Binding Geometry of Inclusion Complex as a Determinant Factor for Aqueous Solubility of the Flavonoid/¥â-Cyclodextrin Complexes Based on Molecular Dynamics Simulations

Bulletin of the Korean chemical society

Karpjoo Jeong¹  Suntae Hwang¹  Youngjin Choi¹  Kum Won Cho¹  Seunho Jung¹  Jonghyun Lee¹ 

关键词: Aqueous solubility;    Cyclodextrin;    Flavonoid;    Inclusion complex;    Molecular dynamics simulations;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A computational study based on molecular dynamics (MD) simulations was performed in order to explain the difference in aqueous solubilities of two flavonoid/�?-cyclodextrin (�?-CD) complexes, hesperetin/�?-CD and naringenin/�?-CD. The aqueous solubility of each flavonoid/�?-CD complex could be characterized by complexwater interaction not by flavonoid-CD interaction. The radial distribution of water around each inclusion complex elucidated the difference of an experimentally observed solubility of each flavonoid/�?-CD complex. The analyzed results suggested that a bulky hydrophobic moiety (-OCH₃) of B-ring of hesperetin nearby primary rim of �?-CD was responsible for lower aqueous solubility of the hesperetin/�?-CD complex.

【 授权许可】

Unknown