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result sql = Lysine sulfonamides as novel HIV-protease inhibitors: optimization of the Nepsilon-acyl-phenyl spacer.
Lysine sulfonamides as novel HIV-protease inhibitors: optimization of the Nepsilon-acyl-phenyl spacer.
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result sql = A series of Nalpha-isobutyl-Nalpha-arylsulfonamido-(Nepsilon acyl) lysine and lysinol derivatives were prepared and evaluated as inhibitors of HIV protease and wild type virus. A simple original synthesis was devised to form Nalpha-(arylsulfonamide)-Nalpha-isobutyl lysine, which could be easily acylated with carboxylic acids at the Nepsilon position. A two-atom spacer was found to be optimal between this acyl group and a phenyl yielding compounds of sub-nanomolar potency on purified enzyme.

Publication: Bioorg. Med. Chem. Lett. 2003 Dec 15 ;13(24)::4289-92.
Publication Date: 2003 Dec 15
Study Author(s): Stranix, Brent R;Sauvé, Gilles;Bouzide, Abderrahim;Coté, Alexandre;Sévigny, Guy;Yelle, Jocelyn;
Institution: Pharmacor Inc, 535 Cartier West, blvd, Laval, Quebec, Canada H7V 3S8. [email protected]
Shortcut link to this study:
A series of Nalpha-isobutyl-Nalpha-arylsulfonamido-(Nepsilon acyl) lysine and lysinol derivatives were prepared and evaluated as inhibitors of HIV protease and wild type virus. A simple original synthesis was devised to form Nalpha-(arylsulfonamide)-Nalpha-isobutyl lysine, which could be easily acylated with carboxylic acids at the Nepsilon position. A two-atom spacer was found to be optimal between this acyl group and a phenyl yielding compounds of sub-nanomolar potency on purified enzyme.
PMID: 14643311

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