메뉴 건너뛰기




Volumn 47, Issue 13, 2004, Pages 3455-3461

Novel pyridazino[4,3-b]indoles with dual inhibitory activity against Mycobacterium tuberculosis and monoamine oxidase

Author keywords

[No Author keywords available]

Indexed keywords

ISONIAZID; MONOAMINE OXIDASE INHIBITOR; PYRIDAZINO[4,3 B]INDOLE; RIFAMPICIN; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

EID: 2942550559     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030479g     Document Type: Article
Times cited : (58)

References (39)
  • 2
    • 0035154263 scopus 로고    scopus 로고
    • New anti-mycobacterium agents. Recent advances in patent literature
    • Terrini, M.; Villani, P. New Anti-Mycobacterium Agents. Recent Advances in Patent Literature. Expert Opin. Ther. Pat. 2001, 11, 261-268.
    • (2001) Expert Opin. Ther. Pat. , vol.11 , pp. 261-268
    • Terrini, M.1    Villani, P.2
  • 3
    • 0031409343 scopus 로고    scopus 로고
    • Molecular action of anti-mycobacterium agents
    • Chopra, I.; Brennan, P. Molecular Action of Anti-Mycobacterium Agents. Tubercle Lung Dis. 1998, 78, 89-98.
    • (1998) Tubercle Lung Dis. , vol.78 , pp. 89-98
    • Chopra, I.1    Brennan, P.2
  • 4
    • 0034330844 scopus 로고    scopus 로고
    • Advances in the development of new anti-tuberculosis agent from the group of monocyclic six-membered heterocyclic compounds with several nitrogen atoms
    • Waisser, K.; Holy, P.; Bures, O. Advances in the Development of New Anti-Tuberculosis Agent from the Group of Monocyclic Six-Membered Heterocyclic Compounds with Several Nitrogen Atoms. Ceska Slov. Farm. 2000, 49, 268-270.
    • (2000) Ceska Slov. Farm. , vol.49 , pp. 268-270
    • Waisser, K.1    Holy, P.2    Bures, O.3
  • 6
    • 0034809810 scopus 로고    scopus 로고
    • Enantiospecific synthesis of the proposed structure of the antitubercular marine diterpenoid pseudopteroxazole: Revision of stereochemistry
    • Johnson, T. W.; Corey, E. J. Enantiospecific Synthesis of the Proposed Structure of the Antitubercular Marine Diterpenoid Pseudopteroxazole: Revision of Stereochemistry. J. Am. Chem. Soc. 2001, 123, 4475-4479.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 4475-4479
    • Johnson, T.W.1    Corey, E.J.2
  • 8
    • 0035100597 scopus 로고    scopus 로고
    • Mycobacterial FurA is a negative regulator of catalase-peroxidase gene katG
    • Zahrt, T. C.; Song, J.; Siple, J.; Deretic, V. Mycobacterial FurA Is a Negative Regulator of Catalase-Peroxidase Gene katG. Mol. Microbiol. 2001, 39, 1174-1185.
    • (2001) Mol. Microbiol. , vol.39 , pp. 1174-1185
    • Zahrt, T.C.1    Song, J.2    Siple, J.3    Deretic, V.4
  • 9
    • 0034663910 scopus 로고    scopus 로고
    • Catalase-peroxidase (mycobacterium tuberculosis KatG) catalysis and isoniazid activation
    • Chouchane, S.; Lippai, I.; Magliozzo, S. Catalase-Peroxidase (Mycobacterium tuberculosis KatG) Catalysis and Isoniazid Activation. Biochemistry 2000, 39, 9975-9983.
    • (2000) Biochemistry , vol.39 , pp. 9975-9983
    • Chouchane, S.1    Lippai, I.2    Magliozzo, S.3
  • 10
    • 0033032220 scopus 로고    scopus 로고
    • Reactions of N-N and N-O compounds with horseradish peroxidase and peroxidases from Mycobacterium tuberculosis
    • Brimnes, J.; Miorner, H.; Anthoni, U.; Bruun, L.; Houen, G. Reactions of N-N and N-O compounds with horseradish peroxidase and peroxidases from Mycobacterium tuberculosis. APMIS 1999, 107, 555-565.
    • (1999) APMIS , vol.107 , pp. 555-565
    • Brimnes, J.1    Miorner, H.2    Anthoni, U.3    Bruun, L.4    Houen, G.5
  • 12
    • 0013780680 scopus 로고
    • The effect of hydrazine derivatives on the monoamino oxidase activity of mycobacteria
    • Pershin, G. N.; Nesvadba, V. V.; Smirnova, N. V. The Effect of Hydrazine Derivatives on the Monoamino Oxidase Activity of Mycobacteria. Farmacol. Toksikol. 1965, 28, 298-304.
    • (1965) Farmacol. Toksikol. , vol.28 , pp. 298-304
    • Pershin, G.N.1    Nesvadba, V.V.2    Smirnova, N.V.3
  • 14
    • 0344365879 scopus 로고
    • Tetrahydrocarbazoles derivatives and their antitubercular activity in vitro. 1. N-Substituted hexahydro-1H-pyrazino[3,2,1-j,k]carbazoles
    • Filitis, L. N.; Fedotova, O. A.; Akalaeva, T. V.; Bokanov, A. I.; Ivanov, P. Yu.; Shvedov, V. I. Tetrahydrocarbazoles Derivatives and Their Antitubercular Activity in Vitro. 1. N-Substituted hexahydro-1H-pyrazino[3,2,1-j,k]carbazoles. Khim.-Farm. Zh. 1986, 3, 300-303.
    • (1986) Khim.-Farm. Zh. , vol.3 , pp. 300-303
    • Filitis, L.N.1    Fedotova, O.A.2    Akalaeva, T.V.3    Bokanov, A.I.4    Ivanov, P.Yu.5    Shvedov, V.I.6
  • 17
    • 0000659975 scopus 로고
    • Pyridazinoquinoxalines IX. Synthesis and antituberculosis activity of pyridazino[3,4-b]-quinoxaline quaternary salts and anhydro bases
    • Predvoditeleva, G. H.; Kartseva, T. V.; Oleshko, O. N.; Shvedov, V. I.; Filitis, L. N.; Pershin, G. N. Pyridazinoquinoxalines IX. Synthesis and Antituberculosis Activity of Pyridazino[3,4-b]-quinoxaline Quaternary Salts and Anhydro Bases. Khim.-Farm. Zh. 1984, 18, 1449-1450.
    • (1984) Khim.-Farm. Zh. , vol.18 , pp. 1449-1450
    • Predvoditeleva, G.H.1    Kartseva, T.V.2    Oleshko, O.N.3    Shvedov, V.I.4    Filitis, L.N.5    Pershin, G.N.6
  • 19
    • 0031737819 scopus 로고    scopus 로고
    • Search for new lead compounds: The example of the chemical and pharmacological dissection of aminopyridazines
    • Wermuth, C.-G. Search for New Lead Compounds: The Example of the Chemical and Pharmacological Dissection of Aminopyridazines. J. Heterocycl. Chem. 1998, 35, 1091-1100.
    • (1998) J. Heterocycl. Chem. , vol.35 , pp. 1091-1100
    • Wermuth, C.-G.1
  • 20
    • 0032563927 scopus 로고    scopus 로고
    • Inhibition of monoamine oxidase-B by condensed pyridazines and pyrimidines
    • Thull, U.; Corrupt, P.-A.; Testa, B.; Stoecli-Evans, H. Inhibition of Monoamine Oxidase-B by Condensed Pyridazines and Pyrimidines. J. Med. Chem. 1998, 41, 3812-3820.
    • (1998) J. Med. Chem. , vol.41 , pp. 3812-3820
    • Thull, U.1    Corrupt, P.-A.2    Testa, B.3    Stoecli-Evans, H.4
  • 21
    • 2942555649 scopus 로고    scopus 로고
    • Preparation of 3-amino-4-arylpyridazino-[4,3-b]indole Derivatives. USSR SU Patent 1,556,079, June 16, 1988
    • Velezheva, V. S.; Marshakov, V. Yu.; Trofimkin, Yu. I.; Egorov, S. V.; Suvorov, N. N. Preparation of 3-amino-4-arylpyridazino-[4,3-b]indole Derivatives. USSR SU Patent 1,556,079, June 16, 1988.
    • Velezheva, V.S.1    Marshakov, V.Yu.2    Trofimkin, Yu.I.3    Egorov, S.V.4    Suvorov, N.N.5
  • 22
    • 2942553762 scopus 로고
    • Semicarbasones and thiosemicarbazones of heterocyclic series. XXXVI. Antimycobacterial activity of hydrazones of α-dicarbonyl compounds
    • Tomchin, A. B.; Dobrego, V. A.; Dmitrukha, V. S.; Kryukova, L. M.; Lepp, U.; Vavilin, G. I.; Ertevtsian, L. N. Semicarbasones and Thiosemicarbazones of Heterocyclic Series. XXXVI. Antimycobacterial Activity of Hydrazones of α-Dicarbonyl Compounds. Khim.-Farm. Zh. 1976, 10, 44-48.
    • (1976) Khim.-Farm. Zh. , vol.10 , pp. 44-48
    • Tomchin, A.B.1    Dobrego, V.A.2    Dmitrukha, V.S.3    Kryukova, L.M.4    Lepp, U.5    Vavilin, G.I.6    Ertevtsian, L.N.7
  • 23
    • 0031876447 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of 3-hydrazono-1H-indolinones with antituberculosis activity
    • Karali, N.; Terzioglu, N.; Gursoy, A. Synthesis and Structure-Activity Relationships of 3-Hydrazono-1H-indolinones with Antituberculosis Activity. Arzneim.-Forsch. 1998, 48 (II), 758-763.
    • (1998) Arzneim.-Forsch. , vol.48 , Issue.2 , pp. 758-763
    • Karali, N.1    Terzioglu, N.2    Gursoy, A.3
  • 25
    • 2942613213 scopus 로고    scopus 로고
    • Institut Pasteur
    • Tubercu List. Institut Pasteur. http://genolist.pasteur.fr/TrubercuList.
    • Tubercu List
  • 26
    • 2942613283 scopus 로고    scopus 로고
    • Preparations of Derivatives 4-Acetylimidazo-[4,5-b]indole-2-thione Showing Antihypoxic and Virus-Inhibiting Activity against Venezuelan Encephalomyelitis Virus. Russian RU Patent 2,091,382, January 21, 1991
    • Velezheva, V. S.; Mehnnan, A. I.; Tomchin, A. B.; Katkov, V. F.; Smushkevitch, Yu. I.; Smirnov, A. V.; Fomina, A. N.; Nikolaeva, I. S.; Ilina, M. G. Preparations of Derivatives 4-Acetylimidazo-[4,5-b]indole-2-thione Showing Antihypoxic and Virus-Inhibiting Activity against Venezuelan Encephalomyelitis Virus. Russian RU Patent 2,091,382, January 21, 1991.
    • Velezheva, V.S.1    Mehnnan, A.I.2    Tomchin, A.B.3    Katkov, V.F.4    Smushkevitch, Yu.I.5    Smirnov, A.V.6    Fomina, A.N.7    Nikolaeva, I.S.8    Ilina, M.G.9
  • 27
    • 2942589269 scopus 로고    scopus 로고
    • 2-Arylidene-3-indolinones in synthesis of indole heterocycles and 4-quinolones
    • Kartsev, V. G., Tolstikov, G. A., Eds.; Iridium Press: Moscow, Russia
    • Velezheva, V. S.; Gedz', D. E.; Gusev, D. V.; Peregudov, A. S.; Lokshin, B. V.; Klemenkova, Z. S. 2-Arylidene-3-indolinones in Synthesis of Indole Heterocycles and 4-Quinolones. In Nitrogen-Containing Heterocycles and Alkaloids; Kartsev, V. G., Tolstikov, G. A., Eds.; Iridium Press: Moscow, Russia, 2001; Vol. 1, pp 546-552.
    • (2001) Nitrogen-Containing Heterocycles and Alkaloids , vol.1 , pp. 546-552
    • Velezheva, V.S.1    Gedz', D.E.2    Gusev, D.V.3    Peregudov, A.S.4    Lokshin, B.V.5    Klemenkova, Z.S.6
  • 28
    • 0007401939 scopus 로고
    • 2-Arylmethylideneindolin-3-ones: Stereochemistry and reduction with sodium borohydride
    • Hooper, M.; Pitkethly, W. N. 2-Arylmethylideneindolin-3-ones: Stereochemistry and Reduction with Sodium Borohydride. J. Chem. Soc., Perkin Trans. 1 1972, 1007-1013.
    • (1972) J. Chem. Soc., Perkin Trans. 1 , pp. 1007-1013
    • Hooper, M.1    Pitkethly, W.N.2
  • 29
    • 0037307433 scopus 로고    scopus 로고
    • Different innate ability of I/St and A/Sn mice to combat virulent mycobacterium tuberculosis: Phenotypes expressed in lung and extra-pulmonary macrophages
    • Majorov, K.; Lyadova, I. V.; Kondratieva, T. K.; Eruslanov, E. B.; Rubakova, E. I.; Mischenko, V. V.; Apt, A. S. Different Innate Ability of I/St and A/Sn Mice To Combat Virulent Mycobacterium tuberculosis: Phenotypes Expressed in Lung and Extra-Pulmonary Macrophages. Infect. Immun. 2003, 71, 697-707.
    • (2003) Infect. Immun. , vol.71 , pp. 697-707
    • Majorov, K.1    Lyadova, I.V.2    Kondratieva, T.K.3    Eruslanov, E.B.4    Rubakova, E.I.5    Mischenko, V.V.6    Apt, A.S.7
  • 30
    • 0021348232 scopus 로고
    • Phenotypic expression of genetically controlled natural resistance to mycobacterium bovis (BCG)
    • Stach, J. L.; Gros, P.; Skamene, E.; Forget, A. Phenotypic Expression of Genetically Controlled Natural Resistance to Mycobacterium bovis (BCG). J. Immunol. 1984, 132, 888-892.
    • (1984) J. Immunol. , vol.132 , pp. 888-892
    • Stach, J.L.1    Gros, P.2    Skamene, E.3    Forget, A.4
  • 31
    • 0034034789 scopus 로고    scopus 로고
    • Comparative analysis of mycobacterial infections in susceptible I/St and resistant A/Sn inbred mice
    • Nikonenco, B. V.; Averbakh, M. M., Jr.; Levebratt, C.; Schurr, E.; Apt, A. S. Comparative Analysis of Mycobacterial Infections in Susceptible I/St and Resistant A/Sn Inbred Mice. Tubercle Lung Dis. 2000, 80, 15-25.
    • (2000) Tubercle Lung Dis. , vol.80 , pp. 15-25
    • Nikonenco, B.V.1    Averbakh Jr., M.M.2    Levebratt, C.3    Schurr, E.4    Apt, A.S.5
  • 34
    • 2942596574 scopus 로고    scopus 로고
    • Scientific blueprint for TB drug development
    • Global Alliance for TB Drug Development. Scientific Blueprint for TB Drug Development. Tuberculosis 2001, 81 (Suppl.), 3-9.
    • (2001) Tuberculosis , vol.81 , Issue.SUPPL. , pp. 3-9
  • 35
    • 0034161411 scopus 로고    scopus 로고
    • Disintegrating health services and resurgent tuberculosis in Post-Soviet Tajikistan: An example of structural violence
    • Keshavjee, S.; Becerra, M. C. Disintegrating Health Services and Resurgent Tuberculosis in Post-Soviet Tajikistan: An Example of Structural Violence. JAMA, J. Am. Med. Assoc. 2000, 283, 1201.
    • (2000) JAMA, J. Am. Med. Assoc. , vol.283 , pp. 1201
    • Keshavjee, S.1    Becerra, M.C.2
  • 36
    • 0032973632 scopus 로고    scopus 로고
    • Will DOTS do it? A reappraisal of tuberculosis control in countries with high rates of HIV infection
    • Delock, K. M.; Chaisson, R. E. Will DOTS Do It? A Reappraisal of Tuberculosis Control in Countries with High Rates of HIV Infection. Int. J. Tuberc. Lung Dis. 1999, 3, 457-465.
    • (1999) Int. J. Tuberc. Lung Dis. , vol.3 , pp. 457-465
    • Delock, K.M.1    Chaisson, R.E.2
  • 38
    • 0033529443 scopus 로고    scopus 로고
    • Primary multidrug-resistant tuberculosis - Ivanovo Oblast, Russia 1999
    • Centers for Disease Control and Prevention. Primary Multidrug-Resistant Tuberculosis-Ivanovo Oblast, Russia 1999. MMWR Morb. Mortal. Wkly. Rep. 1999, 48, 661-664.
    • (1999) MMWR Morb. Mortal. Wkly. Rep. , vol.48 , pp. 661-664


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.