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. 2000 Aug;66(8):3646-9.
doi: 10.1128/AEM.66.8.3646-3649.2000.

Transformation of amoxapine by Cunninghamella elegans

J D Moody  1 , D Zhang, T M Heinze, C E Cerniglia
Affiliations

Transformation of amoxapine by Cunninghamella elegans

J D Moody et al. Appl Environ Microbiol. 2000 Aug.

Abstract

We examined Cunninghamella elegans to determine its ability to transform amoxapine, a tricyclic antidepressant belonging to the dibenzoxazepine class of drugs. Approximately 57% of the exogenous amoxapine was metabolized to three metabolites that were isolated by high-performance liquid chromatography and were identified by nuclear magnetic resonance and mass spectrometry as 7-hydroxyamoxapine (48%), N-formyl-7-hydroxyamoxapine (31%), and N-formylamoxapine (21%). 7-Hydroxyamoxapine, a mammalian metabolite with biological activity, now can be produced in milligram quantities for toxicological evaluation.

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Figures

FIG. 1
FIG. 1
HPLC chromatogram of amoxapine and its metabolites formed by C. elegans.
FIG. 2
FIG. 2
500-MHz 1H NMR spectra of amoxapine and its metabolites formed by C. elegans. (A) 7-Hydroxyamoxapine. (B) N-Formyl-7-hydroxyamoxapine. (C) N-Formylamoxapine. (D) Amoxapine. The peaks labeled x are impurities.
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