Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydropyran-2-ones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety

Autor:	Larry J. Markoski, Stephen J. Gracheck, Carolyn Nouhan, Peter J. Tummino, Steven VanderRoest, James Saunders, J. V. N. Vara Prasad, Krishna R. Iyer, Christopher Gajda, Fred E. Boyer, Donna Ferguson, Elizabeth A. Lunney, John M. Domagala, Bradley Dean Tait, Michael Sinz, Donald Hupe, Tod P. Holler, Susan Elizabeth Hagen, Edmund L. Ellsworth
Rok vydání:	1999
Předmět:	Models Molecular Dihydropyran Stereochemistry medicine.medical_treatment Clinical Biochemistry Pharmaceutical Science Biochemistry Chemical synthesis Mice Structure-Activity Relationship chemistry.chemical_compound Drug Discovery medicine Animals Moiety HIV Protease Inhibitor Disulfides Molecular Biology chemistry.chemical_classification Protease Protease binding Organic Chemistry HIV HIV Protease Inhibitors Enol chemistry Pyrones Molecular Medicine Sulfonic Acids Lactone
Zdroj:	Bioorganic & Medicinal Chemistry Letters. 9:2217-2222
ISSN:	0960-894X
Popis:	Dihydropyran-2-one possessing a sulfamate moiety at the 4-position of the thiophenyl ring were designed to reach S 3 ′ pocket of the HIV protease. Synthetic routes for the preparation of thiotosylates possessing 3-(2- t -butyl-5-methyl-4-sulfamate) phenylthio moiety were established. SAR of various sulfamate analogs including HIV protease binding affinities, antiviral activities and therapeutic indices will be described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5dfe7dbbe05f1f8f725ff6437c2d163a https://doi.org/10.1016/s0960-894x(99)00360-1 Zobrazit plný text záznamu Full Text from ScienceDirect