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Advances in the design of ITK inhibitors

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Pages 369-381 | Published online: 07 Feb 2013

Bibliography

  • Berg LJ, Finkelstein LD, Lucas JA, Tec family kinases in T lymphocyte development and function. Annu Rev Immunol 2005;23:549-600
  • Shan X, Wange RL. Itk/Emt/Tsk activation in response to CD3 cross-linking in Jurkat T cells requires ZAP-70 and Lat and is independent of membrane recruitment. J Biol Chem 1999;274:29323-30
  • Bunnell SC, Diehn M, Yaffe MB, Biochemical interactions integrating Itk with the T cell receptor-initiated signaling cascade. J Biol Chem 2000;275:2219-30
  • Perez-Villar JJ, Whitney GS, Sitnick MT, Phosphorylation of the linker for activation of T-cells by Itk promotes recruitment of Vav. Biochemistry 2002;41:10732-40
  • Ching KA, Grasis JA, Tailor P, TCR/CD3-induced activation and binding of Emt/Itk to linker of activated T cell complexes: requirement for the Src homology 2 domain. J Immunol 2000;165:256-62
  • August A, Sadra A, Dupont B, Src-induced activation of inducible T cell kinase (ITK) requires phosphatidylinositol 3-kinase activity and the Pleckstrin homology domain of inducible T cell kinase. Proc Natl Acad Sci USA 1997;94:11227-32
  • Heyeck SD, Wilcox HM, Bunnell SC, Lck phosphorylates the activation loop tyrosine of the Itk kinase domain and activates Itk kinase activity. J Biol Chem 1997;272:25401-8
  • Wilcox HM, Berg LJ. Itk phosphorylation sites are required for functional activity in primary T cells. J Biol Chem 2003;278:37112-21
  • Lin X, O’Mahoney A, Mu Y, Protein kinase C-theta participates in NF-kappaB activation induced by CD3-CD28 costimulation through selective activation of IkappaB kinase beta. Mol Cell Biol 2000;20:2933-40
  • Feske S. Calcium signalling in lymphocyte activation and disease. Nat Rev Immunol 2007;7:690-702
  • Grasis JA, Browne CD, Tsoukas CD. Inducible T cell tyrosine kinase regulates actin-dependent cytoskeletal events induced by the T cell antigen receptor. J Immunol 2003;170:3971-6
  • Labno CM, Lewis CM, You D, Itk functions to control actin polymerization at the immune synapse through localized activation of Cdc42 and WASP. Curr Biol 2003;13:1619-24
  • Finkelstein LD, Shimizu Y, Schwartzberg PL. Tec kinases regulate TCR-mediated recruitment of signaling molecules and integrin-dependent cell adhesion. J Immunol 2005;175:5923-30
  • Dombroski D, Houghtling RA, Labno CM, Kinase-independent functions for Itk in TCR-induced regulation of Vav and the actin cytoskeleton. J Immunol 2005;174:1385-92
  • Kaur M, Bahia MS, Silakari O. Inhibitors of interleukin-2 T-cell kinase as potential therapeutic candidates for the treatment of various inflammatory disease conditions. Eur J Pharm Sci 2012;47:574-88
  • Fowell DJ, Shinkai K, Liao XC, Impaired NFATc translocation and failure of Th2 development in ITK-deficient CD4+ T cells. Immunity 1999;11:399-409
  • Schaeffer EM, Yap GS, Lewis CM, Mutation of Tec family kinases alters T helper cell differentiation. Nat Immunol 2001;2:1183-8
  • Debnath J, Chamorro M, Czar MJ, rlk/TXK encodes two forms of a novel cysteine string tyrosine kinase activated by Src family kinases. Mol Cell Biol 1999;19:1498-507
  • Gibson S, August A, Kawakami Y, The EMT/ITK/TSK (EMT) tyrosine kinase is activated during TCR signaling: LCK is required for optimal activation of EMT. J Immunol 1996;156:2716-22
  • Yang WC, Ghiotto M, Barbarat B, The role of Tec protein-tyrosine kinase in T cell signaling. J Biol Chem 1999;274:607-17
  • Liu KQ, Bunnell SC, Gurniak CB, T cell receptor-initiated calcium release is uncoupled from capacitative calcium entry in ITK-deficient T cells. J Exp Med 1998;187:1721-7
  • Liao XC, Littman DR. Altered T cell receptor signaling and disrupted T cell development in mice lacking ITK. Immunity 1995;3:757-69
  • Schaeffer EM, Broussard C, Debnath J, Tec family kinases modulate thresholds for thymocyte development and selection. J Exp Med 2000;192:987-1000
  • Lucas JA, Atherly LO, Berg LJ, The absence of ITK inhibits positive selection without changing lineage commitment. J Immunol 2002;168:6142-51
  • Mueller C, August A. Attenuation of immunological symptoms of allergic asthma in mice lacking the tyrosine kinase ITK. J Immunol 2003;170:5056-63
  • Miller AT, Wilcox HM, Lai Z, Signaling through ITK promotes T helper 2 differentiation via negative regulation of T-bet. Immunity 2004;21:67-80
  • Bachmann MF, Littman DR, Liao XC, Antiviral immune responses in ITK-deficient mice. J Virol 1997;71:7253-7
  • Schaeffer EM, Debnath J, Yap G, Requirement for Tec kinases Rlk and ITK in T cell receptor signaling and immunity. Science 1999;284:638-41
  • Brown K, Long JM, Vial SCM, Crystal structures of interleukin-2 tyrosine kinase and their implications for the design of selective inhibitors. J Biol Chem 2004;279:18727-32
  • Berman HM, Westbrook J, Feng Z, The protein data bank. Nucleic Acids Res 2000;28:235-42
  • Bristol-Myers Squibb Pharmaceutical. Preparation of thiazolyl inhibitors of Tec family tyrosine kinases. WO2002050071; 2002
  • Das J, Liu C, Moquin RV, Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective ITK inhibitors. Bioorg Med Chem Lett 2006;16:2411-15
  • Das J, Furch JA, Liu C, Discovery and SAR of 2-amino-5-(thioaryl)thiazoles as potent and selective ITK inhibitors. Bioorg Med Chem Lett 2006;16:3706-12
  • Lin TA, McIntyre KW, Das J, Selective ITK inhibitors block T-cell activation and murine lung inflammation. Biochemistry 2004;43:11056-62
  • Snow RJ, Abeywardane A, Campbell S, Hit-to-lead studies on benzimidazole inhibitors of ITK: Discovery of a novel class of kinase inhibitors. Bioorg Med Chem Lett 2007;17:3660-5
  • Moriarty KJ, Winters M, Qiao L, ITK kinase inhibitors: initial efforts to improve the metabolical stability and the cell activity of the benzimidazole lead. Bioorg Med Chem Lett 2008;18:5537-40
  • Moriarty KJ, Takahashi H, Pullen SS, Discovery, SAR and X-ray of 1H-benzimidazole-5-carboxylic acid cyclohexyl-methyl-amides as inhibitors of inducible T-cell kinase (ITK). Bioorg Med Chem Lett 2008;18:5545-9
  • Lo HY, Bentzien J, Fleck RW, 2-Aminobenzimidazoles as potent ITK antagonists: trans-stilbene-like moieties targeting the kinase specificity pocket. Bioorg Med Chem Lett 2008;18:6218-21
  • Lo HY, Bentzien J, White A, 2-Aminobenzimidazoles as potent ITK antagonists: de novo design of a pyrrole system targeting additional hydrogen bonding interaction. Tetahedron Lett 2008;49:7337-40
  • Cook BN, Bentzien J, White A, Discovery of potent inhibitors of interleukin-2 inducible T-cell kinase (ITK) through structure-based drug design. Bioorg Med Chem Lett 2009;19:773-7
  • Riether D, Zindell R, Kowalski A, 5-Aminomethylbenzimdazoles as potent ITK antagonists. Bioorg Med Chem Lett 2009;19:1588-91
  • Boehringer Ingelheim Pharmaceuticals. Preparation of thiophene-2-carboxylic acid (1H-benzimidazol-2 yl)amides and related compounds as inhibitors of the Tec kinase ITK (interleukin-2-inducible T-cell kinase) useful for treating of inflammation, immune diseases and allergic disorders. WO 2005079791; 2005
  • Winters MP, Robinson DJ, Khine HH, 5-Aminomethyl-1H-benzimidazoles as orally active inhibitors of inducible T-cell kinase (ITK). Bioorg Med Chem Lett 2008;18:5541-4
  • Charrier JD, Miller A, Kay DP, Discovery and structure-activity relationship of 3-aminopyrid-2-ones as potent and selective interleukin-2 inducible T-cell kinase (ITK) inhibitors. J Med Chem 2011;54:2341-50
  • Knegtel RMA, Robinson DD. A role for hydration in interleukin-2 inducible T cell kinase (ITK) selectivity. Mol Inf 2011;30:950-9
  • Vertex Pharmaceuticals. Preparation of pyrid-2-ones useful as inhibitors of Tec family protein kinases for the treatment of inflammatory, proliferative and immunologically-mediated diseases. WO2006065946; 2006
  • McLean LR, Zhang Y, Zaidi N, Z-ray crystallographic structure-based design of selective thienopyrazole inhibitors for interleukin-2 inducible tyrosine kinase. Bioorg Med Chem Lett 2012;22:3296-300
  • Sanofi. Preparation of thienopyrazoles as inhibitors of interleukin-2 inducible tyrosine kinase for treating diseases involving overproduction of Th2 cytokine like asthma. WO2005026175; 2005
  • Herdemann M, Heit I, Bosch FU, Identification of potent ITK inhibitors through focused compound library design including structural information. Bioorg Med Chem Lett 2010;20:6998-7003
  • Herdemann M, Weber A, Jonveaux J, Optimisation of ITK inhibitors through successive iterative design cycles. Bioorg Med Chem Lett 2011;21:1852-6
  • Von Bonin A, Rausch A, Mengel A, Inhibition of the IL-2-inducible tyrosine kinase (ITK) activity: a new concept for the therapy of inflammatory skin diseases. Exp Dermatol 2011;20:41-7
  • Guo W, Liu R, Ono Y, Molecular characteristics of CTA056, a novel ITK inhibitor which selectivity targets malignant T cells and modulates oncomirs. Mol Pharm 2012;82:938-47
  • Lo HY. ITK inhibitors: a patent review. Expert Opin Ther Pat 2010;20:459-69
  • Kutach AK, Villasenor AG, Lam D, Crystal structures of IL-2-inducible T cell kinase complexed with inhibitors: insights into rational drug design and activity regulation. Chem Biol Drug Des 2010;76:154-63
  • Xu W, Doshi A, Lei M, Crystal structures of c-Src reveal features of its autoinhibitory mechanism. Mol Cell 1999;3:629-38
  • Cheetham GMT. Novel protein kinases and molecular mechanisms of autoinhibition. Curr Opin Struct Biol 2004;14:700-5

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