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Volumn 56, Issue 3, 2013, Pages 832-842

Discovery and evaluation of novel inhibitors of mycobacterium protein tyrosine phosphatase B from the 6-hydroxy-benzofuran-5-carboxylic acid scaffold

Author keywords

[No Author keywords available]

Indexed keywords

3 (3 FLUOROPHENETHYL) 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 (3,5 DIFLUOROSTYRYL) 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 [(2,4-DIFLUOROPHENYL)ETHYNYL] 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 [(3 CHLOROPHENYL)ETHYNYL] 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 [(3 FLUOROPHENYL)ETHYNYL] 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 [(3,5 DIFLUOROPHENYL)ETHYNYL] 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 3 ETHISTERONE 6 HYDROXY 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 (PHENYLETHYNYL)BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 [3 (TRIFLUOROMETHYL)PHENETHYL]BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 [4 (TRIFLUOROMETHOXY)PHENETHYL]BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 [4 (TRIFLUOROMETHOXY)STYRYL]BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 [[3 (TRIFLUOROMETHYL)PHENYL]ETHYNYL]BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 2 PHENYL 3 [[4 (TRIFLUOROMETHOXY)PHENYL]ETHYNYL]BENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 3 (3 HYDROXYPROP 1 YN 1 YL) 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 3 (4 PHENOXYPHENETHYL) 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 3 [(3 METHOXYPHENYL)ETHYNYL] 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; 6 HYDROXY 3 [(4 PHENOXYPHENYL)ETHYNYL] 2 PHENYLBENZOFURAN 5 CARBOXYLIC ACID; BENZOFURAN DERIVATIVE; GAMMA INTERFERON; INTERLEUKIN 6; PROTEIN TYROSINE PHOSPHATASE B INHIBITOR; PROTEIN TYROSINE PHOSPHATASE INHIBITOR; SALICYLIC ACID; TUBERCULOSTATIC AGENT; TYROSINE PHOSPHATASE B; UNCLASSIFIED DRUG; VIRULENCE FACTOR;

EID: 84873934071     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm301781p     Document Type: Article
Times cited : (74)

References (35)
  • 1
    • 0032577051 scopus 로고    scopus 로고
    • The phosphorylation of proteins on tyrosine: Its role in cell growth and disease
    • Hunter, T. The phosphorylation of proteins on tyrosine: its role in cell growth and disease Philos. Trans. R. Soc., B. 1998, 353, 583-605
    • (1998) Philos. Trans. R. Soc., B. , vol.353 , pp. 583-605
    • Hunter, T.1
  • 2
    • 0035415662 scopus 로고    scopus 로고
    • Protein tyrosine phosphatases: Prospects for therapeutics
    • Zhang, Z.-Y. Protein tyrosine phosphatases: prospects for therapeutics Curr. Opin. Chem. Biol. 2001, 5, 416-423
    • (2001) Curr. Opin. Chem. Biol. , vol.5 , pp. 416-423
    • Zhang, Z.-Y.1
  • 3
    • 33747097252 scopus 로고    scopus 로고
    • Protein kinases and phosphatases as therapeutic targets in cancer
    • Ventura, J. J.; Nebreda, A. R. Protein kinases and phosphatases as therapeutic targets in cancer Clin. Transl. Oncol. 2006, 8, 153-160
    • (2006) Clin. Transl. Oncol. , vol.8 , pp. 153-160
    • Ventura, J.J.1    Nebreda, A.R.2
  • 4
    • 69949151386 scopus 로고    scopus 로고
    • Factors underlying sensitivity of cancers to small-molecule kinase inhibitors
    • Jänne, P. A.; Gray, N.; Settleman, J. Factors underlying sensitivity of cancers to small-molecule kinase inhibitors Nat. Rev. Drug Discovery 2009, 8, 709-723
    • (2009) Nat. Rev. Drug Discovery , vol.8 , pp. 709-723
    • Jänne, P.A.1    Gray, N.2    Settleman, J.3
  • 5
    • 33750811319 scopus 로고    scopus 로고
    • XDR-TB: Entering the post-antibiotic era?
    • Raviglione, M. C. XDR-TB: entering the post-antibiotic era? Int. J. Tuberc. Lung Dis. 2006, 10, 1185-1187
    • (2006) Int. J. Tuberc. Lung Dis. , vol.10 , pp. 1185-1187
    • Raviglione, M.C.1
  • 6
    • 77952542701 scopus 로고    scopus 로고
    • Multidrug-resistant and extensively drug-resistant tuberculosis: A threat to global control of tuberculosis
    • Gandhi, N. R.; Nunn, P.; Dheda, K.; Schaaf, H. S.; Zignol, M.; Soolingen, D. V.; Jensen, P.; Bayona, J. Multidrug-resistant and extensively drug-resistant tuberculosis: a threat to global control of tuberculosis Lancet 2010, 375, 1830-1843
    • (2010) Lancet , vol.375 , pp. 1830-1843
    • Gandhi, N.R.1    Nunn, P.2    Dheda, K.3    Schaaf, H.S.4    Zignol, M.5    Soolingen, D.V.6    Jensen, P.7    Bayona, J.8
  • 7
    • 0037296604 scopus 로고    scopus 로고
    • Molecular mechanisms regulating persistent Mycobacterium tuberculosis infection
    • Zahrt, T. C. Molecular mechanisms regulating persistent Mycobacterium tuberculosis infection Microbes Infect. 2003, 5, 159-167
    • (2003) Microbes Infect. , vol.5 , pp. 159-167
    • Zahrt, T.C.1
  • 8
    • 34548108138 scopus 로고    scopus 로고
    • Targeting virulence: A new paradigm for antimicrobial therapy
    • Clatworthy, A. E.; Pierson, E.; Hung, D. T. Targeting virulence: a new paradigm for antimicrobial therapy Nat. Chem. Biol. 2007, 3, 541-548
    • (2007) Nat. Chem. Biol. , vol.3 , pp. 541-548
    • Clatworthy, A.E.1    Pierson, E.2    Hung, D.T.3
  • 10
    • 27744468515 scopus 로고    scopus 로고
    • Deciphering the genes involved in pathogenesis of Mycobacterium tuberculosis
    • Singh, R.; Singh, A.; Tyagi, A. K. Deciphering the genes involved in pathogenesis of Mycobacterium tuberculosis Tuberculosis 2005, 85, 325-335
    • (2005) Tuberculosis , vol.85 , pp. 325-335
    • Singh, R.1    Singh, A.2    Tyagi, A.K.3
  • 11
    • 4444291069 scopus 로고    scopus 로고
    • Interplay between mycobacteria and host signalling pathways
    • Koul, A.; Herget, T.; Klebl, B.; Ullrich, A. Interplay between mycobacteria and host signalling pathways Nat. Rev. Microbiol. 2004, 2, 189-202
    • (2004) Nat. Rev. Microbiol. , vol.2 , pp. 189-202
    • Koul, A.1    Herget, T.2    Klebl, B.3    Ullrich, A.4
  • 13
    • 77958100393 scopus 로고    scopus 로고
    • Identification and characterization of small molecule inhibitors of mPTPB, an essential virulent phosphatase from Mycobacterium tuberculosis
    • Chen, L.; Zhou, B.; Zhang, S.; Wu, L.; Wang, Y.; Franzblau, S. G.; Zhang, Z.-Y. Identification and characterization of small molecule inhibitors of mPTPB, an essential virulent phosphatase from Mycobacterium tuberculosis ACS Med. Chem. Lett. 2010, 1, 355-359
    • (2010) ACS Med. Chem. Lett. , vol.1 , pp. 355-359
    • Chen, L.1    Zhou, B.2    Zhang, S.3    Wu, L.4    Wang, Y.5    Franzblau, S.G.6    Zhang, Z.-Y.7
  • 17
    • 79957538368 scopus 로고    scopus 로고
    • Interferon-γ Regulates the Death of M. tuberculosis-Infected Macrophages
    • Lee, J.; Kornfeld, H. Interferon-γ Regulates the Death of M. tuberculosis-Infected Macrophages J. Cell Death 2010, 3, 1-11
    • (2010) J. Cell Death , vol.3 , pp. 1-11
    • Lee, J.1    Kornfeld, H.2
  • 20
    • 27744514053 scopus 로고    scopus 로고
    • 3-Substituted indolizine-1-carbonitrile derivatives as phosphatase inhibitors
    • Weide, T.; Arve, L.; Prinz, H.; Waldmann, H.; Kessler, H. 3-Substituted indolizine-1-carbonitrile derivatives as phosphatase inhibitors Bioorg. Med. Chem. Lett. 2006, 16, 59-63
    • (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 59-63
    • Weide, T.1    Arve, L.2    Prinz, H.3    Waldmann, H.4    Kessler, H.5
  • 23
    • 51449088440 scopus 로고    scopus 로고
    • Discovery of a new class of inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B by biology-oriented synthesis (BIOS)
    • Noren-Muller, A.; Wilk, W.; Saxena, K.; Schwalbe, H.; Kaiser, M.; Waldmann, H. Discovery of a new class of inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B by biology-oriented synthesis (BIOS) Angew. Chem., Int. Ed. 2008, 47, 5973-5977
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 5973-5977
    • Noren-Muller, A.1    Wilk, W.2    Saxena, K.3    Schwalbe, H.4    Kaiser, M.5    Waldmann, H.6
  • 24
    • 34547758886 scopus 로고    scopus 로고
    • Fragment-based substrate activity screening method for the identification of potent inhibitors of the Mycobacterium tuberculosis phosphatase PtpB
    • Soellner, M. B.; Rawls, K. A.; Grundner, C.; Alber, T.; Ellman, J. A. Fragment-based substrate activity screening method for the identification of potent inhibitors of the Mycobacterium tuberculosis phosphatase PtpB J. Am. Chem. Soc. 2007, 129, 9613-9615
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 9613-9615
    • Soellner, M.B.1    Rawls, K.A.2    Grundner, C.3    Alber, T.4    Ellman, J.A.5
  • 25
    • 70749146770 scopus 로고    scopus 로고
    • High-throughput discovery of Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) inhibitors using click chemistry
    • Tan, L. P.; Wu, H.; Yang, P.-Y.; Kalesh, K.; Zhang, X.; Hu, M.; Srinivasan, R.; Yao, S. High-throughput discovery of Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) inhibitors using click chemistry Org. Lett. 2009, 11, 5102-5105
    • (2009) Org. Lett. , vol.11 , pp. 5102-5105
    • Tan, L.P.1    Wu, H.2    Yang, P.-Y.3    Kalesh, K.4    Zhang, X.5    Hu, M.6    Srinivasan, R.7    Yao, S.8
  • 27
    • 33749132153 scopus 로고    scopus 로고
    • Design, synthesis, and structure-activity relationships for chimeric inhibitors of Hsp90
    • Shen, G.; Wang, M.; Welch, T.; Blagg, B. Design, synthesis, and structure-activity relationships for chimeric inhibitors of Hsp90 J. Org. Chem. 2006, 71, 7618-7631
    • (2006) J. Org. Chem. , vol.71 , pp. 7618-7631
    • Shen, G.1    Wang, M.2    Welch, T.3    Blagg, B.4
  • 28
    • 0042766861 scopus 로고    scopus 로고
    • Regioselective synthesis of the tricyclic core of lateriflorone
    • Tisdale, E. J.; Li, H.; Kim, S. H.; Theodorakis, E. A. Regioselective synthesis of the tricyclic core of lateriflorone Org. Lett. 2003, 5, 1491-1494
    • (2003) Org. Lett. , vol.5 , pp. 1491-1494
    • Tisdale, E.J.1    Li, H.2    Kim, S.H.3    Theodorakis, E.A.4
  • 29
    • 9644285669 scopus 로고
    • A convenient synthesis of acetylenes: Catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines
    • Sonogashira, K.; Tohda, Y.; Hagihara, N. A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines Tetrahedron Lett. 1975, 16, 4467-4470
    • (1975) Tetrahedron Lett. , vol.16 , pp. 4467-4470
    • Sonogashira, K.1    Tohda, Y.2    Hagihara, N.3
  • 30
    • 33947727055 scopus 로고    scopus 로고
    • The Sonogashira reaction: A booming methodology in synthetic organic chemistry
    • Chinchilla, R.; Nájera, C. The Sonogashira reaction: a booming methodology in synthetic organic chemistry Chem. Rev. 2007, 107, 874-922
    • (2007) Chem. Rev. , vol.107 , pp. 874-922
    • Chinchilla, R.1    Nájera, C.2
  • 31
    • 28744458426 scopus 로고    scopus 로고
    • Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization
    • Yue, D.; Yao, T.; Larock, R. C. Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization J. Org. Chem. 2005, 70, 10292-10296
    • (2005) J. Org. Chem. , vol.70 , pp. 10292-10296
    • Yue, D.1    Yao, T.2    Larock, R.C.3
  • 33
    • 38049160121 scopus 로고    scopus 로고
    • Structure, inhibitor, and regulatory mechanism of Lyp, a lymphoid-specific tyrosine phosphatase implicated in autoimmune diseases
    • Yu, X.; Sun, J.-P.; He, Y.; Guo, X.-L.; Liu, S.; Zhou, B.; Hudmon, A.; Zhang, Z.-Y. Structure, inhibitor, and regulatory mechanism of Lyp, a lymphoid-specific tyrosine phosphatase implicated in autoimmune diseases Proc. Natl. Acad. Sci., U.S.A. 2007, 104, 19767-19772
    • (2007) Proc. Natl. Acad. Sci., U.S.A. , vol.104 , pp. 19767-19772
    • Yu, X.1    Sun, J.-P.2    He, Y.3    Guo, X.-L.4    Liu, S.5    Zhou, B.6    Hudmon, A.7    Zhang, Z.-Y.8
  • 35
    • 33847368592 scopus 로고    scopus 로고
    • Docetaxel-induced apoptosis in melanoma cells is dependent on activation of caspase-2
    • Mhaidat, N. M.; Wang, Y.; Kiejda, K. A.; Zhang, X. D.; Hersey, P. Docetaxel-induced apoptosis in melanoma cells is dependent on activation of caspase-2 Mol. Cancer Ther. 2007, 6, 752-761
    • (2007) Mol. Cancer Ther. , vol.6 , pp. 752-761
    • Mhaidat, N.M.1    Wang, Y.2    Kiejda, K.A.3    Zhang, X.D.4    Hersey, P.5


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