Binding Geometry of Inclusion Complex as a Determinant Factor for Aqueous Solubility of the Flavonoid/β-Cyclodextrin Complexes Based on Molecular Dynamics Simulations
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DOI: 10.5012/BKCS.2005.26.8.1203
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摘要: A computational study based on molecular dynamics (MD) simulations was performed in order to explain the difference aqueous solubilities of two flavonoid/-cyclodextrin (-CD) complexes, hesperetin/-CD and naringenin/-CD. The solubility each flavonoid/-CD complex could be characterized by complexwater interaction not flavonoid-CD interaction. radial distribution water around inclusion elucidated an experimentally observed complex. analyzed results suggested that a bulky hydrophobic moiety (-) B-ring hesperetin nearby primary rim -CD responsible for lower complex.
koreascience.or.kr参考文章(15)
Kaneto Uekama, Fumitoshi Hirayama, Tetsumi Irie, Cyclodextrin Drug Carrier Systems. Chemical Reviews. ,vol. 98, pp. 2045- 2076 ,(1998) , 10.1021/CR970025P
William L. Jorgensen, Erin M. Duffy, Prediction of drug solubility from structure. Advanced Drug Delivery Reviews. ,vol. 54, pp. 355- 366 ,(2002) , 10.1016/S0169-409X(02)00008-X
Richard W. Pastor, Bernard R. Brooks, Scott E. Feller, Yuhong Zhang, Constant pressure molecular dynamics simulation: The Langevin piston method The Journal of Chemical Physics. ,vol. 103, pp. 4613- 4621 ,(1995) , 10.1063/1.470648
Bent H Havsteen, The biochemistry and medical significance of the flavonoids. Pharmacology & Therapeutics. ,vol. 96, pp. 67- 202 ,(2002) , 10.1016/S0163-7258(02)00298-X
Nicholas Metropolis, Arianna W. Rosenbluth, Marshall N. Rosenbluth, Augusta H. Teller, Edward Teller, Equation of State Calculations by Fast Computing Machines The Journal of Chemical Physics. ,vol. 21, pp. 1087- 1092 ,(1953) , 10.1063/1.1699114
Rachel S Rosenberg Zand, David J.A Jenkins, Eleftherios P Diamandis, Flavonoids and steroid hormone-dependent cancers Journal of Chromatography B. ,vol. 777, pp. 219- 232 ,(2002) , 10.1016/S1570-0232(02)00213-1
Tom Darden, Darrin York, Lee Pedersen, Particle mesh Ewald: An N⋅log(N) method for Ewald sums in large systems Journal of Chemical Physics. ,vol. 98, pp. 10089- 10092 ,(1993) , 10.1063/1.464397
William L. Jorgensen, Revised TIPS for simulations of liquid water and aqueous solutions The Journal of Chemical Physics. ,vol. 77, pp. 4156- 4163 ,(1982) , 10.1063/1.444325
Allan R. Hedges, Industrial Applications of Cyclodextrins Chemical Reviews. ,vol. 98, pp. 2035- 2044 ,(1998) , 10.1021/CR970014W
Silvana Tommasini, Daniela Raneri, Rita Ficarra, Maria Luisa Calabrò, Rosanna Stancanelli, Paola Ficarra, Improvement in solubility and dissolution rate of flavonoids by complexation with β-cyclodextrin Journal of Pharmaceutical and Biomedical Analysis. ,vol. 35, pp. 379- 387 ,(2004) , 10.1016/S0731-7085(03)00647-2