Discovery of chiral cyclopropyl dihydro-alkylthio-benzyl-oxopyrimidine (S-DABO) derivatives as potent HIV-1 reverse transcriptase inhibitors with high activity against clinically relevant mutants.

doi:10.1021/jm801330n

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Article

Discovery of chiral cyclopropyl dihydro-alkylthio-benzyl-oxopyrimidine (S-DABO) derivatives as potent HIV-1 reverse transcriptase inhibitors with high activity against clinically relevant mutants.

Journal of medicinal chemistry - 12 Feb 2009

Radi Marco, Maga Giovanni, Alongi Maddalena, Angeli Lucilla, Samuele Alberta, Zanoli Samantha, Bellucci Luca, Tafi Andrea, Casaluce Gianni, Giorgi Gianluca, Armand-Ugon Mercedes, Gonzalez Emmanuel, Esté José A, Baltzinger Mireille, Bec Guillaume, Dumas Philippe, Ennifar Eric, Botta Maurizio

Abstract excerpt

The role played by stereochemistry in the C2-substituent (left part) on the S-DABO scaffold for anti-HIV-1 activity has been investigated for the first time. A series of S-DABO analogues, where the double bond in the C2-substituent is replaced by an enantiopure isosteric cyclopropyl moiety, has been synthesized, leading to the identification of a potent lead compound endowed with picomolar activity against RT...

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PMID: 19140683
DOI: 10.1021/jm801330n

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