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Volumn 57, Issue 7, 2014, Pages 2895-2907

1,2,3,4,8,9,10,11-Octahydrobenzo[j]phenanthridine-7,12-diones as new leads against Mycobacterium tuberculosis

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 (3 BROMO 2,5 DIMETHOXYPHENYL) 1,3 DIOXOLANE; 2 (5,8 DIMETHOXY 1,2,3,4 TETRAHYDRO 1,4 EPOXYNAPHTHALEN 6 YL) 1,3 DIOXOLANE; 2 (5,8 DIMETHOXY 1,2,3,4 TETRAHYDRO 1,4 ETHANONAPHTHALEN 6YL) 1,3 DIOXOLANE; 2 (5,8 DIMETHOXY 1,2,3,4 TETRAHYDRO 1,4 METHANONAPHTHALEN 6YL) 1,3 DIOXOLANE; 2 (5,8 DIMETHOXY 1,4 DIHYDRO 1,4 EPOXYNAPHTHALEN 6 YL) 1,3 DIOXOLANE; 2 ETHYOXYCARBONYL 1,2,3,4,8,9,10,11 OCTAHYDRO 8,11 EHTANOBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 ETHYOXYCARBONYL 1,2,3,4,8,9,10,11 OCTAHYDRO 8,11 METHANOBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 METHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 TERT BUTOXYCARBONYL 1,2,3,4,8,9,10,11 OCTAHYDRO 2 AZA 8,11 METHANOBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 TERT BUTYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 TERT BUTYL 1,2,3,4,8,9,10,11 OCTAHYDRO 8,11 EPOXYBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 TERT BUTYL 1,2,3,4,8,9,10,11 OCTAHYDRO 8,11 ETHANOBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2 TERT BUTYL 1,2,3,4,8,9,10,11 OCTAHYDRO 8,11 METHANOBENZO[J]PHENANTHRIDINE 7,12 DIONE; 2,6 DIMETHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 3 METHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 3,6 DIMETHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 4 METHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 4,6 DIMETHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; 6 (1,3 DIOXOLAN 2 YL) 1,2,3,4 TETRAHYDRO 1,4 EPOXYNAPHTHALENE 5,8 DIONE; 6 (1,3 DIOXOLAN 2 YL) 1,2,3,4 TETRAHYDRO 1,4 ETHANONAPHTHALENE 5,8 DIONE; 6 (1,3 DIOXOLAN 2 YL) 1,2,3,4 TETRAHYDRO 1,4 METHANONAPHTHALENE 5,8 DIONE; 6 METHYL 1,2,3,4 TETRAHYDROBENZO[J]PHENANTHRIDINE 7,12 DIONE; ANTIMYCOBACTERIAL AGENT; PHENANTHRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84898469844     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm401735w     Document Type: Article
Times cited : (43)

References (42)
  • 1
    • 84879515676 scopus 로고    scopus 로고
    • Evolution of Mycobacterium tuberculosis
    • Bher, M. A. Evolution of Mycobacterium tuberculosis Adv. Exp. Med. Biol. 2013, 783, 81-91
    • (2013) Adv. Exp. Med. Biol. , vol.783 , pp. 81-91
    • Bher, M.A.1
  • 2
    • 84875811772 scopus 로고    scopus 로고
    • The evolutionary pressures that have molded Mycobacterium tuberculosis into an infectious adjuvant
    • Russel, D the evolutionary pressures that have molded Mycobacterium tuberculosis into an infectious adjuvant Curr. Opin. Microbiol. 2013, 16, 78-84
    • (2013) Curr. Opin. Microbiol. , vol.16 , pp. 78-84
    • Russel, D.1
  • 4
    • 79251589638 scopus 로고    scopus 로고
    • The challenge of new drug discovery for tuberculosis
    • Koul, A.; Arnoult, E.; Lounis, N.; Guillemont, J.; Andries, K the challenge of new drug discovery for tuberculosis Nature 2011, 469, 483-490
    • (2011) Nature , vol.469 , pp. 483-490
    • Koul, A.1    Arnoult, E.2    Lounis, N.3    Guillemont, J.4    Andries, K.5
  • 5
    • 0041402773 scopus 로고    scopus 로고
    • Immune evasion by Mycobacterium tuberculosis: Living with the enemy
    • Flynn, J. L. Immune evasion by Mycobacterium tuberculosis: living with the enemy Curr. Opin. Immunol. 2003, 15, 450-455
    • (2003) Curr. Opin. Immunol. , vol.15 , pp. 450-455
    • Flynn, J.L.1
  • 6
    • 0028061607 scopus 로고
    • Mycobacterial cell wall: Structure and role in natural resistance to antibiotics
    • Jarlier, V.; Nikaido, H. Mycobacterial cell wall: Structure and role in natural resistance to antibiotics FEMS Microbiol. Lett. 1994, 123, 11-18
    • (1994) FEMS Microbiol. Lett. , vol.123 , pp. 11-18
    • Jarlier, V.1    Nikaido, H.2
  • 7
    • 0027318976 scopus 로고
    • Pathogenesis of tuberculosis: Interaction of Mycobacterium tuberculosis with macrophages
    • McDonough, K. A.; Kress, Y.; Bloom, R.B. Pathogenesis of tuberculosis: Interaction of Mycobacterium tuberculosis with macrophages Infect. Immun. 1993, 61, 2763-2773
    • (1993) Infect. Immun. , vol.61 , pp. 2763-2773
    • McDonough, K.A.1    Kress, Y.2    Bloom . R, B.3
  • 9
    • 0031862229 scopus 로고    scopus 로고
    • Multidrug-resistant Mycobacterium tuberculosis: Molecular perspectives
    • Rattan, A.; Kalai, A.; Ahmad, N. Multidrug-resistant Mycobacterium tuberculosis: Molecular perspectives PMC 1998, 4, 195-209
    • (1998) PMC , vol.4 , pp. 195-209
    • Rattan, A.1    Kalai, A.2    Ahmad, N.3
  • 11
    • 68849127471 scopus 로고    scopus 로고
    • Emergence of new forms of totally drug-resistant tuberculosis bacilli: Super extensively drug-resistant tuberculosis or totally drug-resistant strains in iran
    • Velayati, A. A.; Masjedi, M. R.; Farnia, P.; Tabarsi, P.; Ghanavi, J.; Ziazarifi, A. H.; Hoffner, S. E. Emergence of new forms of totally drug-resistant tuberculosis bacilli: Super extensively drug-resistant tuberculosis or totally drug-resistant strains in iran CHEST. 2009, 136, 420-425
    • (2009) CHEST. , vol.136 , pp. 420-425
    • Velayati, A.A.1    Masjedi, M.R.2    Farnia, P.3    Tabarsi, P.4    Ghanavi, J.5    Ziazarifi, A.H.6    Hoffner, S.E.7
  • 12
    • 33750629139 scopus 로고    scopus 로고
    • Extensively drug-resistant tuberculosis as a cause of death in patients co-infected with tuberculosis and HIV in a rural area of South Africa
    • Gandi, N. R.; Moll, A.; Strum, W. A.; Pawinski, R.; Govender, T.; Lallo, U.; Zeller, K.; Andrew, J.; Friedland, G. Extensively drug-resistant tuberculosis as a cause of death in patients co-infected with tuberculosis and HIV in a rural area of South Africa Lancet 2006, 4, 1575-1580
    • (2006) Lancet , vol.4 , pp. 1575-1580
    • Gandi, N.R.1    Moll, A.2    Strum, W.A.3    Pawinski, R.4    Govender, T.5    Lallo, U.6    Zeller, K.7    Andrew, J.8    Friedland, G.9
  • 14
    • 0012746992 scopus 로고    scopus 로고
    • The Growing Burden of Tuberculosis Global Trends and Interactions with the HIV Epidemic
    • Corbett, E. L.; Watt, C. J.; Walker, N.; Maher, D.; William, B. G.; Raviglione, M. C.; Dye, C the Growing Burden of Tuberculosis Global Trends and Interactions With the HIV Epidemic JAMA. 2003, 163, 1009-1021
    • (2003) JAMA. , vol.163 , pp. 1009-1021
    • Corbett, E.L.1    Watt, C.J.2    Walker, N.3    Maher, D.4    William, B.G.5    Raviglione, M.C.6    Dye, C.7
  • 18
    • 84868159194 scopus 로고    scopus 로고
    • Synthesis and antitumor evaluation of 6-Aryl-substituted benzo[ j ]phenanthridine- and benzo[ g ]pyrimido[4,5- c ]isoquinolinequinones
    • Iribarra, J.; Vásquez, D.; Theoduloz, C.; Benites, J.; Ríos, D.; Valderrama, J. Synthesis and antitumor evaluation of 6-Aryl-substituted benzo[ j ]phenanthridine- and benzo[ g ]pyrimido[4,5- c ]isoquinolinequinones Molecules 2012, 17, 11616-11629
    • (2012) Molecules , vol.17 , pp. 11616-11629
    • Iribarra, J.1    Vásquez, D.2    Theoduloz, C.3    Benites, J.4    Ríos, D.5    Valderrama, J.6
  • 20
    • 2942516524 scopus 로고    scopus 로고
    • Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity
    • Collet, S. C.; Rémi, J.-F.; Cariou, C.; Laïb, S.; Guingant, A. Y.; Quang Vu, N.; Dujardin, G. Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity Tetrahedron Lett. 2004, 45, 4911-4915
    • (2004) Tetrahedron Lett. , vol.45 , pp. 4911-4915
    • Collet, S.C.1    Rémi, J.-F.2    Cariou, C.3    Laïb, S.4    Guingant, A.Y.5    Quang Vu, N.6    Dujardin, G.7
  • 21
    • 0032532804 scopus 로고    scopus 로고
    • One-pot preparation of 1H-naphtho[2,3-c]pyran-5,10-diones and its application to concise total synthesis of (±)-eleutherin and (±)-isoeleutherin
    • Kobayashi, K.; Uchida, M.; Uneda, T.; Tanmatsu, M.; Morikawa, O.; Konishi, H. One-pot preparation of 1H-naphtho[2,3-c]pyran-5,10-diones and its application to concise total synthesis of (±)-eleutherin and (±)-isoeleutherin Tetrahedron Lett. 1998, 7725-7728
    • (1998) Tetrahedron Lett. , pp. 7725-7728
    • Kobayashi, K.1    Uchida, M.2    Uneda, T.3    Tanmatsu, M.4    Morikawa, O.5    Konishi, H.6
  • 23
    • 77955424863 scopus 로고    scopus 로고
    • Short synthesis of functionalized pentalongin derivatives using pyridinium ylid chemistry
    • Claes, P.; Jacobs, J.; Claessens, S.; De Kimpe, N. Short synthesis of functionalized pentalongin derivatives using pyridinium ylid chemistry Tetrahedron 2010, 66, 7088-7096
    • (2010) Tetrahedron , vol.66 , pp. 7088-7096
    • Claes, P.1    Jacobs, J.2    Claessens, S.3    De Kimpe, N.4
  • 24
  • 25
    • 84897446773 scopus 로고    scopus 로고
    • 2,4-dialkyl-8,9,10,11-tetrahydrobenzo[ g ]pyrimido[4,5- c ]isoquinoline-1,3,7,12(2 H,4 H)-tetraones as new leads against Mycobacterium tuberculosis
    • EJMECH 6807, accepted for publication.
    • Claes, P.; Cappoen, D.; Uythethofken, C.; Jacobs, J.; Mertens, B.; Mathys, V.; Verschaeve, L.; Huygen, K.; De Kimpe, N. 2,4-dialkyl-8,9,10,11- tetrahydrobenzo[ g ]pyrimido[4,5- c ]isoquinoline-1,3,7,12(2 H,4 H)-tetraones as new leads against Mycobacterium tuberculosis. Eur. J. Med. Chem. 2014, EJMECH 6807, accepted for publication.
    • (2014) Eur. J. Med. Chem.
    • Claes, P.1    Cappoen, D.2    Uythethofken, C.3    Jacobs, J.4    Mertens, B.5    Mathys, V.6    Verschaeve, L.7    Huygen, K.8    De Kimpe, N.9
  • 26
    • 0032767290 scopus 로고    scopus 로고
    • Assessment of immunity to mycobacterial infection with luciferase reporter construct
    • Snewin, V. A.; Gares, M. P.; Gaora, P. O.; Hasan, Z.; Brown, D.; Young, D. B. Assessment of immunity to mycobacterial infection with luciferase reporter construct Infect. Immun. 1999, 67, 4586-4593
    • (1999) Infect. Immun. , vol.67 , pp. 4586-4593
    • Snewin, V.A.1    Gares, M.P.2    Gaora, P.O.3    Hasan, Z.4    Brown, D.5    Young, D.B.6
  • 30
    • 50249171227 scopus 로고    scopus 로고
    • Neutral red uptake assay for the estimation of cell viability/ cytotoxicity
    • Repetto, G.; del Peso, A.; Zurita, J. L. Neutral red uptake assay for the estimation of cell viability/cytotoxicity Nat. Protoc. 2008, 3, 1125-1131
    • (2008) Nat. Protoc. , vol.3 , pp. 1125-1131
    • Repetto, G.1    Del Peso, A.2    Zurita, J.L.3
  • 32
    • 79957486486 scopus 로고    scopus 로고
    • Mycobacterium bovis lipids: Virulence and vaccines
    • Hotter, G. S.; Collins, D. M. Mycobacterium bovis lipids: virulence and vaccines Vet. Microbiol. 2012, 151, 91-98
    • (2012) Vet. Microbiol. , vol.151 , pp. 91-98
    • Hotter, G.S.1    Collins, D.M.2
  • 33
    • 84863792991 scopus 로고    scopus 로고
    • Mediastinitis and pericardial effusion in a patient with AIDS and disseminated Mycobacterium avium infection: A case report
    • Cortez-Escalante, J. J.; Santos, A. M.; Garnica, C.; Sarmento, A. L.; Castro, C. N.; Romero, G. A. Mediastinitis and pericardial effusion in a patient with AIDS and disseminated Mycobacterium avium infection: A case report Rev. Soc. Bras. Med. Trop. 2012, 45, 407-409
    • (2012) Rev. Soc. Bras. Med. Trop. , vol.45 , pp. 407-409
    • Cortez-Escalante, J.J.1    Santos, A.M.2    Garnica, C.3    Sarmento, A.L.4    Castro, C.N.5    Romero, G.A.6
  • 34
    • 84855863560 scopus 로고    scopus 로고
    • Crohn's disease and the mycobacterioses: A quarter century later. Causation or simple association?
    • Chiodini, R. J.; Chamberlin, W. M.; Sarosiek, J.; McCallum, R. W. Crohn's disease and the mycobacterioses: a quarter century later. Causation or simple association? Crit. Rev. Microbiol. 2012, 38, 52-93
    • (2012) Crit. Rev. Microbiol. , vol.38 , pp. 52-93
    • Chiodini, R.J.1    Chamberlin, W.M.2    Sarosiek, J.3    McCallum, R.W.4
  • 37
    • 0030063866 scopus 로고    scopus 로고
    • Immunopathology of tuberculosis: Roles of macrophages and monocytes
    • Fenton, M.; M. Vermeulen, M. Immunopathology of tuberculosis: Roles of macrophages and monocytes Infect. Immun. 1996, 64, 683-690
    • (1996) Infect. Immun. , vol.64 , pp. 683-690
    • Fenton, M.1    Vermeulen M, M.2
  • 39
    • 67349285374 scopus 로고    scopus 로고
    • Evaluation of the Vitotox and RadarScreen assays for the rapid assessment of genotoxicity in the early research phase of drug development
    • Westerink, W. M.; Stevenson, J. C.; Lauwers, A.; Griffioen, G.; Horbach, J. G.; Schoonen, W. G. Evaluation of the Vitotox and RadarScreen assays for the rapid assessment of genotoxicity in the early research phase of drug development Environ. Mutagen. 2009, 1, 113-130
    • (2009) Environ. Mutagen. , vol.1 , pp. 113-130
    • Westerink, W.M.1    Stevenson, J.C.2    Lauwers, A.3    Griffioen, G.4    Horbach, J.G.5    Schoonen, W.G.6
  • 42
    • 1342311500 scopus 로고    scopus 로고
    • A Convergent Synthesis of the Macrocyclic Core of Cytotrienins: Application of RCM for Macrocyclization
    • Evano, G.; Schaus, J. V.; Panek, J. S. A Convergent Synthesis of the Macrocyclic Core of Cytotrienins: Application of RCM for Macrocyclization Org. Lett. 2004, 6, 525-528
    • (2004) Org. Lett. , vol.6 , pp. 525-528
    • Evano, G.1    Schaus, J.V.2    Panek, J.S.3


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