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

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Evers M, Barriere JC, Bashiardes G, Bousseau A, Carry JC, Dereu N, Filoche B, Henin Y, Sable S, Vuilhorgne M, Mignani S

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

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4415-9.

PubMed ID

14643337 [ View in PubMed

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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).

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Cyclosporine	Peptidyl-prolyl cis-trans isomerase A	IC 50 (nM)	2	N/A	N/A	Details