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Species variability in the stereoselective N-oxidation of pargyline

✍ Scribed by Mark R. Hadley; Emil Švajdlenka; Lyaquatali A. Damani; Harriet G. Oldham; Jeanette Tribe; Patrick Camilleri; Andrew J. Hutt

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
804 KB
Volume
6
Category
Article
ISSN
0899-0042

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✦ Synopsis

The monoamine oxidase inhibitor pargyline (N-benzyl-N-methyl-2-propynylamine) is known to undergo extensive in vitro microsomal N-oxidation, thought to be mediated predominantly by the flavin-containing monooxygenase (FMO) enzyme system. Formation of the pargyline N-oxide (PNO) metabolite creates a chiral nitrogen centre and thus asymmetric oxidation is possible. This study describes a reverse-phase high-performance liquid chromatographic (HPLC) method for the quantitation of PNO and a chiral-phase HPLC method for the determination of the enantiomenc ratio of PNO. In vitro microsomal N-oxidation of pargyline was found to be highly steroselective in a number of species, with the (+)-enantiomer being formed preferentially. This metabolic transformation was stereospecific when purified porcine hepatic FMO was used as the enzyme source.

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