메뉴 건너뛰기




Volumn 55, Issue 18, 2012, Pages 8128-8136

Anti-AIDS agents 90. novel C-28 modified bevirimat analogues as potent HIV maturation inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

2 (2 (2 (2 HYDROXYETHOXY)ETHOXY)ETHOXY)ETHYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; 2 (2 (2 (2 O TERT BUTYLDIMETHYLSILYLETHOXY)ETHOXY)ETHOXY) ETHYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; 3 BETA METHOXYETHOXYMETHOXYBETULINIC ACID; 3 BETA METHOXYMETHOXYBETULINIC ACID; 3' PHENYLPROPYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; BEVIRIMAT; ETHYL O [3 BETA HYDROXYLUP 20(29) EN 28 OYL] 6 HEXANOATE; ETHYL O [3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OYL] 6 HEXANOATE; HEXYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; HEXYL 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; METHOXYETHOXYMETHYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; METHOXYETHOXYMETHYL 3 BETA METHOXYETHOXYMETHOXYLUP 20(29) EN 28 OATE; METHOXYETHOXYMETHYL 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; METHOXYMETHYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; METHOXYMETHYL 3 BETA METHOXYMETHOXYLUP 20(29) EN 28 OATE; METHOXYMETHYL 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; METHYL N [3 BETA ACETOXYLUP 20(29) EN 28 OYL] 4 PIPERAZINEBUTANOATE; METHYL N [3 BETA ACETOXYLUP 20(29) EN 28 OYL] 5 PIPERAZINEPENTANOATE; N [3 BETA HYDROXYLUP 20(29) EN 28 OYL] 4 PIPERAZINEBUTYRIC ACID; N [3 BETA HYDROXYLUP 20(29) EN 28 OYL] 5 PIPERAZINEPENTANOIC ACID; N SUCCINIMIDE 3 BETA HYDROXYLUP 20(29) EN 28 OATE; N SUCCINIMIDE 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; OCTYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; PIPERAZINE; PIPERIDINE DERIVATIVE; PROP 2' YNYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; PROP 2' YNYL 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; PROPYL 3 BETA HYDROXYLUP 20(29) EN 28 OATE; PROPYL 3 BETA O (3',3' DIMETHYLSUCCINYL)LUP 20(29) EN 28 OATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84866879469     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm301040s     Document Type: Article
Times cited : (54)

References (28)
  • 1
    • 18744416007 scopus 로고    scopus 로고
    • Highly active antiretroviral therapy: Current state of the art, new agents and their pharmacological interactions useful for improving therapeutic outcome
    • Barbaro, G.; Scozzafava, A.; Mastrolorenzo, A.; Supuran, C. T. Highly active antiretroviral therapy: current state of the art, new agents and their pharmacological interactions useful for improving therapeutic outcome Curr. Pharm. Des. 2005, 11, 1805-1843
    • (2005) Curr. Pharm. Des. , vol.11 , pp. 1805-1843
    • Barbaro, G.1    Scozzafava, A.2    Mastrolorenzo, A.3    Supuran, C.T.4
  • 2
    • 0028874048 scopus 로고
    • Rapid turnover of plasma virions and CD4 lymphocytes in HIV-1 infection
    • Ho, D. D.; Neumann, A. U.; Perelson, A. S.; Chen, W.; Leonard, J. M.; Markowitz, M. Rapid turnover of plasma virions and CD4 lymphocytes in HIV-1 infection Nature 1995, 373, 123-126
    • (1995) Nature , vol.373 , pp. 123-126
    • Ho, D.D.1    Neumann, A.U.2    Perelson, A.S.3    Chen, W.4    Leonard, J.M.5    Markowitz, M.6
  • 3
  • 5
    • 84872428999 scopus 로고    scopus 로고
    • World Health Organization (accessed)
    • World Health Organization. Health Topics: HIV/AIDS. http://www.who.int/ topics/hiv-aids/en/ (accessed 2011).
    • (2011) Health Topics: HIV/AIDS
  • 10
    • 0035997916 scopus 로고    scopus 로고
    • Goals and milestones during treatment of HIV-1 infection with antiretroviral therapy: A pathogenesis-based perspective
    • Louie, M.; Markowitz, M. Goals and milestones during treatment of HIV-1 infection with antiretroviral therapy: a pathogenesis-based perspective Antiviral Res. 2002, 55, 15-25
    • (2002) Antiviral Res. , vol.55 , pp. 15-25
    • Louie, M.1    Markowitz, M.2
  • 12
    • 0028176540 scopus 로고
    • Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids
    • Fujioka, T.; Kashiwada, Y.; Kilkuskie, R. E.; Cosentino, L. M.; Ballas, L. M.; Jiang, J. B.; Janzen, W. P.; Chen, I. S.; Lee, K. H. Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids J. Nat. Prod. 1994, 57, 243-247
    • (1994) J. Nat. Prod. , vol.57 , pp. 243-247
    • Fujioka, T.1    Kashiwada, Y.2    Kilkuskie, R.E.3    Cosentino, L.M.4    Ballas, L.M.5    Jiang, J.B.6    Janzen, W.P.7    Chen, I.S.8    Lee, K.H.9
  • 14
  • 16
    • 79953248084 scopus 로고    scopus 로고
    • Anti-AIDS Agents 76. from Natural Product to Clinical Trials: Bevirimat, a Plant-Derived Anti-AIDS Drug
    • Buss, T. Butler, M. Biomolecular Sciences Series; Royal Society of Chemistry: Cambridge, U.K.
    • Qian, K.; Nitz, T. J.; Yu, D.; Allaway, G. P.; Morris-Natschke, S. L.; Lee, K. H. Anti-AIDS Agents 76. From Natural Product to Clinical Trials: Bevirimat, a Plant-Derived Anti-AIDS Drug. In Natural Product Chemistry for Drug Discoverys; Buss, T.; Butler, M., Eds.; Biomolecular Sciences Series; Royal Society of Chemistry: Cambridge, U.K., 2009; pp 374-391.
    • (2009) Natural Product Chemistry for Drug Discoverys , pp. 374-391
    • Qian, K.1    Nitz, T.J.2    Yu, D.3    Allaway, G.P.4    Morris-Natschke, S.L.5    Lee, K.H.6
  • 17
    • 34948888180 scopus 로고    scopus 로고
    • Phase i and II study of the safety, virologic effect, and pharmacokinetics/pharmacodynamics of single-dose 3- O -(3′,3′- dimethylsuccinyl)betulinic acid (bevirimat) against human immunodeficiency virus infection
    • Smith, P. F.; Ogundele, A.; Forrest, A.; Wilton, J.; Salzwedel, K.; Doto, J.; Allaway, G. P.; Martin, D. E. Phase I and II study of the safety, virologic effect, and pharmacokinetics/pharmacodynamics of single-dose 3- O -(3′,3′-dimethylsuccinyl)betulinic acid (bevirimat) against human immunodeficiency virus infection Antimicrob. Agents Chemother. 2007, 51, 3574-3581
    • (2007) Antimicrob. Agents Chemother. , vol.51 , pp. 3574-3581
    • Smith, P.F.1    Ogundele, A.2    Forrest, A.3    Wilton, J.4    Salzwedel, K.5    Doto, J.6    Allaway, G.P.7    Martin, D.E.8
  • 18
    • 34347370621 scopus 로고    scopus 로고
    • Multiple-dose pharmacokinetics and safety of bevirimat, a novel inhibitor of HIV maturation, in healthy volunteers
    • Martin, D. E.; Blum, R.; Doto, J.; Galbraith, H.; Ballow, C. Multiple-dose pharmacokinetics and safety of bevirimat, a novel inhibitor of HIV maturation, in healthy volunteers Clin. Pharmacokinet. 2007, 46, 589-598
    • (2007) Clin. Pharmacokinet. , vol.46 , pp. 589-598
    • Martin, D.E.1    Blum, R.2    Doto, J.3    Galbraith, H.4    Ballow, C.5
  • 19
    • 34948903088 scopus 로고    scopus 로고
    • Safety and pharmacokinetics of bevirimat (PA-457), a novel inhibitor of human immunodeficiency virus maturation, in healthy volunteers
    • Martin, D. E.; Blum, R.; Wilton, J.; Doto, J.; Galbraith, H.; Burgess, G. L.; Smith, P. C.; Ballow, C. Safety and pharmacokinetics of bevirimat (PA-457), a novel inhibitor of human immunodeficiency virus maturation, in healthy volunteers Antimicrob. Agents Chemother. 2007, 51, 3063-3066
    • (2007) Antimicrob. Agents Chemother. , vol.51 , pp. 3063-3066
    • Martin, D.E.1    Blum, R.2    Wilton, J.3    Doto, J.4    Galbraith, H.5    Burgess, G.L.6    Smith, P.C.7    Ballow, C.8
  • 20
    • 84872430157 scopus 로고    scopus 로고
    • http://investor.myriad.com/releasedetail.cfm?ReleaseID=360258.
  • 21
    • 32844457052 scopus 로고    scopus 로고
    • Synthesis and anti-HIV activity of bi-functional betulinic acid derivatives
    • Huang, L.; Ho, P.; Lee, K. H.; Chen, C. H. Synthesis and anti-HIV activity of bi-functional betulinic acid derivatives Bioorg. Med. Chem. 2006, 14, 2279-2289
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 2279-2289
    • Huang, L.1    Ho, P.2    Lee, K.H.3    Chen, C.H.4
  • 22
    • 62249117803 scopus 로고    scopus 로고
    • HIV entry inhibitors and their potential in HIV therapy
    • Qian, K.; Morris-Natschke, S. L.; Lee, K. H. HIV entry inhibitors and their potential in HIV therapy Med. Res. Rev. 2009, 29, 369-393
    • (2009) Med. Res. Rev. , vol.29 , pp. 369-393
    • Qian, K.1    Morris-Natschke, S.L.2    Lee, K.H.3
  • 23
    • 66249103295 scopus 로고    scopus 로고
    • Anti-AIDS agents. 78. Design, synthesis, metabolic stability assessment, and antiviral evaluation of novel betulinic acid derivatives as potent anti-human immunodeficiency virus (HIV) agents
    • Qian, K.; Yu, D.; Chen, C. H.; Huang, L.; Morris-Natschke, S. L.; Nitz, T. J.; Salzwedel, K.; Reddick, M.; Allaway, G. P.; Lee, K. H. Anti-AIDS agents. 78. Design, synthesis, metabolic stability assessment, and antiviral evaluation of novel betulinic acid derivatives as potent anti-human immunodeficiency virus (HIV) agents J. Med. Chem. 2009, 52, 3248-3258
    • (2009) J. Med. Chem. , vol.52 , pp. 3248-3258
    • Qian, K.1    Yu, D.2    Chen, C.H.3    Huang, L.4    Morris-Natschke, S.L.5    Nitz, T.J.6    Salzwedel, K.7    Reddick, M.8    Allaway, G.P.9    Lee, K.H.10
  • 24
    • 34047131109 scopus 로고    scopus 로고
    • The design and synthesis of highly branched and spherically symmetric fluorinated oils and amphiles
    • Jiang, Z. X.; Yu, Y. B. The design and synthesis of highly branched and spherically symmetric fluorinated oils and amphiles Tetrahedron 2007, 63, 3982-3988
    • (2007) Tetrahedron , vol.63 , pp. 3982-3988
    • Jiang, Z.X.1    Yu, Y.B.2
  • 25
    • 27144437223 scopus 로고    scopus 로고
    • F-18 polyethyleneglycol stilbenes as PET imaging agents targeting Aβ aggregates in the brain
    • Zhang, W.; Oya, S.; Kung, M. P.; Hou, C.; Maier, D. L.; Kung, H. F. F-18 polyethyleneglycol stilbenes as PET imaging agents targeting Aβ aggregates in the brain Nucl. Med. Biol. 2005, 32, 799-809
    • (2005) Nucl. Med. Biol. , vol.32 , pp. 799-809
    • Zhang, W.1    Oya, S.2    Kung, M.P.3    Hou, C.4    Maier, D.L.5    Kung, H.F.6
  • 26
    • 0035909909 scopus 로고    scopus 로고
    • The role of the third beta strand in gp120 conformation and neutralization sensitivity of the HIV-1 primary isolate DH012
    • Zhu, C. B.; Zhu, L.; Holz-Smith, S.; Matthews, T. J.; Chen, C. H. The role of the third beta strand in gp120 conformation and neutralization sensitivity of the HIV-1 primary isolate DH012 Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 15227-15232
    • (2001) Proc. Natl. Acad. Sci. U.S.A. , vol.98 , pp. 15227-15232
    • Zhu, C.B.1    Zhu, L.2    Holz-Smith, S.3    Matthews, T.J.4    Chen, C.H.5
  • 27
    • 77951105934 scopus 로고    scopus 로고
    • Anti-AIDS agents 81. Design, synthesis, and structure-activity relationship study of betulinic acid and moronic acid derivatives as potent HIV maturation inhibitors
    • Qian, K.; Kuo, R. Y.; Chen, C. H.; Huang, L.; Morris-Natschke, S. L.; Lee, K. H. Anti-AIDS agents 81. Design, synthesis, and structure-activity relationship study of betulinic acid and moronic acid derivatives as potent HIV maturation inhibitors J. Med. Chem. 2010, 53, 3133-3141
    • (2010) J. Med. Chem. , vol.53 , pp. 3133-3141
    • Qian, K.1    Kuo, R.Y.2    Chen, C.H.3    Huang, L.4    Morris-Natschke, S.L.5    Lee, K.H.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.