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Volumn 51, Issue 23, 2008, Pages 7614-7624

Dihydrofuro[3,4-c]pyridinones as inhibitors of the cytolytic effects of the pore-forming glycoprotein perforin

Author keywords

[No Author keywords available]

Indexed keywords

DIHYDROFURO[3,4 C]PYRIDINONE; PERFORIN; PYRIDONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 57349090147     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm801063n     Document Type: Article
Times cited : (36)

References (45)
  • 1
    • 33845199637 scopus 로고    scopus 로고
    • Perforin-mediated target-cell death and immune homeostasis
    • Voskoboinik, I.; Smyth, M. J.; Trapani, J. A. Perforin-mediated target-cell death and immune homeostasis. Nat. Rev. Immunol. 2006, 6, 940-952.
    • (2006) Nat. Rev. Immunol , vol.6 , pp. 940-952
    • Voskoboinik, I.1    Smyth, M.J.2    Trapani, J.A.3
  • 2
    • 0141853027 scopus 로고    scopus 로고
    • Mechanisms of granule-mediated cytotoxicity
    • Lieberman, J. Mechanisms of granule-mediated cytotoxicity. Curr. Opin. Immunol. 2003, 15, 513-515.
    • (2003) Curr. Opin. Immunol , vol.15 , pp. 513-515
    • Lieberman, J.1
  • 3
    • 26844508372 scopus 로고    scopus 로고
    • The granule pathway of programmed cell death
    • Ashton-Rickardt, P. G. The granule pathway of programmed cell death. Crit. Rev. Immunol. 2005, 25, 161-182.
    • (2005) Crit. Rev. Immunol , vol.25 , pp. 161-182
    • Ashton-Rickardt, P.G.1
  • 4
    • 0036217977 scopus 로고    scopus 로고
    • Lymphocyte-mediated cytotoxicity
    • Russell, J. H.; Ley, T. J. Lymphocyte-mediated cytotoxicity. Annu. Rev. Immunol. 2002, 20, 323-370.
    • (2002) Annu. Rev. Immunol , vol.20 , pp. 323-370
    • Russell, J.H.1    Ley, T.J.2
  • 6
    • 0026659467 scopus 로고
    • Perforin: Structure, function and regulation
    • Podack, E. R. Perforin: Structure, function and regulation. Curr. Top. Microbio. Immun. 1992, 178, 175-185.
    • (1992) Curr. Top. Microbio. Immun , vol.178 , pp. 175-185
    • Podack, E.R.1
  • 7
    • 0036779576 scopus 로고    scopus 로고
    • Functional significance of the perforin/granzyme cell death pathway
    • Trapani, J. A.; Smyth, M. J. Functional significance of the perforin/granzyme cell death pathway. Nat. Rev. Immunol. 2002, 2, 735-747.
    • (2002) Nat. Rev. Immunol , vol.2 , pp. 735-747
    • Trapani, J.A.1    Smyth, M.J.2
  • 8
    • 33645083234 scopus 로고    scopus 로고
    • Addressing the mysteries of perforin function
    • Voskoboinik, I.; Trapani, J. A. Addressing the mysteries of perforin function. Immunol. Cell Biol. 2006, 84, 66-71.
    • (2006) Immunol. Cell Biol , vol.84 , pp. 66-71
    • Voskoboinik, I.1    Trapani, J.A.2
  • 9
    • 34548666167 scopus 로고    scopus 로고
    • Rosado, C. J.; Buckle, A. M.; Law, R. H. P.; Butcher, R. E.; Kan, W.-T.; Bird, C. H.; Ung, K.; Browne, K. A.; Baran, K.; Bashtannyk-Puhalovich, T. A.; Faux, N. G.; Wong, W.; Porter, C. J.; Pike, R. N.; Ellisdon, A. M.; Pearce, M. C.; Bottomley, S. P.; Emsley, J.; Smith, A. I.; Rossjohn, J.; Hartland, E. L.; Voskoboinik, I; Trapani, J. A.; Bird, P. I.; Dunstone, M. A.; Whisstock, J. C. A common fold mediates vertebrate defence and bacterial attack. Science 2007, 317, 1548-1551.
    • Rosado, C. J.; Buckle, A. M.; Law, R. H. P.; Butcher, R. E.; Kan, W.-T.; Bird, C. H.; Ung, K.; Browne, K. A.; Baran, K.; Bashtannyk-Puhalovich, T. A.; Faux, N. G.; Wong, W.; Porter, C. J.; Pike, R. N.; Ellisdon, A. M.; Pearce, M. C.; Bottomley, S. P.; Emsley, J.; Smith, A. I.; Rossjohn, J.; Hartland, E. L.; Voskoboinik, I; Trapani, J. A.; Bird, P. I.; Dunstone, M. A.; Whisstock, J. C. A common fold mediates vertebrate defence and bacterial attack. Science 2007, 317, 1548-1551.
  • 11
    • 1842289172 scopus 로고    scopus 로고
    • Reduced incidence and delayed onset of diabetes in perforin-deficient nonobese diabetic mice
    • Kagi, D.; Odermatt, B.; Seiler, P.; Zinkernagel, R. M.; Mak, T. W.; Hengartner, H. Reduced incidence and delayed onset of diabetes in perforin-deficient nonobese diabetic mice. J. Exp. Med. 1997, 186, 989-997.
    • (1997) J. Exp. Med , vol.186 , pp. 989-997
    • Kagi, D.1    Odermatt, B.2    Seiler, P.3    Zinkernagel, R.M.4    Mak, T.W.5    Hengartner, H.6
  • 12
    • 15944399347 scopus 로고    scopus 로고
    • Perforin and lymphohistiocytic proliferative disorders
    • Katano, H.; Cohen, J. I. Perforin and lymphohistiocytic proliferative disorders. Br. J. Haematol. 2005, 128, 739-750.
    • (2005) Br. J. Haematol , vol.128 , pp. 739-750
    • Katano, H.1    Cohen, J.I.2
  • 13
  • 15
    • 0141741400 scopus 로고    scopus 로고
    • Perforin and the granule exocytosis cytotoxicity pathway
    • Catalfamo, M.; Henkart, P. A. Perforin and the granule exocytosis cytotoxicity pathway. Curr. Opin. Immunol. 2003, 15, 522-527.
    • (2003) Curr. Opin. Immunol , vol.15 , pp. 522-527
    • Catalfamo, M.1    Henkart, P.A.2
  • 18
    • 3042639234 scopus 로고    scopus 로고
    • Perforin mediates endothelial cell death and resultant transplant vascular disease in cardiac allografts
    • Choy, J. C.; Kerjner, A.; Wong, B. W.; McManus, B. M.; Granville, D. J. Perforin mediates endothelial cell death and resultant transplant vascular disease in cardiac allografts. Amer. J. Pathol. 2004, 165, 127-133.
    • (2004) Amer. J. Pathol , vol.165 , pp. 127-133
    • Choy, J.C.1    Kerjner, A.2    Wong, B.W.3    McManus, B.M.4    Granville, D.J.5
  • 19
    • 0036595397 scopus 로고    scopus 로고
    • Cytotoxic T lymphocytes: All roads lead to death
    • Barry, M.; Bleackley, R. C. Cytotoxic T lymphocytes: All roads lead to death. Nature Rev. Immunol. 2002, 2, 401-109.
    • (2002) Nature Rev. Immunol , vol.2 , pp. 401-109
    • Barry, M.1    Bleackley, R.C.2
  • 20
  • 21
    • 0030005837 scopus 로고    scopus 로고
    • Kataoka, T.; Shinohara, N.; Takayama, H.; Takaku, K.; Kondo, S.; Yonehara, S.; Nagai, K. Concanamycin A, a powerful tool for characterization and estimation of contribution of perforin- and Fas-based lytic pathways in cell-mediated cytotoxicity. J. Immunol. 1996, 156, 3678-3686.
    • Kataoka, T.; Shinohara, N.; Takayama, H.; Takaku, K.; Kondo, S.; Yonehara, S.; Nagai, K. Concanamycin A, a powerful tool for characterization and estimation of contribution of perforin- and Fas-based lytic pathways in cell-mediated cytotoxicity. J. Immunol. 1996, 156, 3678-3686.
  • 22
    • 0030266253 scopus 로고    scopus 로고
    • Identification of low molecular weight probes of perforin- and Fas-based killing mediated by cytotoxic T-lymphocytes
    • Kataoka, T.; Taniguchi, M.; Yamada, A.; Suzuki, H.; Hamada, S.; Magae, J.; Nagai, K. Identification of low molecular weight probes of perforin- and Fas-based killing mediated by cytotoxic T-lymphocytes. Biosci. Biotechnol. Biochem. 1996, 60, 1726-1728.
    • (1996) Biosci. Biotechnol. Biochem , vol.60 , pp. 1726-1728
    • Kataoka, T.1    Taniguchi, M.2    Yamada, A.3    Suzuki, H.4    Hamada, S.5    Magae, J.6    Nagai, K.7
  • 24
    • 57349179651 scopus 로고    scopus 로고
    • Retroviral vectors encoding recombinant mouse perforin, its expression and therapeutic uses thereof
    • Patent WO 2005083098 A1, March. 1
    • Trapani, J. A. and Smyth, M. J. Retroviral vectors encoding recombinant mouse perforin, its expression and therapeutic uses thereof. Patent WO 2005083098 A1, March. 1, 2005.
    • (2005)
    • Trapani, J.A.1    Smyth, M.J.2
  • 25
    • 57349165058 scopus 로고
    • Studies of furopyridines. VI. Synthesis and steric structure of hetarylmethylene-4-thiofuro[3,4-c]pyridin-3-ones
    • Kaigodorova, E. A.; Kvak, S. N.; Ugrak, B. I.; Zaplishnyi, V. N.; Kul'nevich, V. G. Studies of furopyridines. VI. Synthesis and steric structure of hetarylmethylene-4-thiofuro[3,4-c]pyridin-3-ones. Russ. J. Org. Chem. 1995, 31, 1650-1652.
    • (1995) Russ. J. Org. Chem , vol.31 , pp. 1650-1652
    • Kaigodorova, E.A.1    Kvak, S.N.2    Ugrak, B.I.3    Zaplishnyi, V.N.4    Kul'nevich, V.G.5
  • 26
    • 27644590969 scopus 로고    scopus 로고
    • Investigation of furopyridines. Part 7. Synthesis and antibacterial activity of 1-arylidene-3-oxo-4-thioxofuro[3,4-c]- pyridines
    • Kaigorodova, E. A.; Mikhailichenko, S. N.; Vasilin, V. K.; Terekhov, V. I.; Kul'nevich, V G. Investigation of furopyridines. Part 7. Synthesis and antibacterial activity of 1-arylidene-3-oxo-4-thioxofuro[3,4-c]- pyridines. Pharm. Chem. J. 1998, 32, 194-196.
    • (1998) Pharm. Chem. J , vol.32 , pp. 194-196
    • Kaigorodova, E.A.1    Mikhailichenko, S.N.2    Vasilin, V.K.3    Terekhov, V.I.4    Kul'nevich, V.G.5
  • 27
    • 34250084070 scopus 로고
    • Research in the field of furopyridines. 2. Synthesis and steric structure of 6-methyl-1-hetarylidene-3,4-dioxo[3,4-c]pyridines
    • Arustamova, I. S.; Kaigorodova, E. A.; Kul'nevich, V. G.; Ugrak, B. I. Research in the field of furopyridines. 2. Synthesis and steric structure of 6-methyl-1-hetarylidene-3,4-dioxo[3,4-c]pyridines. Chem. Heterocycl. Compds. 1993, 29, 539-544.
    • (1993) Chem. Heterocycl. Compds , vol.29 , pp. 539-544
    • Arustamova, I.S.1    Kaigorodova, E.A.2    Kul'nevich, V.G.3    Ugrak, B.I.4
  • 28
    • 0007979950 scopus 로고
    • Pyridine Derivatives. I. 3-Cyano-4- ethoxymethyl-6-methyl-2-pyridone and some related transformation products
    • Bruce, W. F.; Coover, H. W. Pyridine Derivatives. I. 3-Cyano-4- ethoxymethyl-6-methyl-2-pyridone and some related transformation products. J. Am. Chem. Soc. 1944, 66, 2092-2094.
    • (1944) J. Am. Chem. Soc , vol.66 , pp. 2092-2094
    • Bruce, W.F.1    Coover, H.W.2
  • 32
    • 0000090034 scopus 로고    scopus 로고
    • Preparation of 71: Karminski-Zamola, G.; Dogan, J.; Bajic, M.; Blazevic, J.; Malesevic, M. Synthesis of some furyl- and thienylacrylates or diacrylates and acrylic acids by the palladium catalysed vinylation of substituted bromofurans and bromothiophenes. Heterocycles 1994, 38, 759-767.
    • (a) Preparation of 71: Karminski-Zamola, G.; Dogan, J.; Bajic, M.; Blazevic, J.; Malesevic, M. Synthesis of some furyl- and thienylacrylates or diacrylates and acrylic acids by the palladium catalysed vinylation of substituted bromofurans and bromothiophenes. Heterocycles 1994, 38, 759-767.
  • 33
    • 0036589259 scopus 로고    scopus 로고
    • Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
    • (b) Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction. Chem. Rev. 2002, 102, 1359-1469.
    • (2002) Chem. Rev , vol.102 , pp. 1359-1469
    • Hassan, J.1    Sévignon, M.2    Gozzi, C.3    Schulz, E.4    Lemaire, M.5
  • 34
    • 0021326394 scopus 로고    scopus 로고
    • Preparation of benzofurans: Chapleo, C. B.; Myers, P. L.; Butler, R. C. M.; Davis, J, A.; Doxey, J. C.; Higgins, S. D.; Myers, M.; Roach, A. G.; Smith, C. F. C.; Stillings, M. R.; Welbourn, A. P. α-Adrenoreceptor reagents. 2. Effects of modifications of the 1,4-benzodioxan ring system on α-adrenoreceptor activity. J. Med. Chem. 1984, 27, 570-576.
    • Preparation of benzofurans: Chapleo, C. B.; Myers, P. L.; Butler, R. C. M.; Davis, J, A.; Doxey, J. C.; Higgins, S. D.; Myers, M.; Roach, A. G.; Smith, C. F. C.; Stillings, M. R.; Welbourn, A. P. α-Adrenoreceptor reagents. 2. Effects of modifications of the 1,4-benzodioxan ring system on α-adrenoreceptor activity. J. Med. Chem. 1984, 27, 570-576.
  • 35
    • 0027861314 scopus 로고    scopus 로고
    • Preparation of benzothiophenes: Bridges, A. J.; Lee, A.; Schwartz, C. E.; Towle, M. J.; Littlefield, B. A. The synthesis of three 4-substituted benzo[b]thiophene-2-carboxamidines as potent and selective inhibitors of urokinase. Bioorg. Med. Chem. 1993, 1, 403-410.
    • (a) Preparation of benzothiophenes: Bridges, A. J.; Lee, A.; Schwartz, C. E.; Towle, M. J.; Littlefield, B. A. The synthesis of three 4-substituted benzo[b]thiophene-2-carboxamidines as potent and selective inhibitors of urokinase. Bioorg. Med. Chem. 1993, 1, 403-410.
  • 36
    • 84987313826 scopus 로고
    • 2-Amino-3-(6-methoxybenzo[b]thien- 3-yl)propanoic acid
    • (b) Titus, R. L.; Titus, C. F. 2-Amino-3-(6-methoxybenzo[b]thien- 3-yl)propanoic acid. J. Heterocycl. Chem. 1973, 10, 679-681.
    • (1973) J. Heterocycl. Chem , vol.10 , pp. 679-681
    • Titus, R.L.1    Titus, C.F.2
  • 37
    • 84987340532 scopus 로고
    • Benzo[b]thiophene derivatives. XXI. On the proof of structure of the sulfur isostere of Psilocin
    • (c) Campaigne, E.; Rogers, R. B. Benzo[b]thiophene derivatives. XXI. On the proof of structure of the sulfur isostere of Psilocin. J. Het. Chem. 1973, 10, 963-966.
    • (1973) J. Het. Chem , vol.10 , pp. 963-966
    • Campaigne, E.1    Rogers, R.B.2
  • 38
    • 0001489893 scopus 로고    scopus 로고
    • Preparation of indoles Marco, J. L. Improved preparation of N-propargyl-2-(5-benzyloxy-indolyl)methylamine. J. Heterocycl. Chem. 1998, 35, 475-476.
    • Preparation of indoles Marco, J. L. Improved preparation of N-propargyl-2-(5-benzyloxy-indolyl)methylamine. J. Heterocycl. Chem. 1998, 35, 475-476.
  • 39
    • 12444339842 scopus 로고    scopus 로고
    • 2 receptor antagonists. 1. Bicyclo[2.2.1]heptane derivatives. J. Med. Chem. 2003, 46, 2436-2445.
    • 2 receptor antagonists. 1. Bicyclo[2.2.1]heptane derivatives. J. Med. Chem. 2003, 46, 2436-2445.
  • 40
    • 0014046926 scopus 로고
    • Pharmacologically active benzo[b]thiophen derivatives. Part III. 2-Substituted compounds
    • (b) Chapman, N. B.; Clarke, K.; Saraf, S. D. Pharmacologically active benzo[b]thiophen derivatives. Part III. 2-Substituted compounds. J. Chem. Soc. C 1967, 731-735.
    • (1967) J. Chem. Soc. C , pp. 731-735
    • Chapman, N.B.1    Clarke, K.2    Saraf, S.D.3
  • 41
    • 85008579301 scopus 로고
    • The structure and total synthesis of Futoenone, a constituent of Piper futokadzura
    • (c) Ogiso, A.; Kurabayashi, M.; Takahashi, S.; Mishima, H.; Woods, M. C. The structure and total synthesis of Futoenone, a constituent of Piper futokadzura. Chem. Pharm. Bull. 1970, 18, 105-114.
    • (1970) Chem. Pharm. Bull , vol.18 , pp. 105-114
    • Ogiso, A.1    Kurabayashi, M.2    Takahashi, S.3    Mishima, H.4    Woods, M.C.5
  • 42
    • 0035280968 scopus 로고    scopus 로고
    • Enantioselective synthesis of 2- and 3-benzofuryl β-amino alcohols
    • (d) Zaidlewicz, M.; Chechlowska, A.; Prewysz-Kwinto, A.; Wojtczak, A. Enantioselective synthesis of 2- and 3-benzofuryl β-amino alcohols. Heterocyles 2000, 55, 569-577.
    • (2000) Heterocyles , vol.55 , pp. 569-577
    • Zaidlewicz, M.1    Chechlowska, A.2    Prewysz-Kwinto, A.3    Wojtczak, A.4
  • 44
    • 0020533372 scopus 로고
    • Revised methods for the Salmonella mutagenicity test
    • Maron, D. M.; Ames, B. N. Revised methods for the Salmonella mutagenicity test. Mutat. Res. 1983, 113, 173-215.
    • (1983) Mutat. Res , vol.113 , pp. 173-215
    • Maron, D.M.1    Ames, B.N.2
  • 45
    • 0031899584 scopus 로고    scopus 로고
    • Dual mechanisms of apoptosis induction by cytotoxic lymphocytes
    • Trapani, J. A. Dual mechanisms of apoptosis induction by cytotoxic lymphocytes. Int. Rev. Cytol. 1998, 182, 111-192.
    • (1998) Int. Rev. Cytol , vol.182 , pp. 111-192
    • Trapani, J.A.1


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