Improvements of Some Pharmaceutical Properties of Aralkylalcohols by Cyclodextrin Complexation

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Abstract
Inclusion complexations of 13 aralkylalcohols with 3 cyclodextrins (.alpha.-, .beta.-, .gamma.-CyD) in water and in solid state were assessed by the solubility method, spectroscopies (UV, circular dichroism (CD), IR, 1H-NMR), X-ray diffractometry and thermal analyses (DTA, TG). The volatility of aralkylalocohols was significantly retarded by the formation of solid complexes, where the molar ratios (guest:host) of the complexes were generally 1:2 and 1:1 for .alpha.- and .beta.-CyD systems, respectively. In the presence of CyD, 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 found. The dissolution rate and permeation behavior of DCBA through a cellophane membrane were dependent on the solubility of solid samples (DCBA alone > .beta.-CyD complex > .gamma.-CyD complex). The apparent release of DCBA from poorly soluble .beta.-CyD complex was significantly improved by the addition of .alpha.-CyD into the dissolution medium. CyD complexation may be useful to improve some pharmaceutical properties of aralkylcohols without reduction of their antimicrobial activities.

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