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Volumn 347, Issue 1-2, 2008, Pages 62-70

Theoretical and experimental investigations of organic acids/cyclodextrin complexes and their consequences upon the formation of miconazole/cyclodextrin/acid ternary inclusion complexes

Author keywords

Acids; AM1 calculations; Cyclodextrins; FT IR; Molecular modeling; Normal mode; ROESY experiments; Supercritical carbon dioxide

Indexed keywords

BETA CYCLODEXTRIN; CARBOXYLIC ACID; CYCLODEXTRIN DERIVATIVE; FUMARIC ACID; MALEIC ACID; MICONAZOLE; TARTARIC ACID;

EID: 36549009615     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2007.06.030     Document Type: Article
Times cited : (20)

References (24)
  • 1
    • 27444434650 scopus 로고    scopus 로고
    • Effect of acidic ternary compounds on the formation of miconazole/cyclodextrin inclusion complexes by means of supercritical carbon dioxide
    • Barillaro V., Bertholet P., Henry de Hassonville S., Ziémons E., Evrard B., Delattre L., and Piel G. Effect of acidic ternary compounds on the formation of miconazole/cyclodextrin inclusion complexes by means of supercritical carbon dioxide. J. Pharm. Pharm. Sci. 7 (2004) 378-388
    • (2004) J. Pharm. Pharm. Sci. , vol.7 , pp. 378-388
    • Barillaro, V.1    Bertholet, P.2    Henry de Hassonville, S.3    Ziémons, E.4    Evrard, B.5    Delattre, L.6    Piel, G.7
  • 2
    • 34547911427 scopus 로고    scopus 로고
    • Theoretical and experimental investigations on miconazole/cyclodextrin/acid complexes: molecular modeling studies
    • Barillaro V., Dive G., Bertholet P., Evrard B., Delattre L., Eric Z., and Piel G. Theoretical and experimental investigations on miconazole/cyclodextrin/acid complexes: molecular modeling studies. Int. J. Pharmaceut. 342 (2007) 152-160
    • (2007) Int. J. Pharmaceut. , vol.342 , pp. 152-160
    • Barillaro, V.1    Dive, G.2    Bertholet, P.3    Evrard, B.4    Delattre, L.5    Eric, Z.6    Piel, G.7
  • 4
    • 36549028859 scopus 로고    scopus 로고
    • Bononi, L.J. 1990. β-cyclodextrin complexes of miconazole and econazole. Bononi & C.Gruppo di Ricerca Srl. 579084[US5422347] Italy, 5-9-1990.
  • 5
  • 7
    • 0000749814 scopus 로고
    • Energy analysis on small to medium sized H-bonded complexes
    • Dive G., Dehareng D., and Ghuysen J.M. Energy analysis on small to medium sized H-bonded complexes. Theor. Chim. Acta 1993 (1993) 409-421
    • (1993) Theor. Chim. Acta , vol.1993 , pp. 409-421
    • Dive, G.1    Dehareng, D.2    Ghuysen, J.M.3
  • 8
    • 0002748263 scopus 로고
    • Nuclear magnetic resonance of cyclodextrins, derivatives and inclusion compounds
    • Duchêne D. (Ed), Editions de Santé, Paris
    • Djedaïni F., and Perly B. Nuclear magnetic resonance of cyclodextrins, derivatives and inclusion compounds. In: Duchêne D. (Ed). New Trends in Cyclodextrins and Derivatives (1990), Editions de Santé, Paris
    • (1990) New Trends in Cyclodextrins and Derivatives
    • Djedaïni, F.1    Perly, B.2
  • 10
    • 36549087329 scopus 로고    scopus 로고
    • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Montgomery, J.A., Stratmann, R.E., Burant, J.C., Dapprich, S., Millam, J.M., Daniels, A.D., Kudin, K.N., Strain, M.C., Chen, W., Farkas, O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C., Adamo, C., Clifford, S., Ochterski, J., Petersson, G.A., Ayala, P.Y., Cui, Q., Morokuma, K., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ciolowski, J., Oritz, J.V., Baboul, A.G.G., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanyakkara, A., Gonzalez, C., Challacombe, M., Gill, P.M.W., Jonhson, B., Wong, M.W., Andres, J.L., Head-Gordon, M., Replogle, E.S., Pople, J.A. 1998. Gaussian 98, A 7.
  • 11
    • 0001457144 scopus 로고
    • β-cyclodextrin/citric acid complexation equilibrium: thermodynamic study. Apparent solubility of βCD in aqueous solutions of citric acid
    • Germain P., Bilal M., and de Brauer C. β-cyclodextrin/citric acid complexation equilibrium: thermodynamic study. Apparent solubility of βCD in aqueous solutions of citric acid. Thermochim. Acta 259 (1995) 187-198
    • (1995) Thermochim. Acta , vol.259 , pp. 187-198
    • Germain, P.1    Bilal, M.2    de Brauer, C.3
  • 14
    • 0010181083 scopus 로고
    • An AM1 semiempirical molecular orbital investigation of the group 14 [1.1.1] propellanes and bicyclo[1.1.1]pentanes
    • Holder A.J., and Barley C.W. An AM1 semiempirical molecular orbital investigation of the group 14 [1.1.1] propellanes and bicyclo[1.1.1]pentanes. Theochem-J. Mol. Struct. 281 (1993) 131-139
    • (1993) Theochem-J. Mol. Struct. , vol.281 , pp. 131-139
    • Holder, A.J.1    Barley, C.W.2
  • 15
    • 0029819323 scopus 로고    scopus 로고
    • Pharmaceutical applications of cyclodextrins, 1. Drug solubilization and stabilization
    • Loftsson T., and Brewster M.E. Pharmaceutical applications of cyclodextrins, 1. Drug solubilization and stabilization. J. Pharm. Sci. 85 (1996) 1017-1025
    • (1996) J. Pharm. Sci. , vol.85 , pp. 1017-1025
    • Loftsson, T.1    Brewster, M.E.2
  • 17
    • 0026718280 scopus 로고
    • Improvement of dissolution properties and microbiological activity of miconazole and econazole by cyclodextrin complexation
    • Mura P., Liguori A., Bramanti G., Bettinetti G.P., Campisi E., and Faggi E. Improvement of dissolution properties and microbiological activity of miconazole and econazole by cyclodextrin complexation. Eur. J. Pharm. Biopharm. 38 (1992) 119-123
    • (1992) Eur. J. Pharm. Biopharm. , vol.38 , pp. 119-123
    • Mura, P.1    Liguori, A.2    Bramanti, G.3    Bettinetti, G.P.4    Campisi, E.5    Faggi, E.6
  • 19
    • 0032581196 scopus 로고    scopus 로고
    • Development of a non-surfactant parenteral formulation of miconazole by the use of cyclodextrins
    • Piel G., Evrard B., Fillet M., Llabres G., and Delattre L. Development of a non-surfactant parenteral formulation of miconazole by the use of cyclodextrins. Int. J. Pharm. 169 (1998) 15-22
    • (1998) Int. J. Pharm. , vol.169 , pp. 15-22
    • Piel, G.1    Evrard, B.2    Fillet, M.3    Llabres, G.4    Delattre, L.5
  • 20
    • 0033951798 scopus 로고    scopus 로고
    • Drug/cyclodextrin/hydroxy acid multicomponent systems. Properties and pharmaceutical applications
    • Redenti E., Szente L., and Szejtli J. Drug/cyclodextrin/hydroxy acid multicomponent systems. Properties and pharmaceutical applications. J. Pharm. Sci. 89 (2000) 1-8
    • (2000) J. Pharm. Sci. , vol.89 , pp. 1-8
    • Redenti, E.1    Szente, L.2    Szejtli, J.3
  • 21
    • 0033963034 scopus 로고    scopus 로고
    • Molden: a pre- and post-processing program for molecular and electronic structures
    • Schaftenaar G., and Noordik J.H. Molden: a pre- and post-processing program for molecular and electronic structures. J. Comput. Aid. Mod. Des. 14 (2000) 123-134
    • (2000) J. Comput. Aid. Mod. Des. , vol.14 , pp. 123-134
    • Schaftenaar, G.1    Noordik, J.H.2
  • 22
    • 0000835931 scopus 로고    scopus 로고
    • NMR studies of cyclodextrins and cyclodextrin complexes
    • Schneider H.J., Hacket F., Rudiger V., and Ikeda H. NMR studies of cyclodextrins and cyclodextrin complexes. Chem. Rev. 98 (1998) 1755-1786
    • (1998) Chem. Rev. , vol.98 , pp. 1755-1786
    • Schneider, H.J.1    Hacket, F.2    Rudiger, V.3    Ikeda, H.4
  • 23
    • 0011083273 scopus 로고    scopus 로고
    • Harmonic vibrational frequencies: an evaluation of Hartree-Fock, Moller-Plesset, quadratic configuration interaction, denity functionnal theory, and semiempirical scale factors
    • Scott A.P., and Radom L. Harmonic vibrational frequencies: an evaluation of Hartree-Fock, Moller-Plesset, quadratic configuration interaction, denity functionnal theory, and semiempirical scale factors. J. Phys. Chem. A 100 (1996) 16502-16513
    • (1996) J. Phys. Chem. A , vol.100 , pp. 16502-16513
    • Scott, A.P.1    Radom, L.2
  • 24
    • 0027198263 scopus 로고
    • A study of cyclodextrin complex formation by a freezing point depression method
    • Suzuki M., Ito K., Fushimi C., and Kondo T. A study of cyclodextrin complex formation by a freezing point depression method. Chem. Pharm. Bull. 41 (1993) 942-945
    • (1993) Chem. Pharm. Bull. , vol.41 , pp. 942-945
    • Suzuki, M.1    Ito, K.2    Fushimi, C.3    Kondo, T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.