Host¨Cguest system of 4-nerolidylcatechol in 2-hydroxypropyl-¦Â-cyclodextrin: preparation, characterization and molecular modeling
详细信息 查看全文
- 作者：L¨ªllian Am¨¦lia Soares ; Ana Fl¨¢via Vasconcelos Borges Leal ; Leonardo Fernandes Fraceto ; Elaine Rose Maia ; In¨ºs Sabioni Resck ; Massuo Jorge Kato ; Eric de Sousa Gil ; Aparecido Ribeiro de Sousa ; Luiz Carlos da Cunha and K¨ºnnia Rocha Rezende
- 关键词：4 ; Nerolidylcatechol ; 2 ; Hydroxypropyl ; β ; cyclodextrin ; Inclusion complex ; 1H ; NMR and molecular dynamics
- 刊名：Journal of Inclusion Phenomena and Macrocyclic Chemistry
- 出版年：2009
- 出版时间：June, 2009
- 年：2009
- 卷：64
- 期：1-2
- 页码：23-35
- 全文大小：535.7 KB
文摘
The interaction of 4-nerolidylcatechol (4-NRC), a potent antioxidant agent, and 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) was investigated by the solubility method using Fourier transform infrared (FTIR) methods in addition to UV–Vis, 1H-nuclear magnetic resonance (NMR) spectroscopy and molecular modeling. The inclusion complexes were prepared using grinding, kneading and freeze-drying methods. According to phase solubility studies in water a BS-type diagram was found, displaying a stoichiometry complexation of 2:1 (drug:host) and stability constant of 6494 ¡À 837 M−1. Stoichiometry was established by the UV spectrophotometer using Job’s plot method and, also confirmed by molecular modeling. Data from 1H-NMR, and FTIR, experiments also provided formation evidence of an inclusion complex between 4-NRC and HP-β-CD. 4-NRC complexation indeed led to higher drug solubility and stability which could probably be useful to improve its biological properties and make it available to oral administration and topical formulations.