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Nonpeptidic HIV protease inhibitors: 4-hydroxy-pyran-2-one inhibitors with functional tethers to P1 phenyl ring to reach S3 pocket of the enzyme.
Vara Prasad J, Tummino PJ, Ferguson D, Saunders J, Vander Roest S, McQuade TJ, Heldsinger A, Reyner EL, Stewart BH, Guttendorf RJ, Para KS, Lunney EA, Gracheck SJ, Domagala JM. Vara Prasad J, et al. Among authors: vander roest s. Biochem Biophys Res Commun. 1996 Apr 25;221(3):815-20. doi: 10.1006/bbrc.1996.0679. Biochem Biophys Res Commun. 1996. PMID: 8630044
Synthesis of 5,6-dihydro-4-hydroxy-2-pyrones as HIV-1 protease inhibitors: the profound effect of polarity on antiviral activity.
Hagen SE, Prasad JV, Boyer FE, Domagala JM, Ellsworth EL, Gajda C, Hamilton HW, Markoski LJ, Steinbaugh BA, Tait BD, Lunney EA, Tummino PJ, Ferguson D, Hupe D, Nouhan C, Gracheck SJ, Saunders JM, VanderRoest S. Hagen SE, et al. J Med Chem. 1997 Nov 7;40(23):3707-11. doi: 10.1021/jm970522y. J Med Chem. 1997. PMID: 9371233 No abstract available.
Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydropyran-2-ones possessing achiral 3-(4-amino/carboxamide-2-t-butyl,5-methylphenyl thio) moiety: antiviral activities and pharmacokinetic properties.
Vara Prasad JV, Boyer FE, Domagala JM, Ellsworth EL, Gajda C, Hagen SE, Markoski LJ, Tait BD, Lunney EA, Tummino PJ, Ferguson D, Holler T, Hupe D, Nouhan C, Gracheck SJ, VanderRoest S, Saunders J, Iyer K, Sinz M, Brodfuehrer J. Vara Prasad JV, et al. Bioorg Med Chem Lett. 1999 Jun 7;9(11):1481-6. doi: 10.1016/s0960-894x(99)00237-1. Bioorg Med Chem Lett. 1999. PMID: 10386921
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.
Vara Prasad JV, Markoski LJ, Boyer FE, Domagala JM, Ellsworth EL, Gajda C, Hagen SE, Tait BD, Lunney EA, Tummino PJ, Ferguson D, Holler T, Hupe D, Nouhan C, Gracheck SJ, VanderRoest S, Saunders J, Iyer K, Sinz M. Vara Prasad JV, et al. Bioorg Med Chem Lett. 1999 Aug 2;9(15):2217-22. doi: 10.1016/s0960-894x(99)00360-1. Bioorg Med Chem Lett. 1999. PMID: 10465549
5,6-Dihydropyran-2-ones possessing various sulfonyl functionalities: potent nonpeptidic inhibitors of HIV protease.
Boyer FE, Vara Prasad JV, Domagala JM, Ellsworth EL, Gajda C, Hagen SE, Markoski LJ, Tait BD, Lunney EA, Palovsky A, Ferguson D, Graham N, Holler T, Hupe D, Nouhan C, Tummino PJ, Urumov A, Zeikus E, Zeikus G, Gracheck SJ, Sanders JM, VanderRoest S, Brodfuehrer J, Iyer K, Sinz M, Gulnik SV. Boyer FE, et al. J Med Chem. 2000 Mar 9;43(5):843-58. doi: 10.1021/jm990281p. J Med Chem. 2000. PMID: 10715152
4-Hydroxy-5,6-dihydropyrones as inhibitors of HIV protease: the effect of heterocyclic substituents at C-6 on antiviral potency and pharmacokinetic parameters.
Hagen SE, Domagala J, Gajda C, Lovdahl M, Tait BD, Wise E, Holler T, Hupe D, Nouhan C, Urumov A, Zeikus G, Zeikus E, Lunney EA, Pavlovsky A, Gracheck SJ, Saunders J, VanderRoest S, Brodfuehrer J. Hagen SE, et al. J Med Chem. 2001 Jul 5;44(14):2319-32. doi: 10.1021/jm0003844. J Med Chem. 2001. PMID: 11428926
16 results