메뉴 건너뛰기




Volumn 55, Issue 12, 2012, Pages 5868-5877

Design, Synthesis, and biological evaluation of novel disubstituted dibenzosuberones as highly potent and selective inhibitors of p38 mitogen activated protein kinase

Author keywords

[No Author keywords available]

Indexed keywords

2 (2 AMINOPHENYLAMINO) 7 METHOXY 10,11 DIHYDRODIBENZO[A,D]CYCLOHEPTEN 5 ONE; 2 (2,4 DIFLUORO PHENOXY) 7 METHOXY 10,11 DIHYDRO DIBENZO[A,D]CYCLOHEPTEN 5 ONE; 2 (2,4 DIFLUOROPHENYLAMINO) 7 (1,2 ISOPROPYLIDENGLYCER 3YL) 10,11 DIHYDRO DIBENZO[A,D]CYCLOHEPTEN 5 ONE; 2 (2,4 DIFLUOROPHENYLAMINO) 7 [3 DIHYDROXYPROPOXY] 10,11 DIHYDRO DIBENZO[A,D]CYCLOHEPTEN 5 ONE; 2 (2,4 DIFLUOROPHENYLAMINO) 8 METHOXY 10,11 DIHYDRODIBENZO[A,D]CYCLOHEPTEN 5 ONE; ALBUMIN; ANTIINFLAMMATORY AGENT; MITOGEN ACTIVATED PROTEIN KINASE P38 INHIBITOR; SKEPINONE L; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

EID: 84863093942     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm300327h     Document Type: Article
Times cited : (32)

References (27)
  • 1
    • 81855211127 scopus 로고    scopus 로고
    • P38Alpha mitogen-activated protein kinase inhibitors, a patent review (2005-2011)
    • Fischer, S.; Koeberle, S. C.; Laufer, S. A. p38Alpha mitogen-activated protein kinase inhibitors, a patent review (2005-2011) Expert Opin. Ther. Pat. 2011, 21, 1843-1866
    • (2011) Expert Opin. Ther. Pat. , vol.21 , pp. 1843-1866
    • Fischer, S.1    Koeberle, S.C.2    Laufer, S.A.3
  • 2
    • 70350133698 scopus 로고    scopus 로고
    • Successful structure-based design of recent p38 MAP kinase inhibitors
    • Karcher, S. C.; Laufer, S. A. Successful structure-based design of recent p38 MAP kinase inhibitors Curr. Top. Med. Chem. 2009, 9, 655-676
    • (2009) Curr. Top. Med. Chem. , vol.9 , pp. 655-676
    • Karcher, S.C.1    Laufer, S.A.2
  • 3
    • 27944503331 scopus 로고    scopus 로고
    • MAP kinase p38 inhibitors: Clinical results and an intimate look at their interactions with p38alpha protein
    • Lee, M. R.; Dominguez, C. MAP kinase p38 inhibitors: clinical results and an intimate look at their interactions with p38alpha protein Curr. Med. Chem. 2005, 12, 2979-2994
    • (2005) Curr. Med. Chem. , vol.12 , pp. 2979-2994
    • Lee, M.R.1    Dominguez, C.2
  • 4
    • 0030426902 scopus 로고    scopus 로고
    • Pharmacological profile of SB 203580, a selective inhibitor of cytokine suppressive binding protein/p38 kinase, in animal models of arthritis, bone resorption, endotoxin shock and immune function
    • Badger, A. M.; Bradbeer, J. N.; Votta, B.; Lee, J. C.; Adams, J. L.; Griswold, D. E. Pharmacological profile of SB 203580, a selective inhibitor of cytokine suppressive binding protein/p38 kinase, in animal models of arthritis, bone resorption, endotoxin shock and immune function J. Pharmacol. Exp. Ther. 1996, 279, 1453-1461
    • (1996) J. Pharmacol. Exp. Ther. , vol.279 , pp. 1453-1461
    • Badger, A.M.1    Bradbeer, J.N.2    Votta, B.3    Lee, J.C.4    Adams, J.L.5    Griswold, D.E.6
  • 10
    • 58049211592 scopus 로고    scopus 로고
    • Small-molecule inhibitors binding to protein kinase. Part II: The novel pharmacophore approach of type II and type III inhibition
    • Backes, A. C.; Zech, B.; Felber, B.; Klebl, B.; Müller, G. Small-molecule inhibitors binding to protein kinase. Part II: the novel pharmacophore approach of type II and type III inhibition Expert Opin. Drug Discovery 2008, 3, 1427-1449
    • (2008) Expert Opin. Drug Discovery , vol.3 , pp. 1427-1449
    • Backes, A.C.1    Zech, B.2    Felber, B.3    Klebl, B.4    Müller, G.5
  • 11
    • 58049204094 scopus 로고    scopus 로고
    • Small-molecule inhibitors binding to protein kinases. Part I: Exceptions from the traditional pharmacophore approach of type i inhibition
    • Backes, A. C.; Zech, B.; Felber, B.; Klebl, B.; Müller, G. Small-molecule inhibitors binding to protein kinases. Part I: exceptions from the traditional pharmacophore approach of type I inhibition Expert Opin. Drug Discovery 2008, 12, 1409-1425
    • (2008) Expert Opin. Drug Discovery , vol.12 , pp. 1409-1425
    • Backes, A.C.1    Zech, B.2    Felber, B.3    Klebl, B.4    Müller, G.5
  • 14
    • 33845951667 scopus 로고    scopus 로고
    • Design, Synthesis, and Biological Evaluation of Phenylamino-Substituted 6,11-Dihydro-dibenzo[ b, e ]oxepin-11-ones and Dibenzo[ a, d ]cycloheptan-5-ones: Novel p38 MAP Kinase Inhibitors
    • Laufer, S. A.; Ahrens, G. M.; Karcher, S. C.; Hering, J. S.; Niess, R. Design, Synthesis, and Biological Evaluation of Phenylamino-Substituted 6,11-Dihydro-dibenzo[ b, e ]oxepin-11-ones and Dibenzo[ a, d ]cycloheptan-5-ones: Novel p38 MAP Kinase Inhibitors J. Med. Chem. 2006, 49, 7912-7915
    • (2006) J. Med. Chem. , vol.49 , pp. 7912-7915
    • Laufer, S.A.1    Ahrens, G.M.2    Karcher, S.C.3    Hering, J.S.4    Niess, R.5
  • 15
    • 64349124483 scopus 로고    scopus 로고
    • Aza-analogue dibenzepinone scaffolds as p38 mitogen-activated protein kinase inhibitors: Design, synthesis, and biological data of inhibitors with improved physicochemical properties
    • Karcher, S. C.; Laufer, S. A. Aza-analogue dibenzepinone scaffolds as p38 mitogen-activated protein kinase inhibitors: design, synthesis, and biological data of inhibitors with improved physicochemical properties J. Med. Chem. 2009, 52, 1778-1782
    • (2009) J. Med. Chem. , vol.52 , pp. 1778-1782
    • Karcher, S.C.1    Laufer, S.A.2
  • 16
    • 3543046740 scopus 로고    scopus 로고
    • Rapid and efficient microwave-assisted synthesis of aryl aminobenzophenones using Pd-catalyzed amination
    • Jensen, T. A.; Liang, X.; Tanner, D.; Skjaerbaek, N. Rapid and efficient microwave-assisted synthesis of aryl aminobenzophenones using Pd-catalyzed amination J. Org. Chem. 2004, 69, 4936-4947
    • (2004) J. Org. Chem. , vol.69 , pp. 4936-4947
    • Jensen, T.A.1    Liang, X.2    Tanner, D.3    Skjaerbaek, N.4
  • 18
    • 0023022729 scopus 로고
    • Antiinflammatory and aldose reductase inhibitory activity of some tricyclic arylacetic acids
    • Cerelli, M. J.; Curtis, D. L.; Dunn, J. P.; Nelson, P. H.; Peak, T. M.; Waterbury, L. D. Antiinflammatory and aldose reductase inhibitory activity of some tricyclic arylacetic acids J. Med. Chem. 1986, 29, 2347-2351
    • (1986) J. Med. Chem. , vol.29 , pp. 2347-2351
    • Cerelli, M.J.1    Curtis, D.L.2    Dunn, J.P.3    Nelson, P.H.4    Peak, T.M.5    Waterbury, L.D.6
  • 20
    • 35048880551 scopus 로고    scopus 로고
    • In situ generation of palladium nanoparticles: A simple and highly active protocol for oxygen-promoted ligand-free Suzuki coupling reaction of aryl chlorides
    • Han, W.; Liu, C.; Jin, Z. In situ generation of palladium nanoparticles: a simple and highly active protocol for oxygen-promoted ligand-free Suzuki coupling reaction of aryl chlorides Org. Lett. 2007, 9, 4005-4007
    • (2007) Org. Lett. , vol.9 , pp. 4005-4007
    • Han, W.1    Liu, C.2    Jin, Z.3
  • 21
    • 0347627154 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationship of aminobenzophenones. A novel class of p38 MAP kinase inhibitors with high antiinflammatory activity
    • Ottosen, E. R.; Sorensen, M. D.; Bjorkling, F.; Skak-Nielsen, T.; Fjording, M. S.; Aaes, H.; Binderup, L. Synthesis and structure-activity relationship of aminobenzophenones. A novel class of p38 MAP kinase inhibitors with high antiinflammatory activity J. Med. Chem. 2003, 46, 5651-5662
    • (2003) J. Med. Chem. , vol.46 , pp. 5651-5662
    • Ottosen, E.R.1    Sorensen, M.D.2    Bjorkling, F.3    Skak-Nielsen, T.4    Fjording, M.S.5    Aaes, H.6    Binderup, L.7
  • 22
    • 0038336897 scopus 로고    scopus 로고
    • Application and limitations of X-ray crystallographic data in structure-based ligand and drug design
    • Davis, A. M.; Teague, S. J.; Kleywegt, G. J. Application and limitations of X-ray crystallographic data in structure-based ligand and drug design Angew. Chem., Int. Ed. Engl. 2003, 42, 2718-2736
    • (2003) Angew. Chem., Int. Ed. Engl. , vol.42 , pp. 2718-2736
    • Davis, A.M.1    Teague, S.J.2    Kleywegt, G.J.3
  • 23
    • 0037666888 scopus 로고    scopus 로고
    • Implications of protein flexibility for drug discovery
    • Teague, S. J. Implications of protein flexibility for drug discovery Nature Rev. Drug Discovery 2003, 2, 527-541
    • (2003) Nature Rev. Drug Discovery , vol.2 , pp. 527-541
    • Teague, S.J.1
  • 24
    • 27644589566 scopus 로고    scopus 로고
    • An immunosorbent, nonradioactive p38 MAP kinase assay comparable to standard radioactive liquid-phase assays
    • Laufer, S.; Thuma, S.; Peifer, C.; Greim, C.; Herweh, Y.; Albrecht, A.; Dehner, F. An immunosorbent, nonradioactive p38 MAP kinase assay comparable to standard radioactive liquid-phase assays Anal. Biochem. 2005, 344, 135-137
    • (2005) Anal. Biochem. , vol.344 , pp. 135-137
    • Laufer, S.1    Thuma, S.2    Peifer, C.3    Greim, C.4    Herweh, Y.5    Albrecht, A.6    Dehner, F.7
  • 27
    • 84863113361 scopus 로고    scopus 로고
    • (Accessed September 10, 2008).
    • EMD Millipore; 2006; http://www.upstate.com/features/kp.q, (Accessed September 10, 2008).
    • (2006) EMD Millipore


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.