez-Picado, Miguel Angel Martínez
Feb 26, 2008·Journal of Medical Virology·Carlo-Federico PernoMauro Schechter
Mar 29, 2008·Virus Research·Nicolas Sluis-Cremer, Gilda Tachedjian
May 14, 2008·Current Medicinal Chemistry·Sílvia MartinsPedro Alexandrino Fernandes
Oct 1, 2008·Bioorganic & Medicinal Chemistry Letters·Peng ZhanErik De Clercq

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Citations

Nov 26, 2013·Journal of Chemical Information and Modeling·Tomasz FrączekPiotr Paneth
Mar 29, 2014·Chemical Biology & Drug Design·Diwakar RaiXinyong Liu

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