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Volumn 79, Issue 2, 2012, Pages 157-165

Bicyclic Hydroxy-1H-pyrrolopyridine-trione Containing HIV-1 Integrase Inhibitors

Author keywords

Drug discovery; Mechanism based drug design; Nonpeptide

Indexed keywords

2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 4 (HYDROXYMETHYL) 1H PYRROLO[3,4 C]PYRIDINE 1,3,6(2H,5H)TRIONE; 2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 4 ISOBUTYL 5 ISOPROPYL 1H PYRROLO[3,4 C]PYRIDINE 1,3,6(2H,5H)TRIONE; 2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 4 METHYL 5 PHENYL 1H PYRROLO[3,4 C]PYRIDINE 1,3,6(2H,5H)TRIONE; 2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 4,5 DIMETHYL 1H PYRROLO[3,4 C]PYRIDINE 1,3,6(2H,5H)TRIONE; 4,5 DIHYDROXY 1H ISOINDOLE 1,3(2H)DIONE; [2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 1,3,6 TRIOXO 2,3,5,6 TETRAHYDRO 1H PYRROLO[3,4 C]PYRIDIN 4 YL]METHYL ACETATE; [2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 5 ISOPROPYL 1,3,6 TRIOXO 2,3,5,6 TETRAHYDRO 1H PYRROLO[3,4 C]PYRIDIN 4 YL]METHYL ACETATE; BICYCLIC HYDROXY 1H PYRROLOPYRIDINE TRIONE; INTEGRASE INHIBITOR; METHYL 3 [2 (3 CHLORO 4 FLUOROBENZYL) 7 HYDROXY 5 ISOPROPYL 1,3,6 TRIOXO 2,3,5,6 TETRAHYDRO 1H PYRROLO[3,4 C]PYRIDIN 4 YL]PROPANOATE; MK 0536; RALTEGRAVIR; UNCLASSIFIED DRUG;

EID: 84855422942     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2011.01270.x     Document Type: Article
Times cited : (29)

References (26)
  • 2
    • 14644420930 scopus 로고    scopus 로고
    • Interfacial inhibition of macromolecular interactions: nature's paradigm for drug discovery
    • Pommier Y., Cherfils J. (2005) Interfacial inhibition of macromolecular interactions: nature's paradigm for drug discovery. Trends Pharmacol Sci;26:138-145.
    • (2005) Trends Pharmacol Sci , vol.26 , pp. 138-145
    • Pommier, Y.1    Cherfils, J.2
  • 3
    • 38949110763 scopus 로고    scopus 로고
    • Raltegravir (mk-0518): a novel integrase inhibitor for the treatment of HIV infection
    • Anker M., Corales R.B. (2008) Raltegravir (mk-0518): a novel integrase inhibitor for the treatment of HIV infection. Expert Opin Investig Drugs;17:97-103.
    • (2008) Expert Opin Investig Drugs , vol.17 , pp. 97-103
    • Anker, M.1    Corales, R.B.2
  • 4
    • 52449097240 scopus 로고    scopus 로고
    • Discovery of raltegravir, a potent, selective orally bioavailable HIV-integrase inhibitor for the treatment of HIV-AIDS infection
    • Summa V., Petrocchi A., Bonelli F., Crescenzi B., Donghi M., Ferrara M., Fiore F. et al. (2008) Discovery of raltegravir, a potent, selective orally bioavailable HIV-integrase inhibitor for the treatment of HIV-AIDS infection. J Med Chem;51:5843-5855.
    • (2008) J Med Chem , vol.51 , pp. 5843-5855
    • Summa, V.1    Petrocchi, A.2    Bonelli, F.3    Crescenzi, B.4    Donghi, M.5    Ferrara, M.6    Fiore, F.7
  • 5
    • 61449189645 scopus 로고    scopus 로고
    • Anti-HIV drugs: 25 compounds approved within 25years after the discovery of HIV
    • De Clercq E. (2009) Anti-HIV drugs: 25 compounds approved within 25years after the discovery of HIV. Int J Antimicrob Agents;33:307-320.
    • (2009) Int J Antimicrob Agents , vol.33 , pp. 307-320
    • De Clercq, E.1
  • 7
    • 56849131000 scopus 로고    scopus 로고
    • Advances in two-metal chelation inhibitors of HIV integrase
    • Johns B.A., Svolto A.C. (2008) Advances in two-metal chelation inhibitors of HIV integrase. Expert Opin Ther Pat;18:1225-1237.
    • (2008) Expert Opin Ther Pat , vol.18 , pp. 1225-1237
    • Johns, B.A.1    Svolto, A.C.2
  • 8
    • 77949365510 scopus 로고    scopus 로고
    • Retroviral intasome assembly and inhibition of DNA strand transfer
    • Hare S., Gupta S.S., Valkov E., Engelman A., Cherepanov P. (2010) Retroviral intasome assembly and inhibition of DNA strand transfer. Nature;464:232-236.
    • (2010) Nature , vol.464 , pp. 232-236
    • Hare, S.1    Gupta, S.S.2    Valkov, E.3    Engelman, A.4    Cherepanov, P.5
  • 9
    • 79953124784 scopus 로고    scopus 로고
    • Structural insights into the retroviral DNA integration apparatus
    • Cherepanov P., Maertens G.N., Hare S. (2011) Structural insights into the retroviral DNA integration apparatus. Curr Opin Struct Biol;21:249-256.
    • (2011) Curr Opin Struct Biol , vol.21 , pp. 249-256
    • Cherepanov, P.1    Maertens, G.N.2    Hare, S.3
  • 10
    • 51549116289 scopus 로고    scopus 로고
    • Comparison of raltegravir and elvitegravir on HIV-1 integrase catalytic reactions and on a series of drug-resistant integrase mutants
    • Marinello J., Marchand C., Mott B.T., Bain A., Thomas C.J., Pommier Y. (2008) Comparison of raltegravir and elvitegravir on HIV-1 integrase catalytic reactions and on a series of drug-resistant integrase mutants. Biochemistry;47:9345-9354.
    • (2008) Biochemistry , vol.47 , pp. 9345-9354
    • Marinello, J.1    Marchand, C.2    Mott, B.T.3    Bain, A.4    Thomas, C.J.5    Pommier, Y.6
  • 11
    • 70350666377 scopus 로고    scopus 로고
    • Loss of raltegravir susceptibility by human immunodeficiency virus type 1 is conferred via multiple nonoverlapping genetic pathways
    • Fransen S., Gupta S., Danovich R., Hazuda D., Miller M., Witmer M., Petropoulos C.J., Huang W. (2009) Loss of raltegravir susceptibility by human immunodeficiency virus type 1 is conferred via multiple nonoverlapping genetic pathways. J Virol;83:11440-11446.
    • (2009) J Virol , vol.83 , pp. 11440-11446
    • Fransen, S.1    Gupta, S.2    Danovich, R.3    Hazuda, D.4    Miller, M.5    Witmer, M.6    Petropoulos, C.J.7    Huang, W.8
  • 12
    • 39749089270 scopus 로고    scopus 로고
    • Design and synthesis of bicyclic pyrimidinones as potent and orally bioavailable HIV-1 integrase inhibitors
    • Muraglia E., Kinzel O., Gardelli C., Crescenzi B., Donghi M., Ferrara M., Nizi E. et al. (2008) Design and synthesis of bicyclic pyrimidinones as potent and orally bioavailable HIV-1 integrase inhibitors. J Med Chem;51:861-874.
    • (2008) J Med Chem , vol.51 , pp. 861-874
    • Muraglia, E.1    Kinzel, O.2    Gardelli, C.3    Crescenzi, B.4    Donghi, M.5    Ferrara, M.6    Nizi, E.7
  • 16
    • 65349190685 scopus 로고    scopus 로고
    • Examination of halogen substituent effects on HIV-1 integrase inhibitors derived from 2,3-dihydro-6,7-dihydroxy-1H-isoindol-1-ones and 4,5-dihydroxy-1H-isoindole-1,3(2H)-diones
    • Zhao X.Z., Maddali K., Vu B.C., Marchand C., Hughes Stephen H., Pommier Y., Burke Terrence R. Jr (2009) Examination of halogen substituent effects on HIV-1 integrase inhibitors derived from 2, 3-dihydro-6, 7-dihydroxy-1H-isoindol-1-ones and 4, 5-dihydroxy-1H-isoindole-1, 3(2H)-diones. Bioorg Med Chem Lett;19:2714-2717.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 2714-2717
    • Zhao, X.Z.1    Maddali, K.2    Vu, B.C.3    Marchand, C.4    Hughes Stephen, H.5    Pommier, Y.6    Burke Terrence Jr, R.7
  • 18
    • 0033583275 scopus 로고    scopus 로고
    • Synthesis of substituted 2-pyridones via the Pummerer cyclization' deprotonation' cycloaddition cascade of imidosulfoxides
    • Padwa A., Heidelbaugh T.M., Kuethe J.T. (1999) Synthesis of substituted 2-pyridones via the Pummerer cyclization' deprotonation' cycloaddition cascade of imidosulfoxides. J Org Chem;64:2038-2049.
    • (1999) J Org Chem , vol.64 , pp. 2038-2049
    • Padwa, A.1    Heidelbaugh, T.M.2    Kuethe, J.T.3
  • 20
    • 0034692178 scopus 로고    scopus 로고
    • Structure-activity relationships and binding mode of styrylquinolines as potent inhibitors of HIV-1 integrase and replication of HIV-1 in cell culture
    • Zouhiri F., Mouscadet J.-F., Mekouar K., Desmaele D., Savourr D., Leh H., Subra F., Le Bret M., Auclair C., d'Angelo J. (2000) Structure-activity relationships and binding mode of styrylquinolines as potent inhibitors of HIV-1 integrase and replication of HIV-1 in cell culture. J Med Chem;43:1533-1540.
    • (2000) J Med Chem , vol.43 , pp. 1533-1540
    • Zouhiri, F.1    Mouscadet, J.-F.2    Mekouar, K.3    Desmaele, D.4    Savourr, D.5    Leh, H.6    Subra, F.7    Le Bret, M.8    Auclair, C.9    d'Angelo, J.10
  • 21
    • 0034697264 scopus 로고    scopus 로고
    • Using the Pummerer cyclization' deprotonation' cycloaddition cascade of imidosulfoxides for alkaloid synthesis
    • Padwa A., Heidelbaugh T.M., Kuethe J.T. (2000) Using the Pummerer cyclization' deprotonation' cycloaddition cascade of imidosulfoxides for alkaloid synthesis. J Org Chem;65:2368-2378.
    • (2000) J Org Chem , vol.65 , pp. 2368-2378
    • Padwa, A.1    Heidelbaugh, T.M.2    Kuethe, J.T.3
  • 22
    • 77949919965 scopus 로고    scopus 로고
    • Raltegravir: in treatment-naive patients with HIV-1 infection
    • Croxtall J.D., Scott L.J. (2010) Raltegravir: in treatment-naive patients with HIV-1 infection. Drugs;70:631-642.
    • (2010) Drugs , vol.70 , pp. 631-642
    • Croxtall, J.D.1    Scott, L.J.2
  • 24
    • 77951859479 scopus 로고    scopus 로고
    • Integrase illuminated
    • Cherepanov P. (2010) Integrase illuminated. EMBO Rep;11:328.
    • (2010) EMBO Rep , vol.11 , pp. 328
    • Cherepanov, P.1
  • 26
    • 58149530463 scopus 로고    scopus 로고
    • Mechanism by which the HIV integrase active-site mutation N155H confers resistance to raltegravir
    • Grobler J.A., Stillmock K.A., Miller M.D., Hazuda D.J. (2008) Mechanism by which the HIV integrase active-site mutation N155H confers resistance to raltegravir. Antivir Ther;13:A41.
    • (2008) Antivir Ther , vol.13
    • Grobler, J.A.1    Stillmock, K.A.2    Miller, M.D.3    Hazuda, D.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.