Preparation of formononetin-2-hydroxypropyl-β-cyclodextrin inclusion complex and study of its inclusion behavior
10.7501/j.issn.0253-2670.2017.14.012
- Author:
Bo-Hong GUO
1
Author Information
1. School of Pharmacy, Guangdong Pharmaceutical University
- Publication Type:Journal Article
- Keywords:
2-hydroxypropyl-β-cyclodextrin;
Formononetin;
HPLC;
Inclusion behavior;
Inclusion complex;
Kneading method;
Molecular docking method;
Orthogonal design;
Phase solubility method;
Stirring method;
Thermodynamic;
Ultrasonic method
- From:
Chinese Traditional and Herbal Drugs
2017;48(14):2877-2882
- CountryChina
- Language:Chinese
-
Abstract:
Objective To prepare formononetin-2-hydroxypropyl-β-cyclodextrin (FMN-2-HP-β-CD) inclusion complex and to explore its inclusion behavior. Methods The preparation method of FMN-2-HP-β-CD inclusion complex was optimized by comparing kneading method, stirring method, and ultrasonic method. The content of FMN was assayed by HPLC. The preparation technology of FMN-2-HP-β-CD inclusion complex was optimized by orthogonal design taking drug loading capacity as index. The inclusion complex was characterized by scanning electronic microscopy (SEM) and X-ray diffractometry (XRD). Phase solubility method was used to calculate the molar ratio between host and guest molecules and the related thermodynamic parameter. The molecular simulation was processed to investigate the inclusion behavior of FMN and 2-HP-β-CD. Results Using acid-base neutralization agitation method, the optimum inclusion conditions were: the molar ratio of FMN with 2-HP-β-CD 1∶1, inclusion temperature 50 ℃, and 2-HP-β-CD concentration 5 g/L. The drug loading capacity was (9.42 ± 0.25)%. The phase solubility curve was AL type and the stability constants decrease with the increasing temperature. The thermodynamic parameters showed that the inclusion of FMN and 2-HP-β-CD is a process of exothermic and entropy decreasing with enthalpy change as the main driving force. Molecular simulation showed that the 7-OH of the FMN takes the lead from the wider rim of 2-HP-β-CD into the cavity, and forms a hydrogen bond with the oxygen atom on the 2-HP-β-CD. Conclusion The FMN-2-HP-β-CD inclusion complex prepared by the optimumprocess conditions has good repeatability, which can improve the solubility of FMN. Molecular simulation of FMN and 2-HP-β-CD inclusion behavior was consistent with the relevant thermodynamic parameters.
