Complexation study of diclofenac with beta-cyclodextrin and spectrofluorimetric determination.
The inclusional complexation between the anti-inflammatory pharmaceutical diclofenac and beta-cyclodextrin (beta-CD) was studied by potentiometry, spectrophotometry and spectrofluorimetry, in both acid and neutral pH. Guest-host 1:1 stoichiometries for the complexes in both media were determined, and their equilibrium constants were calculated. The values obtained from the different methods used are in very good agreement and are in the order of 10(3). From the analysis of the pKa value for diclofenac in both the absence and presence of beta-CD (4.84 and 4.90 respectively), it was inferred that in the inclusion complex the carboxylic group is located outside the cavity. Further structural characterization of the inclusate was carried out by means of 1H NMR spectra and AM1 semiempirical calculations. Based on the obtained results, a spectrofluorimetric method for the determination of diclofenac in the presence of beta-CD was developed in the range of 0-5 micrograms ml-1. Better limits of detection (0.03 microgram ml-1) and quantification (0.1 microgram ml-1) were obtained in this latter case with respect to those obtained in the absence of beta-CD. The method was satisfactorily applied to the quantification of diclofenac in pharmaceutical preparations.
Arancibia
J A
JA
Departamento de Química Analítica, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Argentina. aolivier@fbioyf.unr.ar
Escandar
G M
GM
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000032:analysis* / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D004008:Diclofenac / Q000032:analysis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D004364:Pharmaceutical Preparations / Q000737:chemistry; D011199:Potentiometry; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry; D047392:beta-Cyclodextrins
D000894:Anti-Inflammatory Agents, Non-Steroidal; D003505:Cyclodextrins; D004364:Pharmaceutical Preparations; D047392:beta-Cyclodextrins; D004008:Diclofenac; C031215:betadex