Primidone oxidation catalyzed by metalloporphyrins and Jacobsen catalyst
Primidone (PRM) oxidation by various oxidants such as iodosylbenzene (PhIO), tert-butyl hydroperoxide 70 wt.% ( t-BOOH), 3-chloroperoxybenzoic acid ( m-CPBA) and hydrogen peroxide 30 wt.%, mediated by either a salen complex or metalloporphyrins, was investigated. The catalytic systems led to phenyle...
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Published in | Journal of molecular catalysis. A, Chemical Vol. 296; no. 1; pp. 54 - 60 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Amsterdam
Elsevier B.V
10.12.2008
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | Primidone (PRM) oxidation by various oxidants such as iodosylbenzene (PhIO),
tert-butyl hydroperoxide 70
wt.% (
t-BOOH), 3-chloroperoxybenzoic acid (
m-CPBA) and hydrogen peroxide 30
wt.%, mediated by either a salen complex or metalloporphyrins, was investigated. The catalytic systems led to phenylethylmalondiamide (PEMA) and phenobarbital (FENO), the same metabolites obtained
in vivo with P450 enzymes, although three other products were also detected. Product formation was highly dependent on the oxidant, co-catalyst (imidazole), pH and dioxygen. These biomimetic chemical models have potential application in the synthesis of drug metabolites, which should provide samples for pharmacological tests. They can also be employed in studies that pursue the elucidation of
in vivo drug metabolism.
Primidone (PRM) oxidation by various oxidants such as iodosylbenzene (PhIO),
tert-butyl hydroperoxide 70
wt.% (
t-BOOH), 3-chloroperoxybenzoic acid (
m-CPBA) and hydrogen peroxide 30
wt.%, mediated by either a salen complex or metalloporphyrins, was investigated. The catalytic systems led to the same metabolites phenylethylmalondiamide (PEMA) and phenobarbital (FENO) obtained
in vivo with P450 enzymes, although three other products were also detected.
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ISSN: | 1381-1169 1873-314X |
DOI: | 10.1016/j.molcata.2008.09.008 |