메뉴 건너뛰기




Volumn 48, Issue 25, 2005, Pages 8098-8102

A new class of HIV-1 protease inhibitors containing a tertiary alcohol in the transition-state mimicking scaffold

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ANTIRETROVIRUS AGENT; ATAZANAVIR; HYDROXYL GROUP; INDINAVIR; PROTEINASE INHIBITOR;

EID: 29144501184     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm050790t     Document Type: Article
Times cited : (41)

References (39)
  • 3
    • 9644305194 scopus 로고    scopus 로고
    • Joint United Nations Programme on HIV/AIDS (UNAIDS)/WHO
    • AIDS Epidemic Update: December 2004; Joint United Nations Programme on HIV/AIDS (UNAIDS)/WHO, 2004.
    • (2004) AIDS Epidemic Update: December 2004
  • 4
    • 0037624182 scopus 로고    scopus 로고
    • Twenty years of therapy for HIV-1 infection
    • Pomerantz, R. J.; Horn, D. L. Twenty years of therapy for HIV-1 infection. Nat. Med. 2003, 9, 867-873.
    • (2003) Nat. Med. , vol.9 , pp. 867-873
    • Pomerantz, R.J.1    Horn, D.L.2
  • 5
    • 0037313577 scopus 로고    scopus 로고
    • Hide, shield and strike back: How HIV-infected cells avoid immune eradication
    • Peterlin, B. M.; Trono, D. Hide, shield and strike back: how HIV-infected cells avoid immune eradication. Nat. Rev. Immunol. 2003, 3, 97-107.
    • (2003) Nat. Rev. Immunol. , vol.3 , pp. 97-107
    • Peterlin, B.M.1    Trono, D.2
  • 6
    • 4744361049 scopus 로고    scopus 로고
    • Joint United Nations Programme on HIV/AIDS (UNAIDS)
    • 2004 Report on the Global AIDS Epidemic; Joint United Nations Programme on HIV/AIDS (UNAIDS), 2004.
    • (2004) 2004 Report on the Global AIDS Epidemic
  • 7
  • 9
    • 0036696712 scopus 로고    scopus 로고
    • Targeting HIV: Antiretroviral therapy and development of drug resistance
    • Menéndez-Arias, L. Targeting HIV: antiretroviral therapy and development of drug resistance. Trends Pharmacol. Sci. 2002, 23, 381-388.
    • (2002) Trends Pharmacol. Sci. , vol.23 , pp. 381-388
    • Menéndez-Arias, L.1
  • 10
    • 3242877615 scopus 로고    scopus 로고
    • Resistance to HIV protease inhibitors: Mechanisms and clinical consequences
    • de Mendoza, C.; Soriano, V. Resistance to HIV protease inhibitors: mechanisms and clinical consequences. Curr. Drug Metab. 2004, 5, 321-328.
    • (2004) Curr. Drug Metab. , vol.5 , pp. 321-328
    • De Mendoza, C.1    Soriano, V.2
  • 11
    • 14944344464 scopus 로고    scopus 로고
    • New approaches toward anti-HIV chemotherapy
    • De Clercq, E. New approaches toward anti-HIV chemotherapy. J. Med. Chem. 2005, 48, 1297-1313.
    • (2005) J. Med. Chem. , vol.48 , pp. 1297-1313
    • De Clercq, E.1
  • 13
    • 3042554178 scopus 로고    scopus 로고
    • Peptidomimetic inhibitors of HIV protease
    • Randolph, J. T.; DeGoey, D. A. Peptidomimetic inhibitors of HIV protease. Curr. Top. Med. Chem. 2004, 4, 1079-1095.
    • (2004) Curr. Top. Med. Chem. , vol.4 , pp. 1079-1095
    • Randolph, J.T.1    Degoey, D.A.2
  • 14
    • 2942534993 scopus 로고    scopus 로고
    • HIV protease inhibition: Limited recent progress and advances in understanding current pitfalls
    • Rodríguez-Barrios, F.; Gago, F. HIV protease inhibition: limited recent progress and advances in understanding current pitfalls. Curr. Top. Med. Chem. 2004, 4, 991-1007.
    • (2004) Curr. Top. Med. Chem. , vol.4 , pp. 991-1007
    • Rodríguez-Barrios, F.1    Gago, F.2
  • 15
    • 0037203973 scopus 로고    scopus 로고
    • Designing non-peptide peptidomimetics in the 21st century: Inhibitors targeting conformational ensembles
    • Bursavich, M. G.; Rich, D. H. Designing non-peptide peptidomimetics in the 21st century: inhibitors targeting conformational ensembles. J. Med. Chem. 2002, 45, 541-558.
    • (2002) J. Med. Chem. , vol.45 , pp. 541-558
    • Bursavich, M.G.1    Rich, D.H.2
  • 16
    • 0043069555 scopus 로고    scopus 로고
    • Toxicity of antiretroviral therapy and implications for drug development
    • Carr, A. Toxicity of antiretroviral therapy and implications for drug development. Nat. Rev. Drug Discovery 2003, 2, 624-634.
    • (2003) Nat. Rev. Drug Discovery , vol.2 , pp. 624-634
    • Carr, A.1
  • 19
    • 0346752006 scopus 로고    scopus 로고
    • Atazanavir: A novel azapeptide inhibitor of HIV-1 protease
    • Wang, F.; Ross, J. Atazanavir: a novel azapeptide inhibitor of HIV-1 protease. Formulary 2003, 38, 691-702.
    • (2003) Formulary , vol.38 , pp. 691-702
    • Wang, F.1    Ross, J.2
  • 21
    • 0021867665 scopus 로고
    • Inhibition of aspartic proteases by pepstatin and 3-methylstatine derivatives of pepstatin. Evidence for collected-substrate enzyme inhibition
    • Rich, D. H.; Bernatowicz, M. S.; Agarwal, N. S.; Kawai, M.; Salituro, F. G.; Schmidt, P. G. Inhibition of aspartic proteases by pepstatin and 3-methylstatine derivatives of pepstatin. Evidence for collected-substrate enzyme inhibition. Biochemistry 1985, 24, 3165-3173.
    • (1985) Biochemistry , vol.24 , pp. 3165-3173
    • Rich, D.H.1    Bernatowicz, M.S.2    Agarwal, N.S.3    Kawai, M.4    Salituro, F.G.5    Schmidt, P.G.6
  • 22
    • 0021982978 scopus 로고
    • Pepstatin-derived inhibitors of aspartic proteinases. A close look at an apparent transition-state analog inhibitor
    • Rich, D. H. Pepstatin-derived inhibitors of aspartic proteinases. A close look at an apparent transition-state analog inhibitor. J. Med. Chem. 1985, 28, 263-273.
    • (1985) J. Med. Chem. , vol.28 , pp. 263-273
    • Rich, D.H.1
  • 23
    • 0023037583 scopus 로고
    • Inhibition of cathepsin D by substrate analogs containing statine and by analogs of pepstatin
    • Agarwal, N. S.; Rich, D. H. Inhibition of cathepsin D by substrate analogs containing statine and by analogs of pepstatin. J. Med. Chem. 1986, 29, 2519-2524.
    • (1986) J. Med. Chem. , vol.29 , pp. 2519-2524
    • Agarwal, N.S.1    Rich, D.H.2
  • 24
    • 0023103145 scopus 로고
    • Synthesis of peptide-derived amino alcohols II. Synthetic methodology for the preparation of tertiary alcohols
    • Godfrey, J. D., Jr.; Gordon, E. M.; Von Langen, D. J. Synthesis of peptide-derived amino alcohols II. Synthetic methodology for the preparation of tertiary alcohols. Tetrahedron Lett. 1987, 28, 1603-1606.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 1603-1606
    • Godfrey Jr., J.D.1    Gordon, E.M.2    Von Langen, D.J.3
  • 28
    • 0028147531 scopus 로고
    • Highly diastereoselective reaction of a chiral, non-racemic amide enolate with (S)-glycidyl tosylate. Synthesis of the orally active HIV-1 protease inhibitor L-735,524
    • Askin, D.; Eng, K. K.; Rossen, K.; Purick, R. M.; Wells, K. M.; Volante, R. P.; Reider, P. J. Highly diastereoselective reaction of a chiral, non-racemic amide enolate with (S)-glycidyl tosylate. Synthesis of the orally active HIV-1 protease inhibitor L-735,524. Tetrahedron Lett. 1994, 35, 673-676.
    • (1994) Tetrahedron Lett , vol.35 , pp. 673-676
    • Askin, D.1    Eng, K.K.2    Rossen, K.3    Purick, R.M.4    Wells, K.M.5    Volante, R.P.6    Reider, P.J.7
  • 30
    • 0036499447 scopus 로고    scopus 로고
    • Enantioselective synthesis of phosphinyl peptidomimetics via an asymmetric Michael reaction of phosphinic acids with acrylate derivatives
    • Liu, X.; Hu, E.; Tian, X.; Mazur, A.; Ebetino, F. H. Enantioselective synthesis of phosphinyl peptidomimetics via an asymmetric Michael reaction of phosphinic acids with acrylate derivatives. J. Organomet. Chem. 2002, 646, 212-222.
    • (2002) J. Organomet. Chem. , vol.646 , pp. 212-222
    • Liu, X.1    Hu, E.2    Tian, X.3    Mazur, A.4    Ebetino, F.H.5
  • 32
    • 29144468657 scopus 로고
    • N-Nitrenes. IV. Synthesis of unsymmetrical bibenzyls
    • Savin, V. I. N-Nitrenes. IV. Synthesis of unsymmetrical bibenzyls. Zh. Org. Khim. 1992, 28, 43-50.
    • (1992) Zh. Org. Khim. , vol.28 , pp. 43-50
    • Savin, V.I.1
  • 33
    • 0036129256 scopus 로고    scopus 로고
    • Reaction of malondialdehyde-DNA adducts with hydrazines-development of a facile assay for quantification of malondialdehyde equivalents in DNA
    • Otteneder, M.; Plastaras, J. P.; Marnett, L. J. Reaction of malondialdehyde-DNA adducts with hydrazines-development of a facile assay for quantification of malondialdehyde equivalents in DNA. Chem. Res. Toxicol. 2002, 15, 312-318.
    • (2002) Chem. Res. Toxicol. , vol.15 , pp. 312-318
    • Otteneder, M.1    Plastaras, J.P.2    Marnett, L.J.3
  • 35
    • 33845378115 scopus 로고
    • 4-mediated nucleophilic openings of 2,3-epoxy alcohols. A mild procedure for regioselective ring-opening
    • 4-mediated nucleophilic openings of 2,3-epoxy alcohols. A mild procedure for regioselective ring-opening. J. Org. Chem. 1985, 50, 1557-1560.
    • (1985) J. Org. Chem. , vol.50 , pp. 1557-1560
    • Caron, M.1    Sharpless, K.B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.