New small molecule agonists to the thyrotropin receptor

Thyroid

Volumn 25, Issue 1, 2015, Pages 51-62

  Latif, Rauf ^a   Ali, M Rejwan ^a   Ma, Risheng ^a   David, Martine ^a   Morshed, Syed A ^a   Ohlmeyer, Michael ^a   Felsenfeld, Dan P ^a   Lau, Zerlina ^a   Mezei, Mihaly ^a   Davies, Terry F ^a  

^a MOUNT SINAI SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL 6 METHYL 2 OXO 4 [4 (TRIFLUOROMETHYL) PHENYL] 1,2,3,4 TETRAHYDRO 5 PYRIMIDINECARBOXYLATE; FOLLITROPIN; FOLLITROPIN RECEPTOR; G PROTEIN COUPLED RECEPTOR; GUANINE NUCLEOTIDE BINDING PROTEIN; HORMONE RECEPTOR STIMULATING AGENT; LUTEINIZING HORMONE; LUTEINIZING HORMONE RECEPTOR; MESSENGER RNA; N,N DIISOPROPYL 2 PHENYL 4 QUINOLINECARBOXAMIDE; THYROGLOBULIN; THYROID HORMONE; THYROTROPIN; THYROTROPIN RECEPTOR; THYROXINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; CHO CELL LINE; CONTROLLED STUDY; DOSE RESPONSE; DRUG BINDING SITE; DRUG CLEARANCE; DRUG HALF LIFE; DRUG IDENTIFICATION; DRUG INTERACTION; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG SPECIFICITY; DRUG STRUCTURE; EC50; EMBRYO; FEMALE; GENE EXPRESSION; HIGH THROUGHPUT SCREENING; HUMAN; HUMAN CELL; IN VIVO STUDY; MALE; MOLECULAR DOCKING; MOLECULAR DYNAMICS; MOLECULAR LIBRARY; MOLECULAR MODEL; MOUSE; NONHUMAN; PARTICLE SIZE; PRIORITY JOURNAL; RAT; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; SERTOLI CELL; SIGNAL TRANSDUCTION; SINGLE DRUG DOSE; THYROID HORMONE BLOOD LEVEL; THYROID HORMONE RELEASE; THYROXINE BLOOD LEVEL; UPREGULATION; VOLUME OF DISTRIBUTION; AGONISTS; ANIMAL; CELL LINE; PRECLINICAL STUDY; THYROID DISEASES;

ANIMALS; CELL LINE; DRUG EVALUATION, PRECLINICAL; FEMALE; MICE; RECEPTORS, THYROTROPIN; THYROID DISEASES;

EID: 84920841985     PISSN: 10507256     EISSN: 15579077     Source Type: Journal    
DOI: 10.1089/thy.2014.0119     Document Type: Article

References (58)

1. Ladenson PW, Braverman LE, Mazzaferri EL, Brucker-Davis F, Cooper DS, Garber JR, Wondisford FE, Davies TF, DeGroot LJ, Daniels GH, Ross DS, Weintraub BD 1997 Comparison of administration of recombinant human thyrotropin with withdrawal of thyroid hormone for radioactive iodine scanning in patients with thyroid carcinoma. N Engl J Med 337:888-896.
2. Mazzaferri EL, Kloos RT 2002 Is diagnostic iodine-131 scanning with recombinant human TSH useful in the follow-up of differentiated thyroid cancer after thyroid ablation? J Clin Endocrinol Metab 87:1490-1498.
3. Sanders J, Chirgadze DY, Sanders P, Baker S, Sullivan A, Bhardwaja A, Bolton J, Reeve M, Nakatake N, Evans M, Richards T, Powell M, Miguel RN, Blundell TL, Furmaniak J, Smith BR 2007 Crystal structure of the TSH receptor in complex with a thyroid-stimulating autoantibody. Thyroid 17:395-410.
4. Chen CR, Salazar LM, McLachlan SM, Rapoport B 2012 The thyrotropin receptor hinge region as a surrogate ligand: identification of loci contributing to the coupling of thyrotropin binding and receptor activation. Endocrinology 153:5058-5067.
5. Krause G, Kreuchwig A, Kleinau G 2012 Extended and structurally supported insights into extracellular hormone binding, signal transduction and organization of the thyrotropin receptor. PLoS One 7:e52920.
6. Mizutori Y, Chen CR, McLachlan SM, Rapoport B 2008 The thyrotropin receptor hinge region is not simply a scaffold for the leucine-rich domain but contributes to ligand binding and signal transduction. Mol Endocrinol 22:1171-1182.
7. Jiang X, Liu H, Chen X, Chen PH, Fischer D, Sriraman V, Yu HN, Arkinstall S, He X 2012 Structure of folliclestimulating hormone in complex with the entire ectodomain of its receptor. Proc Natl Acad Sci USA 109:12491-12496.
8. Davies TF, Ando T, Lin RY, Tomer Y, Latif R 2005 Thyrotropin receptor-associated diseases: from adenomata to Graves' disease. J Clin Invest 115:1972-1983.
9. Davies T, Marians R, Latif R 2002 The TSH receptor reveals itself. J Clin Invest 110:161-164.
10. Smith BR, Hall R 1974 Thyroid-stimulating immunoglobulins in Graves' disease. Lancet 2:427-431.
11. Abe E, Marians RC, Yu W, Wu XB, Ando T, Li Y, Iqbal J, Eldeiry L, Rajendren G, Blair HC, Davies TF, Zaidi M 2003 TSH is a negative regulator of skeletal remodeling. Cell 115:151-162.
12. Bahn RS 2004 TSH receptor expression in orbital tissue and its role in the pathogenesis of Graves' ophthalmopathy. J Endocrinol Invest 27:216-220.
13. Elgadi A, Zemack H, Marcus C, Norgren S 2010 Tissuespecific knockout of TSHr in white adipose tissue increases adipocyte size and decreases TSH-induced lipolysis. Biochem Biophys Res Commun 393:526-530.
14. Sanders J, Miguel RN, Furmaniak J, Smith BR 2010 TSH receptor monoclonal antibodies with agonist, antagonist, and inverse agonist activities. Methods Enzymol 485:393-420.
15. Neumann S, Huang W, Titus S, Krause G, Kleinau G, Alberobello AT, Zheng W, Southall NT, Inglese J, Austin CP, Celi FS, Gavrilova O, Thomas CJ, Raaka BM, Gershengorn MC 2009 Small-molecule agonists for the thyrotropin receptor stimulate thyroid function in human thyrocytes and mice. Proc Natl Acad Sci USA 106:12471-12476.
16. Neumann S, Nir EA, Eliseeva E, Huang W, Marugan J, Xiao J, Dulcey AE, Gershengorn MC 2014A Selective TSH receptor antagonist inhibits stimulation of thyroid function in female mice. Endocrinology 155:310-314.
17. Neumann S, Pope A, Geras-Raaka E, Raaka BM, Bahn RS, Gershengorn MC 2012A drug-like antagonist inhibits thyrotropin receptor-mediated stimulation of cAMP production in Graves' orbital fibroblasts. Thyroid 22:839-843.
18. Jaschke H, Neumann S, Moore S, Thomas CJ, Colson AO, Costanzi S, Kleinau G, Jiang JK, Paschke R, Raaka BM, Krause G, Gershengorn MC 2006A low molecular weight agonist signals by binding to the transmembrane domain of thyroid-stimulating hormone receptor (TSHR) and luteinizing hormone/chorionic gonadotropin receptor (LHCGR). J Biol Chem 281:9841-9844.
19. van Koppen CJ, de Gooyer ME, Karstens WJ, Plate R, Conti PG, van Achterberg TA, van Amstel MG, Brands JH, Wat J, Berg RJ, Lane JR, Miltenburg AM, Timmers CM 2012 Mechanism of action of a nanomolar potent, allosteric antagonist of the thyroid-stimulating hormone receptor. Br J Pharmacol 165:2314-2324.
20. Hoyer I, Haas AK, Kreuchwig A, Schulein R, Krause G 2013 Molecular sampling of the allosteric binding pocket of the TSH receptor provides discriminative pharmacophores for antagonist and agonists. Biochem Soc Trans 41:213-217.
21. Kleinau G, Haas AK, Neumann S, Worth CL, Hoyer I, Furkert J, Rutz C, Gershengorn MC, Schulein R, Krause G 2010 Signaling-sensitive amino acids surround the allosteric ligand binding site of the thyrotropin receptor. FASEB J 24:2347-2354.
22. Kleinau G, Hoyer I, Kreuchwig A, Haas AK, Rutz C, Furkert J, Worth CL, Krause G, Schulein R 2011 From molecular details of the interplay between transmembrane helices of the thyrotropin receptor to general aspects of signal transduction in family a G-protein-coupled receptors (GPCRs). J Biol Chem 286:25859-25871.
23. Haas AK, Kleinau G, Hoyer I, Neumann S, Furkert J, Rutz C, Schulein R, Gershengorn MC, Krause G 2011 Mutations that silence constitutive signaling activity in the allosteric ligand-binding site of the thyrotropin receptor. Cell Mol Life Sci 68:159-167.
24. Kleinau G, Neumann S, Gruters A, Krude H, Biebermann H 2013 Novel insights on thyroid-stimulating hormone receptor signal transduction. Endocr Rev 34:691-724.
25. Audet M, Bouvier M 2012 Restructuring G-protein-coupled receptor activation. Cell 151:14-23.
26. Govaerts C, Lefort A, Costagliola S, Wodak SJ, Ballesteros JA, Van Sande J, Pardo L, Vassart G 2001A conserved Asn in transmembrane helix 7 is an on/off switch in the activation of the thyrotropin receptor. J Biol Chem 276:22991-22999.
27. Davies TF, Ali MR, Latif R 2014 Allosteric modulators hit the TSH receptor. Endocrinology 155:1-5.
28. Latif R, Ando T, Davies TF 2004 Monomerization as a prerequisite for intramolecular cleavage and shedding of the thyrotropin receptor. Endocrinology 145:5580-5588.
29. Nagayama Y, Wadsworth HL, Chazenbalk GD, Russo D, Seto P, Rapoport B 1991 Thyrotropin-luteinizing hormone/chorionic gonadotropin receptor extracellular domain chimeras as probes for thyrotropin receptor function. Proc Natl Acad Sci USA 88:902-905.
30. Cheng Z, Garvin D, Paguio A, Stecha P, Wood K, Fan F 2010 Luciferase reporter assay system for deciphering GPCR pathways. Curr Chem Genomics 4:84-91.
31. Fan F, Wood KV 2007 Bioluminescent assays for highthroughput screening. Assay Drug Dev Technol 5:127-136.
32. Zhang JH, Chung TD, Oldenburg KR 1999A simple statistical parameter for use in evaluation and validation of high throughput screening assays. J Biomol Screen 4:67-73.
33. Palczewski K, Kumasaka T, Hori T, Behnke CA, Motoshima H, Fox BA, Le Trong I, Teller DC, Okada T, Stenkamp RE, Yamamoto M, Miyano M 2000 Crystal structure of rhodopsin: a G protein-coupled receptor. Science 289:739-745.
34. Ali MR, Latif R, Davies TF, Mezei M 2014 Monte Carlo loop refinement and virtual screening of the thyroidstimulating hormone receptor transmembrane domain. J Biomol Struct Dyn 2014 Jul 11:1-13. [Epub ahead of print].
35. Cui M, Mezei M, Osman R 2008 Prediction of protein loop structures using a local move Monte Carlo approach and a grid-based force field. Protein Eng Des Sel 21:729-735.
36. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ 2009 Gaussian 09, Revision B.01, Wallingford CT.
37. Wang J, Wang W, Kollman PA, Case DA 2006 Automatic atom type and bond type perception in molecular mechanical calculations. J Mol Graph Model 25:247-260.
38. Wang J, Wolf RM, Caldwell JW, Kollman PA, Case DA 2004 Development and testing of a general amber force field. J Comput Chem 25:1157-1174.
39. Mezei M 2010 Simulaid: a simulation facilitator and analysis program. J Comput Chem 31:2658-2668.
40. Mezei M, Zhou MM 2010 Dockres: a computer program that analyzes the output of virtual screening of small molecules. Source Code Biol Med 5:2.
41. Case DA, Darden TA, Cheatham TE, Simmerling CL, Wang J, Duke RE, Luo R, Walker RC, Zhang W, Merz KM, Roberts B, Hayik S, Roitberg A, Seabra G, Swails J, Goetz AW, Kolossváry I, Wong KF, Paesani F, Vanicek J, Wolf RM, Liu J, Wu X, Brozell SR, Steinbrecher T, Gohlke H, Cai Q, Ye X, Hsieh MJ, Cui G, Roe DR, Mathews DH, Seetin MG, Salomon-Ferrer R, Sagui C, Babin V, Luchko T, Gusarov S, Kovalenko A, Kollman PA 2012 AMBER 12. University of California, San Francisco.
42. Humphrey W, Dalke A, Schulten K 1996 VMD: visual molecular dynamics. J Mol Graph 14:33-38, 27-38.
43. Leach K, Sexton PM, Christopoulos A 2007 Allosteric GPCR modulators: taking advantage of permissive receptor pharmacology. Trends Pharmacol Sci 28:382-389.
44. Duprez L, Parma J, Van Sande J, Rodien P, Dumont JE, Vassart G, Abramowicz M 1998 TSH Receptor Mutations and Thyroid Disease. Trends Endocrinol Metab 9:133-140.
45. Postiglione MP, Parlato R, Rodriguez-Mallon A, Rosica A, Mithbaokar P, Maresca M, Marians RC, Davies TF, Zannini MS, De Felice M, Di Lauro R 2002 Role of the thyroid-stimulating hormone receptor signaling in development and differentiation of the thyroid gland. Proc Natl Acad Sci USA 99:15462-15467.
46. Rapoport B, Chazenbalk GD, Jaume JC, McLachlan SM 1998 The thyrotropin (TSH) receptor: interaction with TSH and autoantibodies. Endocr Rev 19:673-716.
47. Morshed SA, Latif R, Davies TF 2009 Characterization of thyrotropin receptor antibody-induced signaling cascades. Endocrinology 150:519-529.
48. Kero J, Ahmed K, Wettschureck N, Tunaru S, Wintermantel T, Greiner E, Schutz G, Offermanns S 2007 Thyrocytespecific Gq/G11 deficiency impairs thyroid function and prevents goiter development. J Clin Invest 117:2399-2407.
49. Inglese J, Johnson RL, Simeonov A, Xia M, Zheng W, Austin CP, Auld DS 2007 High-throughput screening assays for the identification of chemical probes. Nat Chem Biol 3:466-479.
50. Moore S, Jaeschke H, Kleinau G, Neumann S, Costanzi S, Jiang JK, Childress J, Raaka BM, Colson A, Paschke R, Krause G, Thomas CJ, Gershengorn MC 2006 Evaluation of small-molecule modulators of the luteinizing hormone/choriogonadotropin and thyroid stimulating hormone receptors: structure-activity relationships and selective binding patterns. J Med Chem 49:3888-3896.
51. Gershengorn MC, Neumann S 2012 Update in TSH receptor agonists and antagonists. J Clin Endocrinol Metab 97:4287-4292.
52. Neumann S, Gershengorn MC 2011 Small molecule TSHR agonists and antagonists. Ann Endocrinol (Paris) 72:74-76.
53. Jeffreys J, Depraetere H, Sanders J, Oda Y, Evans M, Kiddie A, Richards T, Furmaniak J, Rees Smith B 2002 Characterization of the thyrotropin binding pocket. Thyroid 12:1051-1061.
54. Mueller S, Kleinau G, Jaeschke H, Paschke R, Krause G 2008 Extended hormone binding site of the human thyroid stimulating hormone receptor: distinctive acidic residues in the hinge region are involved in bovine thyroid stimulating hormone binding and receptor activation. J Biol Chem 283:18048-18055.
55. Allgeier A, Offermanns S, Van Sande J, Spicher K, Schultz G, Dumont JE 1994 The human thyrotropin receptor activates G-proteins Gs and Gq/11. J Biol Chem 269:13733-13735.
56. Latif R, Teixeira A, Michalek K, Ali MR, Schlesinger M, Baliram R, Morshed SA, Davies TF 2012 Antibody protection reveals extended epitopes on the human TSH receptor. PLoS One 7:e44669.
57. Morshed SA, Ando T, Latif R, Davies TF 2010 Neutral antibodies to the TSH receptor are present in Graves' disease and regulate selective signaling cascades. Endocrinology 151:5537-5549.
58. Morshed SA, Ma R, Latif R, Davies TF 2013 How one TSH receptor antibody induces thyrocyte proliferation while another induces apoptosis. J Autoimmun 47:17-24.