Aurora-A kinase inhibitor scaffolds and binding modes

Drug Discovery Today - Tập 16 Số 5-6 - Trang 260-269 - 2011
Aixia Yan1, Li-Yu Wang1, Shuyu Xu1, Jun Xu2
1State Key Laboratory of Chemical Resource Engineering, Department of Pharmaceutical Engineering, PO Box 53, Beijing University of Chemical Technology, 15 BeiSanHuan East Road, Beijing 100029, China
2School of Pharmaceutical Sciences, Sun Yat-sen University, 132 East Circle at University City, Guangzhou 510006, China

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Tài liệu tham khảo

Brown, 2005, COX-2: a molecular target for colorectal cancer prevention, J. Clin. Oncol., 4, 2840, 10.1200/JCO.2005.09.051

Sardon, 2009, Development and biological evaluation of a novel Aurora A kinase inhibitor, ChemBioChem, 10, 464, 10.1002/cbic.200800600

Pollard, 2009, Discovery and development of Aurora kinase inhibitors as anticancer agents, J. Med. Chem., 52, 2629, 10.1021/jm8012129

Kitzen, 2010, Aurora kinase inhibitors, Crit. Rev. Oncol. Hematol., 73, 99, 10.1016/j.critrevonc.2009.03.009

Malumbres, 2007, Cell cycle kinases in cancer, Curr. Opin. Genet. Dev., 17, 60, 10.1016/j.gde.2006.12.008

Nigg, 2001, Mitotic kinases as regulators of cell division and its checkpoints, Nat. Rev. Mol. Cell Biol., 2, 21, 10.1038/35048096

Mountzios, 2008, Aurora kinases as targets for cancer therapy, Cancer Treat. Rev., 34, 175, 10.1016/j.ctrv.2007.09.005

Giet, 2005, Aurora kinases, aneuploidy and cancer, a coincidence or a real link?, Trends Cell Biol., 15, 241, 10.1016/j.tcb.2005.03.004

Wang, 2010, Discovery of N-phenyl-4-(thiazol-5-yl)pyrimidin-2-amine Aurora kinase inhibitors, J. Med. Chem., 53, 4367, 10.1021/jm901913s

Mahadevan, 2007, Aurora kinase targeted therapeutics in oncology: past, present and future, Expert Opin. Drug Discov., 2, 1011, 10.1517/17460441.2.7.1011

Yang, 2005, Mitotic requirement for Aurora A kinase is bypassed in the absence of Aurora B kinase, FEBS Lett., 579, 3385, 10.1016/j.febslet.2005.04.080

Aliagas-Martin, 2009, A class of 2,4-bisanilinopyrimidine Aurora A inhibitors with unusually high selectivity against Aurora B, J. Med. Chem., 52, 3300, 10.1021/jm9000314

Lok, 2010, Aurora kinase inhibitors as anti-cancer therapy, Anticancer Drugs, 21, 339, 10.1097/CAD.0b013e3283350dd1

Li, 2004, Direct association with inner centromere protein (INCENP) activates the novel chromosomal passenger protein, Aurora-C, J. Biol. Chem., 279, 47201, 10.1074/jbc.M403029200

Sasai, 2004, Aurora-C kinase is a novel chromosomal passenger protein that can complement Aurora-B kinase function in mitotic cells, Cell Motil. Cytoskeleton, 59, 249, 10.1002/cm.20039

Giet, 1999, Aurora/Ipl1p-related kinases, a new oncogenic family of mitotic serine-threonine kinases, J. Cell Sci., 112, 3591, 10.1242/jcs.112.21.3591

Crane, 2004, Requirements for the destruction of human Aurora-A, J. Cell Sci., 117, 5975, 10.1242/jcs.01418

Walter, 2000, The mitotic serine/threonine kinase Aurora2/AIK is regulated by phosphorylation and degradation, Oncogene, 19, 4906, 10.1038/sj.onc.1203847

Bayliss, 2003, Structural basis of Aurora-A activation by TPX2 at the mitotic spindle, Mol. Cell, 12, 851, 10.1016/S1097-2765(03)00392-7

Littlepage, 2002, Identification of phosphorylated residues that affect the activity of the mitotic kinase aurora-A, Proc. Natl. Acad. Sci. U. S. A., 99, 15440, 10.1073/pnas.202606599

Talele, 2008, Molecular docking/dynamics studies of Aurora A kinase inhibitors, J. Mol. Graph. Model., 26, 1213, 10.1016/j.jmgm.2007.11.003

Fancelli, 2005, Potent and selective aurora inhibitors identified by the expansion of a novel scaffold for protein kinase inhibition, J. Med. Chem., 48, 3080, 10.1021/jm049076m

Heron, 2006, SAR and inhibitor complex structure determination of a novel class of potent and specific Aurora kinase inhibitors, Bioorg. Med. Chem. Lett., 16, 1320, 10.1016/j.bmcl.2005.11.053

Fancelli, D. et al. (2007) [Nerviano Medical Sciences] Preparation of 1H-thieno[2,3-c]pyrazoles as kinase, particularly Aurora kinases and IGF-1R inhibitors for treating cancer. PIXXD2 WO 2007009898 A1 20070125

Barberis, C. et al. (2006) [Aventis Pharma] Hydrazinocarbonyl-thieno[2,3-c]pyrazoles, their preparation, compositions containing them and their use as inhibitors of protein kinases. PIXXD2 WO 2006092510 A1 20060908

Carry, J.C. et al. (2006) [Aventis Pharma] Substituted 1H-thieno[2,3-c]pyrazoles, their preparation, compositions containing them and their use as inhibitors of protein kinases for treating cancer. PIXXD2 WO 2006056697 A1 20060601

Mauger, J. et al. (2007) [Aventis Pharma] Preparation of 1,4-dihydropyridine-fused heterocycles as inhibitors of Aurora kinases. EPXXDW EP 1746097 A1 20070124

Moriarty, 2006, The synthesis and SAR of 2-amino-pyrrolo [2,3-d]pyrimidines: a new class of Aurora-A kinase inhibitors, Bioorg. Med. Chem. Lett., 16, 5778, 10.1016/j.bmcl.2006.08.080

Fischer, P.M. et al. (2006)[Cyclacel Ltd.] Preparation of 4-(1H-indol-3-yl)-pyrimidin-2-ylamine derivatives as protein kinase inhibitors and their use in therapy. PIXXD2 WO 2006075152 A1 20060720

Tabart, M. et al. (2006) [Aventis Pharma] Preparation of substituted pyrrolopyridines as kinase inhibitors, and their compositions and use for treatment of cancer. FRXXBL FR 2884821 A1 20061027

Georges, G. et al. (2006) [F. Hoffmann-La Roche] Preparation of pyrazolylbenzimidazole derivatives as Aurora A kinase inhibitors for treatment of cancer. PIXXD2 WO 2006032519 A1 20060330

Bavetsias, V. et al. (2007) [Chroma Therapeutics Ltd.] Preparation of imidazopyridines as enzyme inhibitors, especially Aurora kinase inhibitors, for treating cell proliferative diseases. PIXXD2 WO 2007072017 A2 20070628

Lew, W. et al. (2006) [Sunesis Pharmaceuticals] Thienopyrimidines useful as Aurora kinase inhibitors and their preparation, pharmaceutical compositions, and their use for treatment of Aurora kinase-mediated diseases. USXXCO US 2006035908 A1 20060216

Davidson, A.H. et al. (2006) [Chroma Therapeutics Ltd.] Preparation of quinoline and quinazoline amino acid derivatives as inhibitors of kinase enzymatic activity. PIXXD2 WO 2006117552 A1 20061109

Tomozane, H. et al. (2005) [Mitsubishi Pharma Corporation] Preparation of aminopyrimidine derivatives as aurora 2 kinase inhibitors for treatment of cancer. PIXXD2 WO 2005113550 A1 20051201

Adams, J.L. et al. (2007) [Smithkline Beecham Corporation] Pyrimidinyl-pyrazole inhibitors of Aurora kinases and their preparation, pharmaceutical compositions and use in the treatment of cell proliferative diseases. PIXXD2 WO 2007024843 A2 20070301

Jones, S. et al. (2007) [Cyclacel Ltd.] Preparation of pyrimidinyl substituted pyrrolopyrazinones as protein kinase inhibitors useful in treatment of diseases. PIXXD2 WO 2007042784 A2 20070419

Krueger, E.B. et al. (2008) [Genentech, Inc.] Preparation of pyrimidines as Aurora kinase inhibitors. PIXXD2 WO 2008079719 A1 20080703

Howard, 2009, Fragment-based discovery of the pyrazol-4-yl urea (AT9283). A multitargeted kinase inhibitor with potent Aurora kinase activity, J. Med. Chem., 52, 379, 10.1021/jm800984v

Zhong, 2009, 2-Aminobenzimidazoles as potent Aurora kinase inhibitors, Bioorg. Med. Chem. Lett., 19, 5158, 10.1016/j.bmcl.2009.07.016

Cheung, 2009, Aurora kinase inhibitors in preclinical and testing, Expert Opin. Investig. Drugs, 18, 379, 10.1517/13543780902806392

Fancelli, 2006, 1,4,5,6-Tetrahydropyrrolo[3,4-c]pyrazoles: identification of a potent Aurora kinase inhibitor with a favorable antitumor kinase inhibition profile, J. Med. Chem., 49, 7247, 10.1021/jm060897w

Tari, 2007, Structural basis for the inhibition of Aurora A kinase by a novel class of high affinity disubstituted pyrimidine inhibitors, Bioorg. Med. Chem. Lett., 17, 688, 10.1016/j.bmcl.2006.10.086

Zhao, 2008, Modulation of kinase-inhibitor interactions by auxiliary protein binding: crystallography studies on Aurora A interactions with VX-680 and with TPX2, Protein Sci., 17, 1791, 10.1110/ps.036590.108

Manfredi, 2007, Antitumor activity of MLN8054, an orally active small-molecule inhibitor of Aurora A kinase, Proc. Natl. Acad. Sci. U. S. A., 104, 4106, 10.1073/pnas.0608798104

Gadea, 2005, Aurora kinase inhibitor ZM447439 blocks chromosome-induced spindle assembly, the completion of chromosome condensation, and the establishment of the spindle integrity checkpoint in Xenopus egg extracts, Mol. Biol. Cell, 16, 1305, 10.1091/mbc.E04-10-0891

Ikezoe, 2007, A novel treatment strategy targeting Aurora kinases in acute myelogenous leukemia, Mol. Cancer Ther., 6, 1851, 10.1158/1535-7163.MCT-07-0067

Harrington, 2004, VX-680, a potent and selective small molecule inhibitor of the Aurora kinases, suppresses tumor growth in vivo, Nat. Med., 10, 262, 10.1038/nm1003

Montembault, 2005, Aurora kinases: therapeutic potential, Drug Fut., 30, 1, 10.1358/dof.2005.030.01.875304

Jones, S.F. et al. (2007) Phase I clinical trial of MLN8054, a selective inhibitor of Aurora A kinase. J. Clin. Oncol., 2007 ASCO Annual Meeting Proceedings Part I. Vol. 25, No. 18S (June 20 Supplement), 2007: 3577. (http://www.asco.org/ascov2/Meetings/Abstracts?&vmview=abst_detail_view&confID=47&abstractID=34708)