메뉴 건너뛰기




Volumn 55, Issue 10, 2012, Pages 4640-4651

Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators

Author keywords

[No Author keywords available]

Indexed keywords

3 INDOLYLMETHANAMINE; CARBAMAZEPINE; METHYLAMINE; NUCLEAR RECEPTOR COACTIVATOR; RANITIDINE; RECEPTOR BLOCKING AGENT; STEROID RECEPTOR COACTIVATOR 2 PEPTIDE; UNCLASSIFIED DRUG; VERAPAMIL; VITAMIN D RECEPTOR;

EID: 84861489999     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm300460c     Document Type: Article
Times cited : (40)

References (46)
  • 1
    • 0015982391 scopus 로고
    • 1 Alpha,25-dihydroxycholecalciferol receptors in intestine. I. Association of 1 alpha,25-dihydroxycholecalciferol with intestinal mucosa chromatin
    • Brumbaugh, P. F.; Haussler, M. R. 1 Alpha,25-dihydroxycholecalciferol receptors in intestine. I. Association of 1 alpha,25-dihydroxycholecalciferol with intestinal mucosa chromatin J. Biol. Chem. 1974, 249, 1251-1257
    • (1974) J. Biol. Chem. , vol.249 , pp. 1251-1257
    • Brumbaugh, P.F.1    Haussler, M.R.2
  • 5
    • 0034532932 scopus 로고    scopus 로고
    • All natural DR3-type vitamin D response elements show a similar functionality in vitro
    • DOI 10.1042/0264-6021:3520301
    • Toell, A.; Polly, P.; Carlberg, C. All natural DR3-type vitamin D response elements show a similar functionality in vitro Biochem. J. 2000, 352 (Part 2) 301-309 (Pubitemid 32011424)
    • (2000) Biochemical Journal , vol.352 , Issue.2 , pp. 301-309
    • Toell, A.1    Polly, P.2    Carlberg, C.3
  • 6
    • 58849132061 scopus 로고    scopus 로고
    • Involvement of SMRT corepressor in transcriptional repression by the vitamin D receptor
    • Kim, J. Y.; Son, Y. L.; Lee, Y. C. Involvement of SMRT corepressor in transcriptional repression by the vitamin D receptor Mol. Endocrinol. 2009, 23, 251-264
    • (2009) Mol. Endocrinol. , vol.23 , pp. 251-264
    • Kim, J.Y.1    Son, Y.L.2    Lee, Y.C.3
  • 7
    • 0034603725 scopus 로고    scopus 로고
    • 3 receptor: A network of coactivator interactions
    • DOI 10.1016/S0378-1119(00)00052-4, PII S0378111900000524
    • Rachez, C.; Freedman, L. P. Mechanisms of gene regulation by vitamin D(3) receptor: a network of coactivator interactions Gene 2000, 246, 9-21 (Pubitemid 30190157)
    • (2000) Gene , vol.246 , Issue.1-2 , pp. 9-21
    • Rachez, C.1    Freedman, L.P.2
  • 8
    • 77958495136 scopus 로고    scopus 로고
    • An o -aminoanilide analogue of 1alpha,25-dihydroxyvitamin D(3) functions as a strong vitamin D receptor antagonist
    • Lamblin, M.; Spingarn, R.; Wang, T. T.; Burger, M. C.; Dabbas, B.; Moitessier, N.; White, J. H.; Gleason, J. L. An o -aminoanilide analogue of 1alpha,25-dihydroxyvitamin D(3) functions as a strong vitamin D receptor antagonist J. Med. Chem. 2010, 53, 7461-7465
    • (2010) J. Med. Chem. , vol.53 , pp. 7461-7465
    • Lamblin, M.1    Spingarn, R.2    Wang, T.T.3    Burger, M.C.4    Dabbas, B.5    Moitessier, N.6    White, J.H.7    Gleason, J.L.8
  • 11
  • 12
    • 33749672595 scopus 로고    scopus 로고
    • Highly potent vitamin D receptor antagonists: Design, synthesis, and biological evaluation
    • Saito, N.; Kittaka, A. Highly potent vitamin D receptor antagonists: design, synthesis, and biological evaluation ChemBioChem 2006, 7, 1479-1490
    • (2006) ChemBioChem , vol.7 , pp. 1479-1490
    • Saito, N.1    Kittaka, A.2
  • 14
    • 0034595679 scopus 로고    scopus 로고
    • 3 is mediated by a lack of ligand-induced vitamin D receptor interaction with coactivators
    • DOI 10.1074/jbc.M910000199
    • Herdick, M.; Steinmeyer, A.; Carlberg, C. Antagonistic action of a 25-carboxylic ester analogue of 1alpha, 25-dihydroxyvitamin D3 is mediated by a lack of ligand-induced vitamin D receptor interaction with coactivators J. Biol. Chem. 2000, 275, 16506-16512 (Pubitemid 30398873)
    • (2000) Journal of Biological Chemistry , vol.275 , Issue.22 , pp. 16506-16512
    • Herdick, M.1    Steinmeyer, A.2    Carlberg, C.3
  • 16
    • 72449169864 scopus 로고    scopus 로고
    • Inhibitors of nuclear hormone receptor/coactivator interactions
    • Moore, T. W.; Katzenellenbogen, J. A. Inhibitors of nuclear hormone receptor/coactivator interactions Annu. Rep. Med. Chem. 2009, 44, 443-457
    • (2009) Annu. Rep. Med. Chem. , vol.44 , pp. 443-457
    • Moore, T.W.1    Katzenellenbogen, J.A.2
  • 20
    • 35848969820 scopus 로고    scopus 로고
    • Inhibitors of the interaction of a thyroid hormone receptor and coactivators: Preliminary structure-activity relationships
    • DOI 10.1021/jm070556y
    • Arnold, L. A.; Kosinski, A.; Estebanez-Perpina, E.; Fletterick, R. J.; Guy, R. K. Inhibitors of the interaction of a thyroid hormone receptor and coactivators: preliminary structure-activity relationships J. Med. Chem. 2007, 50, 5269-5280 (Pubitemid 350057839)
    • (2007) Journal of Medicinal Chemistry , vol.50 , Issue.22 , pp. 5269-5280
    • Arnold, L.A.1    Kosinski, A.2    Estebanez-Perpina, E.3    Fletterick, R.J.4    Guy, R.K.5
  • 21
    • 0037061628 scopus 로고    scopus 로고
    • A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening
    • DOI 10.1021/jm010533y
    • McGovern, S. L.; Caselli, E.; Grigorieff, N.; Shoichet, B. K. A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening J. Med. Chem. 2002, 45, 1712-1722 (Pubitemid 34293537)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.8 , pp. 1712-1722
    • McGovern, S.L.1    Caselli, E.2    Grigorieff, N.3    Shoichet, B.K.4
  • 23
    • 0028982622 scopus 로고
    • Cloning of the human 1 alpha,25-dihydroxyvitamin D-3 24-hydroxylase gene promoter and identification of two vitamin D-responsive elements
    • Chen, K. S.; DeLuca, H. F. Cloning of the human 1 alpha,25- dihydroxyvitamin D-3 24-hydroxylase gene promoter and identification of two vitamin D-responsive elements Biochim. Biophys. Acta 1995, 1263, 1-9
    • (1995) Biochim. Biophys. Acta , vol.1263 , pp. 1-9
    • Chen, K.S.1    Deluca, H.F.2
  • 25
    • 0032924226 scopus 로고    scopus 로고
    • Lanthanide triflates catalyzed reactions of imines with indole in protic media
    • Xie, W. H.; Bloomfield, K. M.; Jin, Y. F.; Dolney, N. Y.; Wang, P. G. Lanthanide triflates catalyzed reactions of imines with indole in protic media Synlett 1999, 498-500 (Pubitemid 29166989)
    • (1999) Synlett , Issue.4 , pp. 498-500
    • Xie, W.1    Bloomfield, K.M.2    Jin, Y.3    Dolney, N.Y.4    Wang, P.G.5
  • 26
    • 78349286235 scopus 로고
    • An examination of structure-activity relationships
    • Ritchie, C. D.; Sager, W. F. An examination of structure-activity relationships Prog. Phys. Org. Chem. 1964, 2, 323-400
    • (1964) Prog. Phys. Org. Chem. , vol.2 , pp. 323-400
    • Ritchie, C.D.1    Sager, W.F.2
  • 29
    • 0030771215 scopus 로고    scopus 로고
    • Evidence for ligand-dependent intramolecular folding of the AF-2 domain in vitamin D receptor-activated transcription and coactivator interaction
    • DOI 10.1210/me.11.10.1507
    • Masuyama, H.; Brownfield, C. M.; St-Arnaud, R.; MacDonald, P. N. Evidence for ligand-dependent intramolecular folding of the AF-2 domain in vitamin D receptor-activated transcription and coactivator interaction Mol. Endocrinol. 1997, 11, 1507-1517 (Pubitemid 27366761)
    • (1997) Molecular Endocrinology , vol.11 , Issue.10 , pp. 1507-1517
    • Masuyama, H.1    Brownfield, C.M.2    St-Arnaud, R.3    MacDonald, P.N.4
  • 30
    • 0030949836 scopus 로고    scopus 로고
    • GRIP1, a transcriptional coactivator for the AF-2 transactivation domain of steroid, thyroid, retinoid, and vitamin D receptors
    • Hong, H.; Kohli, K.; Garabedian, M. J.; Stallcup, M. R. GRIP1, a transcriptional coactivator for the AF-2 transactivation domain of steroid, thyroid, retinoid, and vitamin D receptors Mol. Cell. Biol. 1997, 17, 2735-2744 (Pubitemid 27175156)
    • (1997) Molecular and Cellular Biology , vol.17 , Issue.5 , pp. 2735-2744
    • Hong, H.1    Kohli, K.2    Garabedian, M.J.3    Stallcup, M.R.4
  • 32
  • 33
    • 0141961566 scopus 로고    scopus 로고
    • Physical and functional interaction between the vitamin D receptor and hairless corepressor, two proteins required for hair cycling
    • DOI 10.1074/jbc.M304886200
    • Hsieh, J. C.; Sisk, J. M.; Jurutka, P. W.; Haussler, C. A.; Slater, S. A.; Haussler, M. R.; Thompson, C. C. Physical and functional interaction between the vitamin D receptor and hairless corepressor, two proteins required for hair cycling J. Biol. Chem. 2003, 278, 38665-38674 (Pubitemid 37229065)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.40 , pp. 38665-38674
    • Hsieh, J.-C.1    Sisk, J.M.2    Jurutka, P.W.3    Haussler, C.A.4    Slater, S.A.5    Haussler, M.R.6    Thompson, C.C.7
  • 36
    • 33744464745 scopus 로고    scopus 로고
    • 3 in intestinal cells
    • DOI 10.1210/me.2006-0031
    • Meyer, M. B.; Watanuki, M.; Kim, S.; Shevde, N. K.; Pike, J. W. The human transient receptor potential vanilloid type 6 distal promoter contains multiple vitamin D receptor binding sites that mediate activation by 1,25-dihydroxyvitamin D3 in intestinal cells Mol. Endocrinol. 2006, 20, 1447-1461 (Pubitemid 43801243)
    • (2006) Molecular Endocrinology , vol.20 , Issue.6 , pp. 1447-1461
    • Meyer, M.B.1    Watanuki, M.2    Kim, S.3    Shevde, N.K.4    Pike, J.W.5
  • 38
    • 79953303428 scopus 로고    scopus 로고
    • Methylsulfonylnitrobenzoates, a new class of irreversible inhibitors of the interaction of the thyroid hormone receptor and its obligate coactivators that functionally antagonizes thyroid hormone
    • Hwang, J. Y.; Huang, W.; Arnold, L. A.; Huang, R.; Attia, R. R.; Connelly, M.; Wichterman, J.; Zhu, F.; Augustinaite, I.; Austin, C. P.; Inglese, J.; Johnson, R. L.; Guy, R. K. Methylsulfonylnitrobenzoates, a new class of irreversible inhibitors of the interaction of the thyroid hormone receptor and its obligate coactivators that functionally antagonizes thyroid hormone J. Biol. Chem. 2011, 286, 11895-11908
    • (2011) J. Biol. Chem. , vol.286 , pp. 11895-11908
    • Hwang, J.Y.1    Huang, W.2    Arnold, L.A.3    Huang, R.4    Attia, R.R.5    Connelly, M.6    Wichterman, J.7    Zhu, F.8    Augustinaite, I.9    Austin, C.P.10    Inglese, J.11    Johnson, R.L.12    Guy, R.K.13
  • 39
    • 33947109474 scopus 로고    scopus 로고
    • Adaptability of the Vitamin D nuclear receptor to the synthetic ligand Gemini: Remodelling the LBP with one side chain rotation
    • DOI 10.1016/j.jsbmb.2006.12.003, PII S096007600600375X
    • Ciesielski, F.; Rochel, N.; Moras, D. Adaptability of the Vitamin D nuclear receptor to the synthetic ligand Gemini: remodelling the LBP with one side chain rotation J. Steroid Biochem. Mol. Biol. 2007, 103, 235-242 (Pubitemid 46401297)
    • (2007) Journal of Steroid Biochemistry and Molecular Biology , vol.103 , Issue.3-5 , pp. 235-242
    • Ciesielski, F.1    Rochel, N.2    Moras, D.3
  • 40
    • 1842426936 scopus 로고    scopus 로고
    • 3 Hormone Analogues and A LXXLL-Containing Coactivator Peptide
    • DOI 10.1021/bi036056y
    • Vanhooke, J. L.; Benning, M. M.; Bauer, C. B.; Pike, J. W.; DeLuca, H. F. Molecular structure of the rat vitamin D receptor ligand binding domain complexed with 2-carbon-substituted vitamin D3 hormone analogues and a LXXLL-containing coactivator peptide Biochemistry 2004, 43, 4101-4110 (Pubitemid 38445629)
    • (2004) Biochemistry , vol.43 , Issue.14 , pp. 4101-4110
    • Vanhooke, J.L.1    Benning, M.M.2    Bauer, C.B.3    Pike, J.W.4    DeLuca, H.F.5
  • 42
    • 36148992621 scopus 로고    scopus 로고
    • 2+/NFAT-dependent pathways
    • DOI 10.1038/sj.onc.1210545, PII 1210545
    • Lehen'kyi, V.; Flourakis, M.; Skryma, R.; Prevarskaya, N. TRPV6 channel controls prostate cancer cell proliferation via Ca(2+)/NFAT-dependent pathways Oncogene 2007, 26, 7380-7385 (Pubitemid 350115979)
    • (2007) Oncogene , vol.26 , Issue.52 , pp. 7380-7385
    • Lehen'kyi, V.1    Flourakis, M.2    Skryma, R.3    Prevarskaya, N.4
  • 43
    • 0018875349 scopus 로고
    • Evidence for abnormal regulation of circulating 1α,25- dihydroxyvitamin D in patients with sarcoidosis and normal calcium metabolism
    • Stern, P. H.; De Olazabal, J.; Bell, N. H. Evidence for abnormal regulation of circulating 1 alpha,25-dihydroxyvitamin D in patients with sarcoidosis and normal calcium metabolism J. Clin. Invest. 1980, 66, 852-855 (Pubitemid 10060955)
    • (1980) Journal of Clinical Investigation , vol.66 , Issue.4 , pp. 852-855
    • Stern, P.H.1    De Olazabal, J.2    Bell, N.H.3
  • 44
    • 0031967124 scopus 로고    scopus 로고
    • Hypercalcemia due to endogenous overproduction of 1,25-dihydroxyvitamin D in Crohn's disease
    • DOI 10.1016/S0016-5085(98)70327-0
    • Bosch, X. Hypercalcemia due to endogenous overproduction of 1,25-dihydroxyvitamin D in Crohn's disease Gastroenterology 1998, 114, 1061-1065 (Pubitemid 28217574)
    • (1998) Gastroenterology , vol.114 , Issue.5 , pp. 1061-1065
    • Bosch, X.1
  • 45
    • 33750349005 scopus 로고    scopus 로고
    • Carboxylic acid catalyzed three-component aza-Friedel-Crafts reactions in water for the synthesis of 3-substituted indoles
    • DOI 10.1021/ol062031q
    • Shirakawa, S.; Kobayashi, S. Carboxylic acid catalyzed three-component aza-Friedel-Crafts reactions in water for the synthesis of 3-substituted indoles Org. Lett. 2006, 8, 4939-4942 (Pubitemid 44629498)
    • (2006) Organic Letters , vol.8 , Issue.21 , pp. 4939-4942
    • Shirakawa, S.1    Kobayashi, S.2
  • 46
    • 0033963897 scopus 로고    scopus 로고
    • The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand
    • Rochel, N.; Wurtz, J. M.; Mitschler, A.; Klaholz, B.; Moras, D. The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand Mol. Cell 2000, 5, 173-179 (Pubitemid 30105446)
    • (2000) Molecular Cell , vol.5 , Issue.1 , pp. 173-179
    • Rochel, N.1    Wurtz, J.M.2    Mitschler, A.3    Klaholz, B.4    Moras, D.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.