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ID: ALA1136490

Journal: Bioorg Med Chem Lett

Title: Synthesis of non-immunosuppressive cyclophilin-Binding cyclosporin A derivatives as potential anti-HIV-1 drugs.

Authors: Evers M, Barrière JC, Bashiardes G, Bousseau A, Carry JC, Dereu N, Filoche B, Henin Y, Sablé S, Vuilhorgne M, Mignani S.

Abstract: Original cyclosporin A (CsA) derivatives bearing various alkylthio side chains at the sarcosine residue 3 (R configuration) and for the most potent and selective compounds a 4'-hydroxyl group at the Me-Leucine residue 4 were prepared in one or two steps from commercially available CsA. The [2-(dimethyl or diethylamino)-ethylthio-Sar](3)-[(4'-OH)MeLeu](4)-CsA derivatives 3k and 3l displayed potent in vitro anti-HIV-1 (IC(50) approximately 46 nM) and low immunosuppressive activities (IC(50)>or=1500 nM).

CiteXplore: 14643337

DOI: 10.1016/j.bmcl.2003.09.042