ISSN:
1573-904X
Keywords:
benzylpenicillin
;
chemical delivery systems
;
2-hydroxypropyl-β-cyclodextrin
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract A dihydropyridine ↔ pyridinium salt redox carrier-based chemical delivery system for benzylpenicillin (1) was complexed with 2-hydroxypropyl-β-cyclodextrin (HPCD). The solubility of the lipophilic 1, which is incompatible with aqueous formulations, was dramatically increased and showed a linear dependency on the HPCD concentration. The degree of incorporation was 20 mg of 1 per g of complex. The stability study of 1 in various pH buffers indicated the base-catalyzed hydrolysis of the acyloxyalkyl linkage and the hydration of the 5,6 double bond of the dihydropyridine as the main degradation processes. The overall loss of 1, which follows first-order kinetics, was not influenced by changes in ionic strength and elimination of oxygen from the reaction medium. The HPCD complex of 1, which has a stability constant of 720–940 M −1, stabilized the chemical delivery system. The influence of the temperature on the stability of 1 is also discussed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1015865209874
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