Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation

doi:10.1155/2015/193049

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	Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation
	Wang, Runmiao 1; Zhou, Hui 1; Siu, Shirley W. I.2; Gan, Yong3 ; Wang, Yitao 1; Ouyang, Defang 1
刊名	JOURNAL OF NANOMATERIALS
	2015
ISSN号	1687-4110
DOI	10.1155/2015/193049
文献子类	Article
英文摘要	Cyclodextrins are widely used for the solubilisation of poorly soluble drugs in the formulations. However, current cyclodextrin formulation development strongly depends on trial-and-error in the laboratory, which is time-consuming and high cost. The aim of this research was to compare three modeling approaches (Docking, molecular dynamics (MD), and quantum mechanics (QM)) for cyclodextrin/drug complexation. Ibuprofen was used as a model drug. Binding free energy from three simulation methods was calculated as an important parameter to compare with the experimental results. Docking results from AutoDock Vina program showed that the scoring of complexation capability between ibuprofen and cyclodextrins is alpha (alpha), gamma (gamma), beta (beta), and HP-beta-cyclodextrins, which indicated similar ranking with the results from phase, solubility diagram experiments. MD simulation indicated that ibuprofen could form the stable complexes with beta-, gamma-, and HP-beta-cyclodextrins, but not for alpha cyclodextrin. Binding free energies from the MD simulation for beta-, gamma-, and HP-beta-cyclodextrins were -3.67, -0.67, and -3.87 kcal/mol, individually. The enthalpies of QM simulation for beta-, gamma-, and HP-beta- cyclodextrins were -17.22, -14.75, and -20.28 kcal/mol, respectively. Results from all three modeling approaches showed similar ranking between ibuprofen and four cyclodextrin molecules as the experimental data. However, MD simulation with entropy calculation had the closest value to experimental data for beta and HP-beta-cyclodextrins. Thus, MD simulation with MM-PBSA method may be fit to in silico screen for cyclodextrin formulations.
资助项目	Science and Technology Development Fund (FDCT), Macao SAR[074-2012-A3] ; University of Macau[MRG013-WYT-2013-ICMS] ; University of Macau[CPG2014-00012-ICMS]
WOS关键词	BETA-CYCLODEXTRIN ; INCLUSION COMPLEXES ; PHARMACEUTICAL APPLICATIONS ; SIRNA COMPLEXATION ; SOLID-STATE ; DYNAMICS ; ENANTIOMERS ; STABILITY ; DOCKING ; BINDING
WOS研究方向	Science & Technology - Other Topics ; Materials Science
语种	英语
出版者	HINDAWI LTD
WOS记录号	WOS:000360482400001
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/276709]
专题	药物制剂研究中心
通讯作者	Ouyang, Defang
作者单位	1.Univ Macau, State Key Lab Qual Res Chinese Med, Inst Chinese Med Sci, Macau, Peoples R China; 2.Univ Macau, Fac Sci & Technol, Macau, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Wang, Runmiao,Zhou, Hui,Siu, Shirley W. I.,et al. Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation[J]. JOURNAL OF NANOMATERIALS,2015.
APA	Wang, Runmiao,Zhou, Hui,Siu, Shirley W. I.,Gan, Yong,Wang, Yitao,&Ouyang, Defang.(2015).Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation.JOURNAL OF NANOMATERIALS.
MLA	Wang, Runmiao,et al."Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation".JOURNAL OF NANOMATERIALS (2015).