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Volumn 49, Issue 13, 2006, Pages 3857-3871

Furan-2-ylmethylene thiazolidinediones as novel, potent, and selective inhibitors of phosphoinositide 3-kinase γ

Author keywords

[No Author keywords available]

Indexed keywords

2 MORPHOLINO 8 PHENYLCHROMONE; 2,4 THIAZOLIDINEDIONE DERIVATIVE; 5 [5 (4 FLUORO 2 HYDROXYPHENYL)FURAN 2 YLMETHYLENE]THIAZOLIDINE 2,4 DIONE; AS 252424; MYRICETIN; PHOSPHATIDYLINOSITOL 3 KINASE INHIBITOR; QUERCETIN; STAUROSPORINE; UNCLASSIFIED DRUG; WORTMANNIN;

EID: 33745662579     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0601598     Document Type: Article
Times cited : (180)

References (58)
  • 2
    • 0033574429 scopus 로고    scopus 로고
    • Proliferative defect and embryonic lethality in mice homozygous for a deletion in the p110alpha subunit of phosphoinositide 3-kinase
    • Bi, L.; Okabe, I.; Bernard, D. J.; Wynshaw-Boris, A.; Nussbaum, R. L. Proliferative defect and embryonic lethality in mice homozygous for a deletion in the p110alpha subunit of phosphoinositide 3-kinase. J. Biol. Chem. 1999, 274, 10963-10968.
    • (1999) J. Biol. Chem. , vol.274 , pp. 10963-10968
    • Bi, L.1    Okabe, I.2    Bernard, D.J.3    Wynshaw-Boris, A.4    Nussbaum, R.L.5
  • 3
    • 0036185944 scopus 로고    scopus 로고
    • Early embryonic lethality in mice deficient in the p110beta catalytic subunit of PI 3-kinase
    • Bi, L.; Okabe, I.; Bernard, D. J.; Nussbaum, R. L. Early embryonic lethality in mice deficient in the p110beta catalytic subunit of PI 3-kinase. Mamm. Genome 2002, 13, 169-172.
    • (2002) Mamm. Genome , vol.13 , pp. 169-172
    • Bi, L.1    Okabe, I.2    Bernard, D.J.3    Nussbaum, R.L.4
  • 7
    • 0034635221 scopus 로고    scopus 로고
    • Roles of PLC-beta2 and -beta3 and PI3Kgamma in chemoattractant-mediated signal transduction
    • Li, Z.; Jiang, H.; Xie, W.; Zhang, Z.; Smrcka, A. V.; Wu, D. Roles of PLC-beta2 and -beta3 and PI3Kgamma in chemoattractant-mediated signal transduction. Science 2000, 287, 1046-1049.
    • (2000) Science , vol.287 , pp. 1046-1049
    • Li, Z.1    Jiang, H.2    Xie, W.3    Zhang, Z.4    Smrcka, A.V.5    Wu, D.6
  • 12
    • 0033634827 scopus 로고    scopus 로고
    • Structural determinants of phosphoinositide 3-kinase inhibition by wortmannin, LY294002, quercetin, myricetin, and staurosporine
    • Walker, E. H.; Pacold, M. E.; Perisic, O.; Stephens, L.; Hawkins, P. T.; Wymann, M. P.; Williams, R. L. Structural determinants of phosphoinositide 3-kinase inhibition by wortmannin, LY294002, quercetin, myricetin, and staurosporine. Mol. Cell 2000, 6, 909-919.
    • (2000) Mol. Cell , vol.6 , pp. 909-919
    • Walker, E.H.1    Pacold, M.E.2    Perisic, O.3    Stephens, L.4    Hawkins, P.T.5    Wymann, M.P.6    Williams, R.L.7
  • 13
    • 33745668264 scopus 로고    scopus 로고
    • Preparation of antiatherosclerotic and antithrombotic 1-benzopyran-4-ones and 2-amino-1,3-benzoxazine-4-ones. PCT Int. Appl. WO9119707, 1991
    • Gammill, R. B.; Judge, T. M.; Morris, J. Preparation of antiatherosclerotic and antithrombotic 1-benzopyran-4-ones and 2-amino-1,3-benzoxazine-4-ones. PCT Int. Appl. WO9119707, 1991.
    • Gammill, R.B.1    Judge, T.M.2    Morris, J.3
  • 14
    • 33745660641 scopus 로고    scopus 로고
    • Preparation of benzoxazines and related compounds as inhibitors of PI3Ks. PCT Int. Appl. WO2004056820, 2004
    • Gogliotti, R. D.; Muccioli, K. L.; Para, K. S.; Visnick, M. Preparation of benzoxazines and related compounds as inhibitors of PI3Ks. PCT Int. Appl. WO2004056820, 2004.
    • Gogliotti, R.D.1    Muccioli, K.L.2    Para, K.S.3    Visnick, M.4
  • 15
    • 33745670936 scopus 로고    scopus 로고
    • Preparation of benzoxazin-3-ones and derivatives as inhibitors of P13K kinase for treating inflammations, cardiovascular diseases and cancers. PCT Int. Appl. WO2004052373, 2004
    • Barvian, N. C.; Kolz, C. N.; Para, K. S.; Patt, W. C.; Visnick, M. Preparation of benzoxazin-3-ones and derivatives as inhibitors of P13K kinase for treating inflammations, cardiovascular diseases and cancers. PCT Int. Appl. WO2004052373, 2004.
    • Barvian, N.C.1    Kolz, C.N.2    Para, K.S.3    Patt, W.C.4    Visnick, M.5
  • 16
    • 33745661287 scopus 로고    scopus 로고
    • Preparation of N-tetrazolyl benzo[b]thiophenecarboxamides as phosphoinositide-3-kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108715, 2004
    • Bruendl, M. M.; Connolly, M. K.; Goodman, A. P.; Gogliotti, R. D.; Lee, H. T.; Plummer, M. S.; Sexton, K. E.; Reichard, G. A.; Visnick, M.; Wilson, M. W. Preparation of N-tetrazolyl benzo[b]thiophenecarboxamides as phosphoinositide-3-kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108715, 2004.
    • Bruendl, M.M.1    Connolly, M.K.2    Goodman, A.P.3    Gogliotti, R.D.4    Lee, H.T.5    Plummer, M.S.6    Sexton, K.E.7    Reichard, G.A.8    Visnick, M.9    Wilson, M.W.10
  • 17
    • 33745659932 scopus 로고    scopus 로고
    • Preparation of halo-substituted N-tetrazolylbenzo[b]thiophenecarboxamides with PI3K inhibitory activity as therapeutic agents. PCT Int. Appl. WO2005023800, 2005
    • Connolly, M. K.; Cogliotti, R. D.; Hurt, C. R.; Reichard, G. A.; Visnick, M. Preparation of halo-substituted N-tetrazolylbenzo[b]thiophenecarboxamides with PI3K inhibitory activity as therapeutic agents. PCT Int. Appl. WO2005023800, 2005.
    • Connolly, M.K.1    Cogliotti, R.D.2    Hurt, C.R.3    Reichard, G.A.4    Visnick, M.5
  • 18
    • 33745673213 scopus 로고    scopus 로고
    • Preparation of N-tetrazolyl benzo[b]thiophenecarboxamides as phosphoinositide-3-kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108713, 2004
    • Connolly, M.; Gogliotti, R. D.; Lee, H. T.; Plummer, M. S.; Sexton, K. E.; Visnick, M. Preparation of N-tetrazolyl benzo[b]thiophenecarboxamides as phosphoinositide-3-kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108713, 2004.
    • Connolly, M.1    Gogliotti, R.D.2    Lee, H.T.3    Plummer, M.S.4    Sexton, K.E.5    Visnick, M.6
  • 19
    • 33745653212 scopus 로고    scopus 로고
    • Preparation of tetrazolyl benzofurancarboxamides as phosphoinositide-3- kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108709, 2004
    • Gogliotti, R. D.; Lee, H. T.; Sexton, K. E.; Visnick, M. Preparation of tetrazolyl benzofurancarboxamides as phosphoinositide-3-kinase (PI3K) inhibitors for the treatment of cancer, inflammatory and cardiovascular diseases. PCT Int. Appl. WO2004108709, 2004.
    • Gogliotti, R.D.1    Lee, H.T.2    Sexton, K.E.3    Visnick, M.4
  • 20
    • 33745653957 scopus 로고    scopus 로고
    • Preparation of 3-substituted indoles as inhibitors of phosphoinositide-3 kinases (PI3Ks). PCT Int. Appl. WO2004108708, 2004
    • Para, K. S.; Stankovic, C. J.; Visnick, M. Preparation of 3-substituted indoles as inhibitors of phosphoinositide-3 kinases (PI3Ks). PCT Int. Appl. WO2004108708, 2004.
    • Para, K.S.1    Stankovic, C.J.2    Visnick, M.3
  • 21
    • 33745646376 scopus 로고    scopus 로고
    • Preparation of morpholinyl-pyrimidine derivatives as inhibitors of phosphoinositide-3-kinases. PCT Int. Appl. WO2005042519, 2005
    • Connolly, M. K.; Gogliotti, R. D.; Plummer, M. S.; Visnick, M. Preparation of morpholinyl-pyrimidine derivatives as inhibitors of phosphoinositide-3-kinases. PCT Int. Appl. WO2005042519, 2005.
    • Connolly, M.K.1    Gogliotti, R.D.2    Plummer, M.S.3    Visnick, M.4
  • 22
    • 33745664289 scopus 로고    scopus 로고
    • 5-Phenylthiazole derivatives and their use as phosphatidylinositol 3-kinase (PI3K) inhibitors for the treatment of allergic and inflammatory diseases. PCT Int. Appl. WO2003072557, 2003
    • Bruce, I.; Finan, P.; Leblanc, C.; McCarthy, C; Whitehead, L.; Blair, N. E.; Bloomfield, G. C.; Hayler, J.; Kirman, L.; Oza, M. S.; Shukla, L. 5-Phenylthiazole derivatives and their use as phosphatidylinositol 3-kinase (PI3K) inhibitors for the treatment of allergic and inflammatory diseases. PCT Int. Appl. WO2003072557, 2003.
    • Bruce, I.1    Finan, P.2    Leblanc, C.3    McCarthy, C.4    Whitehead, L.5    Blair, N.E.6    Bloomfield, G.C.7    Hayler, J.8    Kirman, L.9    Oza, M.S.10    Shukla, L.11
  • 24
    • 33745679024 scopus 로고    scopus 로고
    • Preparation of 5-phenylthiazoles as phosphatidylinositol 3-kinase (PI3 kinase) inhibitors. PCT Int. Appl. WO2004078754, 2004
    • Bloomfield, G. C.; Bruce, I.; Leblanc, C.; Oza, M. S.; Whitehead, L. Preparation of 5-phenylthiazoles as phosphatidylinositol 3-kinase (PI3 kinase) inhibitors. PCT Int. Appl. WO2004078754, 2004.
    • Bloomfield, G.C.1    Bruce, I.2    Leblanc, C.3    Oza, M.S.4    Whitehead, L.5
  • 26
    • 33745672599 scopus 로고    scopus 로고
    • Preparation of phenylthiazolylureas as inhibitors of phosphatidylinositol 3-kinase. PCT Int. Appl. WO2005021519, 2005
    • Bloomfield, G. C.; Bruce, I.; Hayler, J.; Leblanc, C.; Le Grand, D. M.; McCarthy, C. Preparation of phenylthiazolylureas as inhibitors of phosphatidylinositol 3-kinase. PCT Int. Appl. WO2005021519, 2005.
    • Bloomfield, G.C.1    Bruce, I.2    Hayler, J.3    Leblanc, C.4    Le Grand, D.M.5    McCarthy, C.6
  • 27
    • 33745637076 scopus 로고    scopus 로고
    • Preparation of thiazole derivatives as modulators of the phosphoinositide 3-kinases (PI3Ks). PCT Int. Appl. WO2005068444, 2005
    • Quattropani, A.; Rückle, T.; Schwarz, M.; Dorbais, J.; Sauer, W.; Cleva, C.; Desforges, G. Preparation of thiazole derivatives as modulators of the phosphoinositide 3-kinases (PI3Ks). PCT Int. Appl. WO2005068444, 2005.
    • Quattropani, A.1    Rückle, T.2    Schwarz, M.3    Dorbais, J.4    Sauer, W.5    Cleva, C.6    Desforges, G.7
  • 28
    • 33745638230 scopus 로고    scopus 로고
    • Preparation of 2-imino-4-(thio)oxo-5-polycyclovinylazolines as PI3 kinase inhibitors. PCT Int. Appl. WO2005011686, 2005
    • Rückle, T.; Shaw, J.; Church, D.; Covini, D. Preparation of 2-imino-4-(thio)oxo-5-polycyclovinylazolines as PI3 kinase inhibitors. PCT Int. Appl. WO2005011686, 2005.
    • Rückle, T.1    Shaw, J.2    Church, D.3    Covini, D.4
  • 29
    • 33745677524 scopus 로고    scopus 로고
    • Preparation of azolidinone-vinyl fused-benzene derivatives for therapeutic uses as PI3 kinase inhibitors. PCT Int. Appl. WO2004007491, 2004
    • Rückle, T.; Jiang, X.; Gaillard, P.; Church, D.; Vallotton, T. Preparation of azolidinone-vinyl fused-benzene derivatives for therapeutic uses as PI3 kinase inhibitors. PCT Int. Appl. WO2004007491, 2004.
    • Rückle, T.1    Jiang, X.2    Gaillard, P.3    Church, D.4    Vallotton, T.5
  • 30
    • 33745660640 scopus 로고    scopus 로고
    • Preparation and formulation of morpholino-substituted heterocycles as phosphoinositide 3-kinase inhibitors for therapeutic use. PCT Int. Appl. WO2001053266, 2001
    • Robertson, A. D.; Jackson, S.; Kenche, V.; Yaip, C.; Parbaharan, H.; Thompson, P. Preparation and formulation of morpholino-substituted heterocycles as phosphoinositide 3-kinase inhibitors for therapeutic use. PCT Int. Appl. WO2001053266, 2001.
    • Robertson, A.D.1    Jackson, S.2    Kenche, V.3    Yaip, C.4    Parbaharan, H.5    Thompson, P.6
  • 31
    • 33745646824 scopus 로고    scopus 로고
    • Preparation of morpholinyl- and pyridinyl-substituted heterobicyclic ketones as selective inhibitors of phosphoinositide 3-kinase β for use against thrombosis. PCT Int. Appl. WO2004016607, 2004
    • Jackson, S. P.; Robertson, A. D.; Kenche, V.; Thompson, P.; Prabaharan, H.; Anderson, K.; Abbott, B.; Goncalves, I.; Nesbitt, W.; Schoenwaelder, S.; Saylik, D. Preparation of morpholinyl- and pyridinyl-substituted heterobicyclic ketones as selective inhibitors of phosphoinositide 3-kinase β for use against thrombosis. PCT Int. Appl. WO2004016607, 2004.
    • Jackson, S.P.1    Robertson, A.D.2    Kenche, V.3    Thompson, P.4    Prabaharan, H.5    Anderson, K.6    Abbott, B.7    Goncalves, I.8    Nesbitt, W.9    Schoenwaelder, S.10    Saylik, D.11
  • 33
    • 33745678123 scopus 로고    scopus 로고
    • Method of operating a computer system to perform a discrete substructural analysis. PCT Int. Appl. WO200233-596, 2002
    • Church, D.; Colinge, J. Method of operating a computer system to perform a discrete substructural analysis. PCT Int. Appl. WO200233-596, 2002.
    • Church, D.1    Colinge, J.2
  • 36
    • 18644382785 scopus 로고    scopus 로고
    • The clinical significance of PPAR gamma agonism
    • Campbell, I. W. The clinical significance of PPAR gamma agonism. Curr. Mol. Med. 2005, 5, 349-363.
    • (2005) Curr. Mol. Med. , vol.5 , pp. 349-363
    • Campbell, I.W.1
  • 37
    • 19244365650 scopus 로고    scopus 로고
    • Thiazolidinediones
    • Yki-Jaervinen, H. Thiazolidinediones. N. Engl. J. Med. 2004, 351, 1106-1118.
    • (2004) N. Engl. J. Med. , vol.351 , pp. 1106-1118
    • Yki-Jaervinen, H.1
  • 38
    • 0037534043 scopus 로고    scopus 로고
    • Structure-activity relationships of novel anti-malarial agents. Part 7: N-(3-Benzoyl-4-tolylacetylaminophenyl)-3-(5-aryl-2-furyl)acrylic acid amides with polar moieties
    • Wiesner, J.; Mitsch, A.; Jomaa, H.; Schlitzer, M. Structure-activity relationships of novel anti-malarial agents. Part 7: N-(3-Benzoyl-4- tolylacetylaminophenyl)-3-(5-aryl-2-furyl)acrylic acid amides with polar moieties. Bioorg. Med. Chem. Lett. 2003, 13, 2159-2161.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 2159-2161
    • Wiesner, J.1    Mitsch, A.2    Jomaa, H.3    Schlitzer, M.4
  • 42
    • 0035840344 scopus 로고    scopus 로고
    • Suzuki cross-coupling of arylboronic acids mediated by a hydrosoluble Pd(0)/TTPPTS catalyst
    • Dupuis, C.; Adiey, K.; Charruault, L.; Michelet, V.; Savignac, M.; Genet, J. P. Suzuki cross-coupling of arylboronic acids mediated by a hydrosoluble Pd(0)/TTPPTS catalyst. Tetrahedron Lett. 2001, 42, 6523-6526.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 6523-6526
    • Dupuis, C.1    Adiey, K.2    Charruault, L.3    Michelet, V.4    Savignac, M.5    Genet, J.P.6
  • 43
    • 2042507954 scopus 로고
    • Palladium-catalyzed cross-coupling reactions of organoboron compounds
    • Miyaura, N.; Suzuki, A. Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem. Rev. (Washington, D.C.) 1995, 95, 2457-2483.
    • (1995) Chem. Rev. (Washington, D.C.) , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 44
    • 0028031723 scopus 로고
    • Synthesis and biological evaluation of 5-[[3,5-bis(1.1-dimethylethyl)-4- hydroxyphenyl]methylene]oxazoles, -thiazoles, and -imidazoles: Novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity
    • Unangst, P. C.; Connor, D. T.; Cetenko, W. A.; Sorenson, R. J.; Kostlan, C. R.; Sircar, J. C.; Wright, C. D.; Schrier, D. J.; Dyer, R. D. Synthesis and biological evaluation of 5-[[3,5-bis(1.1-dimethylethyl)-4-hydroxyphenyl] methylene]oxazoles, -thiazoles, and -imidazoles: novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity. J. Med. Chem. 1994, 37, 322-328.
    • (1994) J. Med. Chem. , vol.37 , pp. 322-328
    • Unangst, P.C.1    Connor, D.T.2    Cetenko, W.A.3    Sorenson, R.J.4    Kostlan, C.R.5    Sircar, J.C.6    Wright, C.D.7    Schrier, D.J.8    Dyer, R.D.9
  • 49
    • 0036561677 scopus 로고    scopus 로고
    • New therapeutics that modulate chemokine networks
    • Schwarz, M. K.; Wells, T. N. New therapeutics that modulate chemokine networks. Nat. Rev. Drug Discovery 2002, 1, 347-58.
    • (2002) Nat. Rev. Drug Discovery , vol.1 , pp. 347-358
    • Schwarz, M.K.1    Wells, T.N.2
  • 50
    • 0038579078 scopus 로고    scopus 로고
    • Rapid recruitment of inflammatory monocytes is independent of neutrophil migration
    • Henderson, R. B.; Hobbs, J. A.; Mathies, M.; Hogg, N. Rapid recruitment of inflammatory monocytes is independent of neutrophil migration. Blood 2003, 102, 328-335.
    • (2003) Blood , vol.102 , pp. 328-335
    • Henderson, R.B.1    Hobbs, J.A.2    Mathies, M.3    Hogg, N.4
  • 51
    • 0033212815 scopus 로고    scopus 로고
    • Integration of macromolecular diffraction data
    • Leslie, A. G. Integration of macromolecular diffraction data. Acta Crystallogr. 1999, D55, 1696-1702.
    • (1999) Acta Crystallogr. , vol.D55 , pp. 1696-1702
    • Leslie, A.G.1
  • 52
    • 84889120137 scopus 로고
    • Improved methods for building protein models in electron density maps and the location of errors in these models
    • Jones, T. A.; Zou, J. Y.; Cowan, S. W.; Kjeldgaard, M. Improved methods for building protein models in electron density maps and the location of errors in these models. Acta Crystallogr. 1991, A47, 110-119.
    • (1991) Acta Crystallogr. , vol.A47 , pp. 110-119
    • Jones, T.A.1    Zou, J.Y.2    Cowan, S.W.3    Kjeldgaard, M.4
  • 54
    • 33745648168 scopus 로고    scopus 로고
    • Use of a scintillating solid support coated with an aminoglycoside for identifying and/or quantifying a radiolabeled aminoglycoside binding molecule such as mono- or polyphosphated phosphoinositide in a sample. PCT Int. Appl. WO2002101084, 2002
    • Camps, M.; Chabert, C.; Martin, T.; Perrin, D.; Rommel, C.; Wymann, M. P. Use of a scintillating solid support coated with an aminoglycoside for identifying and/or quantifying a radiolabeled aminoglycoside binding molecule such as mono- or polyphosphated phosphoinositide in a sample. PCT Int. Appl. WO2002101084, 2002.
    • Camps, M.1    Chabert, C.2    Martin, T.3    Perrin, D.4    Rommel, C.5    Wymann, M.P.6
  • 57
    • 33745647941 scopus 로고    scopus 로고
    • Inhibitors of human phosphatidyl-inositol 3-kinase delta. PCT Int. Appl. WO200181346, 2001
    • Sadhu, C.; Dick, K.; Treiberg, K.; Sowell, G.; Kesicki, E.; Oliver, A. Inhibitors of human phosphatidyl-inositol 3-kinase delta. PCT Int. Appl. WO200181346, 2001.
    • Sadhu, C.1    Dick, K.2    Treiberg, K.3    Sowell, G.4    Kesicki, E.5    Oliver, A.6


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