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Volumn 57, Issue 1-4, 2007, Pages 355-361

In silico strategies to describe the formation of the inclusion complex between β-cyclodextrin and β-naphtyloxyacetic acid: A preliminary step towards prediction of log K

Author keywords

Cyclodextrin; Naphtyloxyacetic acid; Docking; In silico; Inclusion complexes

Indexed keywords


EID: 34047232759     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-006-9258-z     Document Type: Conference Paper
Times cited : (5)

References (27)
  • 1
    • 0035953319 scopus 로고    scopus 로고
    • Property-based design: Optimization of drug absorption and pharmacokinetics
    • Van de Waterbeemd, H., Smith, D.A., Beaumont, K., Walker, D.K.: Property-based design: optimization of drug absorption and pharmacokinetics. J. Med. Chem. 44, 1313-1333 (2001)
    • (2001) J. Med. Chem , vol.44 , pp. 1313-1333
    • Van de Waterbeemd, H.1    Smith, D.A.2    Beaumont, K.3    Walker, D.K.4
  • 2
    • 10444279209 scopus 로고    scopus 로고
    • Cyclodextrin-based pharmaceutics: Past, present and future
    • Davis, M.E., Brewster, M.E.: Cyclodextrin-based pharmaceutics: past, present and future. Nat. Rev. Drug Discov. 3, 1023-1035 (2004)
    • (2004) Nat. Rev. Drug Discov , vol.3 , pp. 1023-1035
    • Davis, M.E.1    Brewster, M.E.2
  • 3
    • 0346461917 scopus 로고    scopus 로고
    • Introduction and general overview of cyclodextrin chemistry
    • Szejtli, J.: Introduction and general overview of cyclodextrin chemistry. Chem. Rev. 98, 1743-1753 (1998)
    • (1998) Chem. Rev , vol.98 , pp. 1743-1753
    • Szejtli, J.1
  • 4
    • 8244248457 scopus 로고    scopus 로고
    • Cyclodextrins: Their future in drug formulation and delivery
    • Stella, V.J., Rajewski, R.A.: Cyclodextrins: their future in drug formulation and delivery. Pharm. Res. 14, 556-567 (1997)
    • (1997) Pharm. Res , vol.14 , pp. 556-567
    • Stella, V.J.1    Rajewski, R.A.2
  • 5
    • 0031042310 scopus 로고    scopus 로고
    • Cyclodextrins-enabling excipients: Their present and future use in pharmaceuticals
    • Thompson, D.O.: Cyclodextrins-enabling excipients: their present and future use in pharmaceuticals. Crit. Rev. Ther. Drug Carr. Syst. 14, 1-104 (1997)
    • (1997) Crit. Rev. Ther. Drug Carr. Syst , vol.14 , pp. 1-104
    • Thompson, D.O.1
  • 6
    • 33749092927 scopus 로고    scopus 로고
    • On the hydrophobic characteristics of cyclodextrins: Computer-aided visualization of molecular lipophilicity patterns
    • Lichtenthaler, F.W., Immel, S.: On the hydrophobic characteristics of cyclodextrins: computer-aided visualization of molecular lipophilicity patterns. Liebigs Ann. 27-37 (1996)
    • (1996) Liebigs Ann , vol.27-37
    • Lichtenthaler, F.W.1    Immel, S.2
  • 7
    • 27544478186 scopus 로고    scopus 로고
    • Combined NMR-crystallographic and modelling investigation of the inclusion of molsidomine into α-, β-, and γ-cyclodextrins
    • Uccello-Barretta, G., Balzano, F., Paolino, D., Ciaccio, R., Guccione, S.: Combined NMR-crystallographic and modelling investigation of the inclusion of molsidomine into α-, β-, and γ-cyclodextrins. Bioorg. Med. Chem. 13, 6502-6512 (2005)
    • (2005) Bioorg. Med. Chem , vol.13 , pp. 6502-6512
    • Uccello-Barretta, G.1    Balzano, F.2    Paolino, D.3    Ciaccio, R.4    Guccione, S.5
  • 8
    • 0036606483 scopus 로고    scopus 로고
    • Principles of docking: An overview of search algorithms and a guide to scoring functions
    • Halperin, I., Ma, B., Wolfon, H., Nussinov, R.: Principles of docking: an overview of search algorithms and a guide to scoring functions. Protein Struct. Funct. Genet. 47, 409-443 (2002)
    • (2002) Protein Struct. Funct. Genet , vol.47 , pp. 409-443
    • Halperin, I.1    Ma, B.2    Wolfon, H.3    Nussinov, R.4
  • 9
    • 34047231197 scopus 로고    scopus 로고
    • Mercury, version 1.3, 2005, CCDC, Cambridge, UK
    • Mercury, version 1.3., 2005, CCDC, Cambridge, UK, http://www.ccdc.cam.ac. uk/products/csd_system/mercury
  • 10
    • 34047241590 scopus 로고    scopus 로고
    • MOE, version 2005.06, 2005, Chemical Computing Group, Montreal, Quebec Canada
    • MOE, version 2005.06,. 2005,. Chemical Computing Group, Montreal, Quebec Canada, http://www.chemcomp.com/
  • 11
    • 4043171970 scopus 로고    scopus 로고
    • The GB/SA continuum model for solvation. A fast analytical method for the calculation of approximate born radii
    • Qiu, D., Shenkin, P.S., Hollinger, F.P., Still, W.C.: The GB/SA continuum model for solvation. A fast analytical method for the calculation of approximate born radii. J. Phys. Chem. A 101, 3005-3014 (1997)
    • (1997) J. Phys. Chem. A , vol.101 , pp. 3005-3014
    • Qiu, D.1    Shenkin, P.S.2    Hollinger, F.P.3    Still, W.C.4
  • 12
    • 7444246030 scopus 로고    scopus 로고
    • Ionization, lipophilicity, and molecular modeling to investigate permeability and other biological properties of amlodipine
    • Caron, G., Ermondi, G., Damiano, A., Novaroli, L., Tsinman, O., Ruell, J. A., Avdeef, A.: Ionization, lipophilicity, and molecular modeling to investigate permeability and other biological properties of amlodipine. Bioorg. Med. Chem. 12, 6107-6118 (2004)
    • (2004) Bioorg. Med. Chem , vol.12 , pp. 6107-6118
    • Caron, G.1    Ermondi, G.2    Damiano, A.3    Novaroli, L.4    Tsinman, O.5    Ruell, J.A.6    Avdeef, A.7
  • 13
    • 0021871375 scopus 로고
    • A computational procedure for determining energetically favorable binding sites on biologically important macromolecules
    • Goodford, P.J.: A computational procedure for determining energetically favorable binding sites on biologically important macromolecules. J. Med. Chem. 28, 849-857 (1985)
    • (1985) J. Med. Chem , vol.28 , pp. 849-857
    • Goodford, P.J.1
  • 14
    • 0027439587 scopus 로고
    • Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 1. Ligand probe groups with the ability to form two hydrogen bonds
    • Wade, R.C., Clark, K.J., Goodford, P.J.: Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 1. Ligand probe groups with the ability to form two hydrogen bonds. J. Med. Chem. 36, 140-147 (1993)
    • (1993) J. Med. Chem , vol.36 , pp. 140-147
    • Wade, R.C.1    Clark, K.J.2    Goodford, P.J.3
  • 15
    • 0027510004 scopus 로고
    • Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 2. Ligand probe groups with the ability to form more than two hydrogen bonds
    • Wade, R.C., Goodford, P.J.: Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 2. Ligand probe groups with the ability to form more than two hydrogen bonds. J. Med. Chem. 36, 148-156 (1993)
    • (1993) J. Med. Chem , vol.36 , pp. 148-156
    • Wade, R.C.1    Goodford, P.J.2
  • 16
    • 34047202387 scopus 로고    scopus 로고
    • GRID, version 22b, 2004, Molecular Discovery Ltd, West Way House, Elms Parade, Oxford, http://www.moldiscovery.com
    • GRID, version 22b, 2004, Molecular Discovery Ltd, West Way House, Elms Parade, Oxford, http://www.moldiscovery.com
  • 17
    • 33750075157 scopus 로고    scopus 로고
    • A combined in silico strategy to describe the variation of some 3D molecular properties of β-cyclodextrin due to the formation of inclusion complexes
    • Ermondi G., Anghilante C., Caron G.: A combined in silico strategy to describe the variation of some 3D molecular properties of β-cyclodextrin due to the formation of inclusion complexes. J. Mol. Graphics and Modelling 25, 296-303 (2006)
    • (2006) J. Mol. Graphics and Modelling , vol.25 , pp. 296-303
    • Ermondi, G.1    Anghilante, C.2    Caron, G.3
  • 18
    • 15844396375 scopus 로고    scopus 로고
    • Design of a systematic docking tool and application to COX isozymes/NSAIDs complexes
    • Ermondi, G., Caron, G., Longo, D.: Design of a systematic docking tool and application to COX isozymes/NSAIDs complexes. J. Comput. Aid. Mol. Des. 18, 683-696 (2004)
    • (2004) J. Comput. Aid. Mol. Des , vol.18 , pp. 683-696
    • Ermondi, G.1    Caron, G.2    Longo, D.3
  • 19
    • 0242386506 scopus 로고    scopus 로고
    • Binding affinities of host-guest, protein-ligand, and protein-transition-state complexes
    • Houk, K.N., Leach, A.G., Kim, S., Zhang, X.: Binding affinities of host-guest, protein-ligand, and protein-transition-state complexes. Angew. Chem. Int. Ed. 42, 4872-4897 (2003)
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 4872-4897
    • Houk, K.N.1    Leach, A.G.2    Kim, S.3    Zhang, X.4
  • 20
    • 0035826709 scopus 로고    scopus 로고
    • Structure of the complex of β-cyclodextrin with β-naphthyloxyacetic acid in the solid state and in aqueous solution
    • Kokkinou, A., Yannakopoulou, K., Mavridis, I.M., Mentzafos, D.: Structure of the complex of β-cyclodextrin with β-naphthyloxyacetic acid in the solid state and in aqueous solution. Carbohydrate Res. 332, 85-94 (2001)
    • (2001) Carbohydrate Res , vol.332 , pp. 85-94
    • Kokkinou, A.1    Yannakopoulou, K.2    Mavridis, I.M.3    Mentzafos, D.4
  • 21
    • 4243778369 scopus 로고    scopus 로고
    • Complexation thermodynamics of cyclodextrins
    • Rekharsky, M.V., Inoue, Y.: Complexation thermodynamics of cyclodextrins. Chem. Rev. 98, 1875-1917 (1998)
    • (1998) Chem. Rev , vol.98 , pp. 1875-1917
    • Rekharsky, M.V.1    Inoue, Y.2
  • 22
    • 0001696434 scopus 로고    scopus 로고
    • Applications of computational chemistry to the study of cyclodextrin
    • Lipkowitz, K.B.: Applications of computational chemistry to the study of cyclodextrin. Chem. Rev. 98, 1829-1873 (1998)
    • (1998) Chem. Rev , vol.98 , pp. 1829-1873
    • Lipkowitz, K.B.1
  • 23
    • 34047238923 scopus 로고    scopus 로고
    • Caron G., Ermondi G.: Variations in MIFs content of α- cyclodextrins, caused by the formation of inclusion complexes, enables the complexes to be classified as Type 1 and Type 2. J. Mol. Graph Model, (2006). doi:10.1016/j.jmgm.2006.06.003
    • Caron G., Ermondi G.: Variations in MIFs content of α- cyclodextrins, caused by the formation of inclusion complexes, enables the complexes to be classified as Type 1 and Type 2. J. Mol. Graph Model, (2006). doi:10.1016/j.jmgm.2006.06.003
  • 24
    • 0346690186 scopus 로고    scopus 로고
    • Combining NMR and molecular modelling in a drug delivery context: Investigation of the multi-mode inclusion of a new NPY-5 antagonist bromobenzenesulfonamide into β-cyclodextrin
    • Uccello-Barretta, G., Balzano, F., Sicoli, G., Friglola, C., Aldana, I., Monge, A., Paolino, D., Guccione, S.:Combining NMR and molecular modelling in a drug delivery context: investigation of the multi-mode inclusion of a new NPY-5 antagonist bromobenzenesulfonamide into β-cyclodextrin. Bioorg. Med. Chem. 12(2), 447-458 (2004)
    • (2004) Bioorg. Med. Chem , vol.12 , Issue.2 , pp. 447-458
    • Uccello-Barretta, G.1    Balzano, F.2    Sicoli, G.3    Friglola, C.4    Aldana, I.5    Monge, A.6    Paolino, D.7    Guccione, S.8
  • 25
    • 29144508768 scopus 로고    scopus 로고
    • A spectral and molecular dynamics simulation study of β-cyclodextrin inclusion complexes with solvatochromic dyes derived from barbituric acid
    • Jara, F., Mascayano, C., Rezende, M.C., Tirapegui, C., Urzua, A.: A spectral and molecular dynamics simulation study of β-cyclodextrin inclusion complexes with solvatochromic dyes derived from barbituric acid. J. Incl. Phenom. Macroc. Chem. 54, 95-99 (2006)
    • (2006) J. Incl. Phenom. Macroc. Chem , vol.54 , pp. 95-99
    • Jara, F.1    Mascayano, C.2    Rezende, M.C.3    Tirapegui, C.4    Urzua, A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.