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Enantiomeric analysis of terfenadine in rat plasma by HPLC

✍ Scribed by Kaveh Zamani; Dr. Dale P. Conner; Henri B. Weems; Shen K. Yang; Louis R. Cantilena Jr.

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
368 KB
Volume
3
Category
Article
ISSN
0899-0042

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✦ Synopsis

Enantiomeric pairs of the antihistaminic drug terfenadine and its carboxylic acid derivative were directly separated by HPLC using an ovomucoid protein column. Absolute configurations of terfenadine enantiomers were assigned by comparing their circular dichroism spectra with those of 1-phenyl-1-butanol enantiomers of known absolute stereochemistry. Terfenadine and its major carboxylic acid metabolite extracted from blood plasma following an oral administration of a racemic terfenadine to rats were found to be enriched in the (S)and (R)-enantiomers, respectively. The results indicated that the (R)-enantiomer of an orally administered racemic terfenadine was preferentially oxidized in rats to form a carboxylic acid metabolite enriched in the (R)-enantiomer.

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