Comparative study on the inclusion behaviour of cyclodextrin derivatives with venoruton and rutin by thin layer chromatography.
The interaction of rutin and venoruton (troxerutin), with alpha-, beta- and gamma-cyclodextrin (CD), hydroxypropyl-beta-cyclodextrin (HP-beta-CD) and methyl-beta-cyclodextrin (M-beta-CD) was investigated by reversed-phase thin layer chromatography on polyamide plates. A mobile phase consisted of NH(4)OH; NH(4)Cl buffer solution containing various CD concentrations (pH = 9.7, 20 degrees C) was used as mobile phase. The equilibrium constants (K(f)) and the retention factor (R(f)) were determined and used to study the inclusion process. The in fluence of CDs on the solubility of rutin and venoruton was characterized by R(M) values and the increasing hydrophilicity of drugs. The results show that the inclusion capacity of cyclodextrins follows the order HP-beta-CD > M-beta-CD > beta-CD > gamma-CD, and rutin is more easily included by the studied cyclodextrins than venoruton. In addition, the thermodynamic parameters (Delta H, Delta S) for the formation of complexes were obtained from the van't Hoff equation, displaying the enthalpy-entropy compensation effect.
Guo
Xiliang
X
College of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, People's Republic of China.
Shuang
Shaomin
S
Wang
Xiaoping
X
Dong
Chuan
C
Pan
Jinghao
J
Aboul-Enein
Hassan Y
HY
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002855:Chromatography, Thin Layer / Q000379:methods*; D003505:Cyclodextrins / Q000737:chemistry*; D006896:Hydroxyethylrutoside / Q000031:analogs & derivatives* / Q000737:chemistry*; D012431:Rutin / Q000737:chemistry*; D012995:Solubility; D013816:Thermodynamics; D047391:alpha-Cyclodextrins / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry; D047408:gamma-Cyclodextrins / Q000737:chemistry
D003505:Cyclodextrins; D006896:Hydroxyethylrutoside; D047391:alpha-Cyclodextrins; D047392:beta-Cyclodextrins; D047408:gamma-Cyclodextrins; C108732:methyl-beta-cyclodextrin; D000073738:2-Hydroxypropyl-beta-cyclodextrin; D012431:Rutin; C005865:troxerutin; C031215:betadex; C032613:alpha-cyclodextrin