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Volumn 43, Issue 9, 2000, Pages 1692-1698

Probing the conformation of the sugar transport inhibitor phlorizin by 2D-NMR, molecular dynamics studies, and pharmacophore analysis

Author keywords

[No Author keywords available]

Indexed keywords

PHLORIZIN;

EID: 0034035556     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9905460     Document Type: Article
Times cited : (35)

References (36)
  • 1
    • 0001657180 scopus 로고
    • The comparative effects of some phlorizin analogues on the renal reabsorption of glucose
    • Diedrich, D. F. The comparative effects of some phlorizin analogues on the renal reabsorption of glucose. Biochim. Biophys. Acta 1963, 71, 688-700.
    • (1963) Biochim. Biophys. Acta , vol.71 , pp. 688-700
    • Diedrich, D.F.1
  • 2
    • 0013971330 scopus 로고
    • Competitive inhibition of intestinal glucose transport by phlorizin analogues
    • Diedrich, D. F. Competitive inhibition of intestinal glucose transport by phlorizin analogues. Arch. Biochem. Biophys. 1966, 117, 248-256.
    • (1966) Arch. Biochem. Biophys. , vol.117 , pp. 248-256
    • Diedrich, D.F.1
  • 3
    • 0030582118 scopus 로고    scopus 로고
    • Interactions of alkylglucosides with the renal sodium/D-glucose cotransporter
    • Kipp, H.; Lin, J. T.; Kinne, R. K. H. Interactions of alkylglucosides with the renal sodium/D-glucose cotransporter. Biochim. Biophys. Acta 1996, 1282, 124-130.
    • (1996) Biochim. Biophys. Acta , vol.1282 , pp. 124-130
    • Kipp, H.1    Lin, J.T.2    Kinne, R.K.H.3
  • 4
    • 0017260888 scopus 로고
    • Studies on the transport of aliphatic glucosides by hamster small intestine in vitro
    • Ramaswamy, K.; Bhattacharyya, B. R.; Crane, R. K. Studies on the transport of aliphatic glucosides by hamster small intestine in vitro. Biochim. Biophys. Acta 1976, 433, 32-38.
    • (1976) Biochim. Biophys. Acta , vol.433 , pp. 32-38
    • Ramaswamy, K.1    Bhattacharyya, B.R.2    Crane, R.K.3
  • 5
    • 0025733607 scopus 로고
    • Structure and function of hexose transporters
    • Silverman, M. Structure and function of hexose transporters. Annu. Rev. Biochem. 1991, 60, 757-794.
    • (1991) Annu. Rev. Biochem. , vol.60 , pp. 757-794
    • Silverman, M.1
  • 6
  • 7
    • 0000739724 scopus 로고
    • Properties of the glucose transport system in the renal brush border membrane
    • Kinne, R. K. H. Properties of the glucose transport system in the renal brush border membrane. Curr. Top. Membr. Transp. 1976, 8, 209-267.
    • (1976) Curr. Top. Membr. Transp. , vol.8 , pp. 209-267
    • Kinne, R.K.H.1
  • 11
    • 0027548454 scopus 로고
    • A fast new approach to pharmacophore mapping and its application to dopaminergic and benzodiazepine agonists
    • Martin, Y. C. M.; Bures, M. G.; Danaher, E. A.; DeLazzer, J.; Lico, I.; Pavlik, P. A. A fast new approach to pharmacophore mapping and its application to dopaminergic and benzodiazepine agonists. J. CAMD 1993, 7, 83-102.
    • (1993) J. CAMD , vol.7 , pp. 83-102
    • Martin, Y.C.M.1    Bures, M.G.2    Danaher, E.A.3    DeLazzer, J.4    Lico, I.5    Pavlik, P.A.6
  • 12
    • 0022535974 scopus 로고
    • Crystal structure of phlorizin and the iodothyronine deiodinase inhibitory activity of phlarizin analogues
    • AufmKolk, M.; Köhrle, J.; Hesch, R.-D.; Ingbar, S. H.; Cody, V. Crystal structure of phlorizin and the iodothyronine deiodinase inhibitory activity of phlarizin analogues. Biochem. Pharmacol. 1986, 35, 2221-2227.
    • (1986) Biochem. Pharmacol. , vol.35 , pp. 2221-2227
    • AufmKolk, M.1    Köhrle, J.2    Hesch, R.-D.3    Ingbar, S.H.4    Cody, V.5
  • 15
    • 0028135444 scopus 로고
    • Conformational analysis, pharmacophore identification, and comparative molecular field analysis of ligands for the neuro-modulatory 3 receptor
    • Myers, A. M.; Charifson, P. S.; Owens, C. E.; Kula, N. S.; McPhail, A. T.; Baldessarini, R. J.; Booth, R. G.; Wyrick, S. D. Conformational analysis, pharmacophore identification, and comparative molecular field analysis of ligands for the neuro-modulatory 3 receptor. J. Med. Chem. 1994, 37, 4109-4117.
    • (1994) J. Med. Chem. , vol.37 , pp. 4109-4117
    • Myers, A.M.1    Charifson, P.S.2    Owens, C.E.3    Kula, N.S.4    McPhail, A.T.5    Baldessarini, R.J.6    Booth, R.G.7    Wyrick, S.D.8
  • 16
    • 7844223548 scopus 로고    scopus 로고
    • Conformationally restrained melatonin analogues: Synthesis, binding affinity for the melatonin receptor, evaluation of the biological activity, and molecular modeling study
    • Spadoni, G.; Balsami, C.; Diamantini, G.; Di Giacomo, B.; Tarzia, G. Conformationally restrained melatonin analogues: synthesis, binding affinity for the melatonin receptor, evaluation of the biological activity, and molecular modeling study. J. Med. Chem. 1997, 40, 1990-2002.
    • (1997) J. Med. Chem. , vol.40 , pp. 1990-2002
    • Spadoni, G.1    Balsami, C.2    Diamantini, G.3    Di Giacomo, B.4    Tarzia, G.5
  • 17
    • 0028555339 scopus 로고
    • Synthesis and molecular modeling of 1-phenyl-1,2,3,4-tetra-hydroisoquinolines and related 5,6,8,9-tetrahydry-13bH-dibenzo[a,h]quinoli-zines as D1 dopamine antagonists
    • Minor, D. L.; Wyrick, S. D.; Charifson, P. S.; Watts, V. J.; Nichols, D. E.; Mailman, R. B. Synthesis and molecular modeling of 1-phenyl-1,2,3,4-tetra-hydroisoquinolines and related 5,6,8,9-tetrahydry-13bH-dibenzo[a,h]quinoli-zines as D1 Dopamine antagonists. J. Med. Chem. 1994, 37, 4317-4328.
    • (1994) J. Med. Chem. , vol.37 , pp. 4317-4328
    • Minor, D.L.1    Wyrick, S.D.2    Charifson, P.S.3    Watts, V.J.4    Nichols, D.E.5    Mailman, R.B.6
  • 18
    • 0027976245 scopus 로고
    • Conformational analysis, molecular modeling, and quantitative structure-activity relationship studies of agents for the inhibition of astrocytic chloride transport
    • Waller, C. L.; Wyrick, S. D.; Kemp, W. E.; Park, J. M.; Smith, F. T. Conformational analysis, molecular modeling, and quantitative structure-activity relationship studies of agents for the inhibition of astrocytic chloride transport. Pharm. Res. 1994, 11, 47-53.
    • (1994) Pharm. Res. , vol.11 , pp. 47-53
    • Waller, C.L.1    Wyrick, S.D.2    Kemp, W.E.3    Park, J.M.4    Smith, F.T.5
  • 19
    • 0000253409 scopus 로고
    • Molecular mechanics - The method and its underlying philosophy
    • Boyd, D. B.; Lipkowitz, K. B. Molecular mechanics - the method and its underlying philosophy. J. Chem. Educ. 1982, 59, 269-272.
    • (1982) J. Chem. Educ. , vol.59 , pp. 269-272
    • Boyd, D.B.1    Lipkowitz, K.B.2
  • 20
    • 0010303068 scopus 로고
    • Molecular mechanics - Illustration of its applications
    • Cox, P. J. Molecular mechanics - illustration of its applications. J. Chem. Educ. 1982, 59, 275-277.
    • (1982) J. Chem. Educ. , vol.59 , pp. 275-277
    • Cox, P.J.1
  • 21
    • 84988115618 scopus 로고
    • Validation of the general purpose Tripos 5.2 force field
    • Clark, M.; Cramer III, R. D.; Van Opdenbosch, N. Validation of the general purpose Tripos 5.2 force field. J. Comput. Chem. 1989, 10, 982-1012.
    • (1989) J. Comput. Chem. , vol.10 , pp. 982-1012
    • Clark, M.1    Cramer R.D. III2    Van Opdenbosch, N.3
  • 22
    • 0022969039 scopus 로고
    • Three-dimensional quantitative structure-activity relationships. I. General approach to the pharmacophore model validation
    • Motoc, I.; Dammkoehler, R. A.; Mayer, D.; Labanowski, J. Three-dimensional quantitative structure-activity relationships. I. General approach to the pharmacophore model validation. Quant. Struct.-Act. Relat. 1986, 5, 99-105.
    • (1986) Quant. Struct.-Act. Relat. , vol.5 , pp. 99-105
    • Motoc, I.1    Dammkoehler, R.A.2    Mayer, D.3    Labanowski, J.4
  • 23
    • 49149147973 scopus 로고
    • Iterative partial equalization of orbital electronegativity - A rapid access to atomic charges
    • Gasteiger, J.; Marsili, M. Iterative partial equalization of orbital electronegativity - a rapid access to atomic charges. Tetrahedron 1980, 36, 3219-3228.
    • (1980) Tetrahedron , vol.36 , pp. 3219-3228
    • Gasteiger, J.1    Marsili, M.2
  • 24
    • 33751578897 scopus 로고
    • A brief review and table of semiempirical parameters used in the Hueckel molecular orbital method
    • Purcell, W. P.; Singer, J. A. A brief review and table of semiempirical parameters used in the Hueckel molecular orbital method. J. Chem. Eng. Data 1967, 12, 235-246.
    • (1967) J. Chem. Eng. Data , vol.12 , pp. 235-246
    • Purcell, W.P.1    Singer, J.A.2
  • 27
    • 0007793280 scopus 로고
    • Conformation of cycloheptadecane. A comparison of methods for conformational searching
    • Saunders: M.; Houk, K. N.; Wu, J. D.; Still, W. C.; Lipton, M.; Chang, G.; Guida, W. C. Conformation of cycloheptadecane. A comparison of methods for conformational searching. J. Am. Chem. Soc. 1990, 112, 1419-1427.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1419-1427
    • Saunders, M.1    Houk, K.N.2    Wu, J.D.3    Still, W.C.4    Lipton, M.5    Chang, G.6    Guida, W.C.7
  • 28
    • 33846446220 scopus 로고
    • Restart procedures for the conjugate gradient method
    • Powell, M. J. D. Restart procedures for the conjugate gradient method. Mathematical Programming 1977, 12, 241-254.
    • (1977) Mathematical Programming , vol.12 , pp. 241-254
    • Powell, M.J.D.1
  • 29
    • 0000848422 scopus 로고
    • Moleküldynamik-computersimulationen; methodik, anwendungen und perspektiven in der chemie
    • van Gunsteren, W. F.; Berendsen, H. J. C. Moleküldynamik-Computersimulationen; Methodik, Anwendungen und Perspektiven in der Chemie. Angew. Chem. 1990, 102, 1020-1055.
    • (1990) Angew. Chem. , vol.102 , pp. 1020-1055
    • Van Gunsteren, W.F.1    Berendsen, H.J.C.2
  • 33
    • 0015598718 scopus 로고
    • Reevaluation of renal tubular glucose transport inhibition by phlorizin analogues
    • Vick, H.; Diedrich, D. F.; Baumann, K. Reevaluation of renal tubular glucose transport inhibition by phlorizin analogues. Am. J. Physiol. 1973, 224, 552-557.
    • (1973) Am. J. Physiol. , vol.224 , pp. 552-557
    • Vick, H.1    Diedrich, D.F.2    Baumann, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.