Release of salbutamol sulphate and ketoprofen enantiomers from matrices containing HPMC and cellulose derivatives

✍ Scribed by M. Angeles Solinís; Yaimy de la Cruz; Begoña Calvo; Rosa M. Hernández; Alicia R. Gascón; Isabel Goñi; M. Dolores Gurruchaga; José Luis Pedraz

• Book ID: 102072811
• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: English
• Weight: 120 KB
• Volume: 14
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/chir.10143

✦ Synopsis

Abstract

We studied the release of salbutamol and ketoprofen enantiomers from HPMC K100M matrices containing two types of cellulose derivatives: cellulose tris (3,5‐dimethylphenylcarbamate) and cellulose tris (2,3‐dichlorophenylcarbamate), chiral excipients used as stationary phases for liquid chromatography. These matrices provided an extended release of both drugs. Ketoprofen release from formulations elaborated with cellulose tris (2,3‐dichlorophenylcarbamate) was by anomalous transport, because the value of n (release exponent of the diffusion equation) ranged between 0.60–0.68, whereas for all other formulations the value of exponent n ranged from 0.50–0.54. The drug thus diffuses through the matrix and is released following a quasi‐Fickian diffusion mechanism (stereoselective process). The matrices preferentially retained R‐salbutamol and S‐ketoprofen and cellulose tris (3,5‐dimethylphenylcarbamate) showed more capacity of chiral discrimination for both drugs than cellulose tris (2,3‐dichlorophenylcarbamate). Moreover, we observed that stereoselectivity is dependent on the amount of chiral excipient in the formulation. Diffusion tests confirmed the chiral interaction between drugs and cellulose derivatives observed in the dissolution assays except for matrices elaborated with ketoprofen and cellulose tris (2,3‐dichlorophenylcarbamate), where the low stereoselectivity observed with the matrices is due to the presence of HPMC K100M. We conclude that the inclusion of these cellulose derivatives in HPMC matrices does not result in a relevant stereoselectivity with respect to the two drugs studied. Chirality 14:806–813, 2002. © 2002 Wiley‐Liss, Inc.