메뉴 건너뛰기




Volumn 49, Issue 11, 2009, Pages 2606-2616

Role of halogen bonds in thyroid hormone receptor selectivity: Pharmacophore-based 3d-qssr studies

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTATIONAL CHEMISTRY; ENDOCRINOLOGY; LIGANDS; PHARMACODYNAMICS;

EID: 72949118944     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci900316e     Document Type: Article
Times cited : (43)

References (50)
  • 1
    • 0028927035 scopus 로고
    • The nuclear hormone receptor gene superfamily
    • Ribeiro, R. C.; Kushner, P. J.; Baxter, J. D. The nuclear hormone receptor gene superfamily. Annu. Rev. Med. 1995, 46, 443-453.
    • (1995) Annu. Rev. Med. , vol.46 , pp. 443-453
    • Ribeiro, R.C.1    Kushner, P.J.2    Baxter, J.D.3
  • 2
    • 0034964207 scopus 로고    scopus 로고
    • Physiological and molecular basis of thyroid hormone action
    • Yen, P. M. Physiological and molecular basis of thyroid hormone action. Physiol. Rev. 2001, 81, 1097-1142.
    • (2001) Physiol. Rev. , vol.81 , pp. 1097-1142
    • Yen, P.M.1
  • 12
    • 18244365116 scopus 로고    scopus 로고
    • Thyroid receptor ligands. 3. Design and synthesis of 3,5-dihalo-4- alkoxyphenylalkanoic acids as indirect antagonists of the thyroid hormone receptor
    • Hedfors, A.; Appelqvist, T.; Carlsson, B.; Bladh, L. G.; Litten, C.; Agback, P.; Grynfarb, M.; Koehler, K. F.; Malm, J. Thyroid receptor ligands. 3. Design and synthesis of 3,5-dihalo-4-alkoxyphenylalkanoic acids as indirect antagonists of the thyroid hormone receptor. J. Med. Chem. 2005, 48, 3114-3117.
    • (2005) J. Med. Chem. , vol.48 , pp. 3114-3117
    • Hedfors, A.1    Appelqvist, T.2    Carlsson, B.3    Bladh, L.G.4    Litten, C.5    Agback, P.6    Grynfarb, M.7    Koehler, K.F.8    Malm, J.9
  • 15
    • 1942453725 scopus 로고    scopus 로고
    • Selective activation of thyroid hormone signaling pathways by GC-1: A new approach to controlling cholesterol and body weight
    • Baxter, J. D.; Webb, P.; Grover, G.; Scanlan, T. S. Selective activation of thyroid hormone signaling pathways by GC-1: a new approach to controlling cholesterol and body weight. Trends Endocrinol. Metab. 2004, 15, 154-157.
    • (2004) Trends Endocrinol. Metab. , vol.15 , pp. 154-157
    • Baxter, J.D.1    Webb, P.2    Grover, G.3    Scanlan, T.S.4
  • 16
    • 77953233697 scopus 로고    scopus 로고
    • Sobetirome: A case history of bench-to-clinic drug discovery and development
    • DOI: 10.1007/s10741-008-9122-x
    • Scanlan, T. S. Sobetirome: a case history of bench-to-clinic drug discovery and development. Heart Fail. Rev. 2008, DOI: 10.1007/s10741-008-9122- x.
    • (2008) Heart Fail. Rev.
    • Scanlan, T.S.1
  • 18
    • 18044365802 scopus 로고    scopus 로고
    • Conformational adaptation of nuclear receptor ligand binding domains to agonists: Potential for novel approaches to ligand design
    • Togashi, M.; Borngraeber, S.; Sandler, B.; Fletterick, R. J.; Webb, P.; Baxter, J. D. Conformational adaptation of nuclear receptor ligand binding domains to agonists: potential for novel approaches to ligand design. J. Steroid Biochem. Mol. Biol. 2005, 93, 127-137.
    • (2005) J. Steroid Biochem. Mol. Biol. , vol.93 , pp. 127-137
    • Togashi, M.1    Borngraeber, S.2    Sandler, B.3    Fletterick, R.J.4    Webb, P.5    Baxter, J.D.6
  • 20
    • 57449113796 scopus 로고    scopus 로고
    • Ligand induced interaction of thyroid hormone receptor beta with its coregulators
    • Valadares, N. F.; Polikarpov, I.; Garratt, R. C. Ligand induced interaction of thyroid hormone receptor beta with its coregulators. J. Steroid Biochem. Mol. Biol. 2008, 112, 205-212.
    • (2008) J. Steroid Biochem. Mol. Biol. , vol.112 , pp. 205-212
    • Valadares, N.F.1    Polikarpov, I.2    Garratt, R.C.3
  • 22
    • 30444446327 scopus 로고    scopus 로고
    • Molecular dynamics simulations of ligand dissociation from thyroid hormone receptors: Evidence of the likeliest escape pathway and its implications for the design of novel ligands
    • Martínez, L.; Webb, P.; Polikarpov, I.; Skaf, M. S. Molecular dynamics simulations of ligand dissociation from thyroid hormone receptors: evidence of the likeliest escape pathway and its implications for the design of novel ligands. J. Med. Chem. 2006, 49, 23-26.
    • (2006) J. Med. Chem. , vol.49 , pp. 23-26
    • Martínez, L.1    Webb, P.2    Polikarpov, I.3    Skaf, M.S.4
  • 23
    • 51849109110 scopus 로고    scopus 로고
    • Only subtle protein conformational adaptations are required for ligand binding to thyroid hormone receptors: Simulations using a novel multi-point steered molecular dynamics approach
    • Martinez, L.; Polikarpov, I.; Skaf, M. S. Only subtle protein conformational adaptations are required for ligand binding to thyroid hormone receptors: Simulations using a novel multi-point steered molecular dynamics approach. J. Phys. Chem. B 2008, 112, 10741-10751.
    • (2008) J. Phys. Chem. B , vol.112 , pp. 10741-10751
    • Martinez, L.1    Polikarpov, I.2    Skaf, M.S.3
  • 24
    • 41849123468 scopus 로고    scopus 로고
    • An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin
    • Cherkasov, A.; Ban, F.; Santos-Filho, O.; Thorsteinson, N.; Fallahi, M.; Hammond, G. L. An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin. J. Med. Chem. 2008, 51, 2047-2056.
    • (2008) J. Med. Chem. , vol.51 , pp. 2047-2056
    • Cherkasov, A.1    Ban, F.2    Santos-Filho, O.3    Thorsteinson, N.4    Fallahi, M.5    Hammond, G.L.6
  • 26
    • 57649103620 scopus 로고    scopus 로고
    • Structure-based approach for the study of estrogen receptor binding affinity and subtype selectivity
    • Salum, L. B.; Polikarpov, I.; Andricopulo, A. D. Structure-based approach for the study of estrogen receptor binding affinity and subtype selectivity. J. Chem. Inf. Model. 2008, 48, 2243-2253.
    • (2008) J. Chem. Inf. Model. , vol.48 , pp. 2243-2253
    • Salum, L.B.1    Polikarpov, I.2    Andricopulo, A.D.3
  • 27
    • 0024491426 scopus 로고
    • Recent advances in comparative molecular field analysis (CoMFA)
    • Cramer, R. D., 3rd; Patterson, D. E.; Bunce, J. D. Recent advances in comparative molecular field analysis (CoMFA). Prog. Clin. Biol. Res. 1989, 291, 161-165.
    • (1989) Prog. Clin. Biol. Res. , vol.291 , pp. 161-165
    • Cramer III, R.D.1    Patterson, D.E.2    Bunce, J.D.3
  • 28
    • 0023751431 scopus 로고
    • Comparative molecular-field analysis (Comfa) 0.1. effect of shape on binding of steroids to carrier proteins
    • Cramer, R. D.; Patterson, D. E.; Bunce, J. D. Comparative Molecular-Field Analysis (Comfa) 0.1. Effect of Shape on Binding of Steroids to Carrier Proteins. J. Am. Chem. Soc. 1988, 110, 5959-5967.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 5959-5967
    • Cramer, R.D.1    Patterson, D.E.2    Bunce, J.D.3
  • 31
    • 28844436051 scopus 로고    scopus 로고
    • Two- and three-dimensional quantitative structure-activity relationships for a series of purine nucleoside phosphorylase inhibitors
    • Castilho, M. S.; Postigo, M. P.; de Paula, C. B.; Montanari, C. A.; Oliva, G.; Andricopulo, A. D. Two- and three-dimensional quantitative structure-activity relationships for a series of purine nucleoside phosphorylase inhibitors. Bioorg. Med. Chem. 2006, 14, 516-527.
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 516-527
    • Castilho, M.S.1    Postigo, M.P.2    De Paula, C.B.3    Montanari, C.A.4    Oliva, G.5    Andricopulo, A.D.6
  • 32
    • 44449109653 scopus 로고    scopus 로고
    • Structural basis for selective inhibition of trypanosomatid glyceraldehyde-3-phosphate dehydrogenase: Molecular docking and 3D QSAR studies
    • Guido, R. V.; Oliva, G.; Montanari, C. A.; Andricopulo, A. D. Structural basis for selective inhibition of trypanosomatid glyceraldehyde-3-phosphate dehydrogenase: molecular docking and 3D QSAR studies. J. Chem. Inf. Model. 2008, 48, 918-929.
    • (2008) J. Chem. Inf. Model. , vol.48 , pp. 918-929
    • Guido, R.V.1    Oliva, G.2    Montanari, C.A.3    Andricopulo, A.D.4
  • 33
    • 67349201703 scopus 로고    scopus 로고
    • 3D-QSAR studies of HDACs inhibitors using pharmacophore-based alignment
    • Chen, Y.; Li, H.; Tang, W.; Zhu, C.; Jiang, Y.; Zou, J.; Yu, Q.; You, Q. 3D-QSAR studies of HDACs inhibitors using pharmacophore-based alignment. Eur. J. Med. Chem. 2008, 44, 2868-2876.
    • (2008) Eur. J. Med. Chem. , vol.44 , pp. 2868-2876
    • Chen, Y.1    Li, H.2    Tang, W.3    Zhu, C.4    Jiang, Y.5    Zou, J.6    Yu, Q.7    You, Q.8
  • 38
    • 52049099370 scopus 로고    scopus 로고
    • 3D-QSAR and molecular docking studies of selective agonists for the thyroid hormone receptor beta
    • Du, J.; Qin, J.; Liu, H.; Yao, X. 3D-QSAR and molecular docking studies of selective agonists for the thyroid hormone receptor beta. J. Mol. Graph. Model. 2008, 27, 95-104.
    • (2008) J. Mol. Graph. Model. , vol.27 , pp. 95-104
    • Du, J.1    Qin, J.2    Liu, H.3    Yao, X.4
  • 39
    • 0036132531 scopus 로고    scopus 로고
    • Synthesis and biological activity of novel thyroid hormone analogues: 5′-aryl substituted GC-1 derivatives
    • Chiellini, G.; Nguyen, N. H.; Apriletti, J. W.; Baxter, J. D.; Scanlan, T. S. Synthesis and biological activity of novel thyroid hormone analogues: 5′-aryl substituted GC-1 derivatives. Bioorg. Med. Chem. 2002, 10, 333-346.
    • (2002) Bioorg. Med. Chem. , vol.10 , pp. 333-346
    • Chiellini, G.1    Nguyen, N.H.2    Apriletti, J.W.3    Baxter, J.D.4    Scanlan, T.S.5
  • 42
    • 34547508202 scopus 로고    scopus 로고
    • Directing macromolecular conformation through halogen bonds
    • Voth, A. R.; Hays, F. A.; Ho, P. S. Directing macromolecular conformation through halogen bonds. Proc Natl Acad Sci U S A 2007, 104, 6188-6193.
    • (2007) Proc Natl Acad Sci U S A , vol.104 , pp. 6188-6193
    • Voth, A.R.1    Hays, F.A.2    Ho, P.S.3
  • 43
    • 49649098999 scopus 로고    scopus 로고
    • Halogen versus hydrogen
    • Metrangolo, P.; Resnati, G. Halogen versus hydrogen. Science 2008, 321, 918-919.
    • (2008) Science , vol.321 , pp. 918-919
    • Metrangolo, P.1    Resnati, G.2
  • 44
  • 46
    • 33947580381 scopus 로고    scopus 로고
    • A marriage made in torsional space: Using GALAHAD models to drive pharmacophore multiplet searches
    • Shepphird, J. K.; Clark, R. D. A marriage made in torsional space: Using GALAHAD models to drive pharmacophore multiplet searches. J. Comput.-Aided Mol. Des. 2006, 20, 763-771.
    • (2006) J. Comput.-Aided Mol. Des. , vol.20 , pp. 763-771
    • Shepphird, J.K.1    Clark, R.D.2
  • 47
    • 72849140490 scopus 로고    scopus 로고
    • Using a staged multi-objective optimization approach to find selective pharmacophore models
    • DOI: 10.1007/s10822-008-9227-2
    • Clark, R. D.; Abrahamian, E. Using a staged multi-objective optimization approach to find selective pharmacophore models. J. Comput. Aided Mol. Des. 2008, DOI: 10.1007/s10822-008-9227-2.
    • (2008) J. Comput. Aided Mol. Des.
    • Clark, R.D.1    Abrahamian, E.2
  • 48
    • 6044244849 scopus 로고    scopus 로고
    • A comparison of methods for modeling quantitative structure-activity relationships
    • Sutherland, J. J.; O'Brien, L. A.; Weaver, D. F. A comparison of methods for modeling quantitative structure-activity relationships. J. Med. Chem. 2004, 47, 5541-5554.
    • (2004) J. Med. Chem. , vol.47 , pp. 5541-5554
    • Sutherland, J.J.1    O'brien, L.A.2    Weaver, D.F.3
  • 49
    • 57549116404 scopus 로고    scopus 로고
    • Targets looking for drugs: A multistep computational protocol for the development of structure-based pharmacophores and their applications for hit discovery
    • Tintori, C.; Corradi, V.; Magnani, M.; Manetti, F.; Botta, M. Targets looking for drugs: a multistep computational protocol for the development of structure-based pharmacophores and their applications for hit discovery. J. Chem. Inf. Model. 2008, 48, 2166-2179.
    • (2008) J. Chem. Inf. Model. , vol.48 , pp. 2166-2179
    • Tintori, C.1    Corradi, V.2    Magnani, M.3    Manetti, F.4    Botta, M.5
  • 50
    • 34548223031 scopus 로고    scopus 로고
    • Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies
    • Salum, L. B.; Polikarpov, I.; Andricopulo, A. D. Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies. J. Mol. Graph. Model. 2007, 26, 434-442
    • (2007) J. Mol. Graph. Model. , vol.26 , pp. 434-442
    • Salum, L.B.1    Polikarpov, I.2    Andricopulo, A.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.