1982 年 102 巻 12 号 p. 1141-1149
Inclusion complexations of 13 aralkylalcohols with three cyclodextrins (α-, β-, γ-CyDs) in water and in solid state were assessed by the solubility method, spectroscopies (ultraviolet (UV), circular dichroism (CD), infrared (IR), 1H-nuclear magnetic resonance (1H-NMR)), X-ray diffractometry, and thermal analyses (DTA, TG). The volatility of aralkylalcohols was significantly retarded by the formation of solid complexes, where the molar ratios (guest : host) of the complexes were generally found to be 1 : 2 and 1 : 1 for α-CyD and β-CyD systems, respectively. In the presence of CyDs, an increase in inhibitory-zone diameter of aralkylalcohols including 2, 4-dichlorobenzyl alcohol (DCBA) was observed by cup-plate method and no reduction of their antimicrobial activities was also found. The dissolution rate and permeation behavior of DCBA through a cellophane membrane were dependent upon the solubility of solid samples (DCBA alone>β-CyD complex>γ-CyD complex). The apparent release of DCBA from poorly soluble β-CyD complex was significantly improved by the addition of α-CyD into the dissolution medium. These results suggest that CyD complexation is practically useful to improve some pharmaceutical properties of aralkylalcohols without reduction of their antimicrobial activities.