Synthesis of Asymmetric Peptide Mimetic Compounds Containing Tartaric Acid Core. Potential Inhibitors of HIV-1 Protease

Gabriel   O.   de Resende; Lucia   C.   S. Aguiar; Bruno   A.   Cotrim; Joao   F.   C. da Silva; O.   A.   C.Antunes

doi:10.2174/157017807780737200

Abstract

Dihydroxyethylene containing compounds, envisaged as aspartic protease inhibitors (cores), were easily synthesized in few steps, by a sequence involving ring opening of diacetyl tartaric anhydride, peptide coupling and de-esterification under basic conditions affording the desired diols in a simple and inexpensive method.

Keywords: HIV-Protease, inhibitor, dihydroxyethylene, diacetyl tartaric anhydride, ring opening, peptide, mimetic

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Letters in Organic Chemistry

Title: Synthesis of Asymmetric Peptide Mimetic Compounds Containing Tartaric Acid Core. Potential Inhibitors of HIV-1 Protease

Volume: 4 Issue: 3

Author(s): Gabriel O. de Resende, Lucia C. S. Aguiar, Bruno A. Cotrim, Joao F. C. da Silva and O. A. C.Antunes

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Keywords: HIV-Protease, inhibitor, dihydroxyethylene, diacetyl tartaric anhydride, ring opening, peptide, mimetic

Abstract: Dihydroxyethylene containing compounds, envisaged as aspartic protease inhibitors (cores), were easily synthesized in few steps, by a sequence involving ring opening of diacetyl tartaric anhydride, peptide coupling and de-esterification under basic conditions affording the desired diols in a simple and inexpensive method.

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de Resende O. Gabriel, S. Aguiar C. Lucia, Cotrim A. Bruno, C. da Silva F. Joao and C.Antunes A. O., Synthesis of Asymmetric Peptide Mimetic Compounds Containing Tartaric Acid Core. Potential Inhibitors of HIV-1 Protease, Letters in Organic Chemistry 2007; 4 (3) . https://dx.doi.org/10.2174/157017807780737200