title: Identification of metabolites of selected benzophenanthridine alkaloids and their toxicity evaluation.
abstract: Selected benzo[c]phenathridine alkaloids were biotransformed using rat liver microsomes and identified by liquid chromatography and mass spectrometry. While the metabolites of commercially available sanguinarine and chelerythrine have been studied in detail, data about the metabolism of the minor alkaloids remained unknown. Reactions involved in transformation include single and/or double O-demethylation, demethylenation, reduction, and hydroxylation. Two metabolites, when isolated, purified and tested for toxicity, were found to be less toxic than the original compounds.
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Roman
authors.initials: R
authors.lastname: Sandor
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic; Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Adam
authors.initials: A
authors.lastname: Midlik
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Kristyna
authors.initials: K
authors.lastname: Sebrlova
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Gabriela
authors.initials: G
authors.lastname: Dovrtelova
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Kristyna
authors.initials: K
authors.lastname: Noskova
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic; Central European Institute of Technology CEITEC MU, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Jan
authors.initials: J
authors.lastname: Jurica
authors.affiliation: Department of Biology, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Iva
authors.initials: I
authors.lastname: Slaninova
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic.
authors.forename: Eva
authors.initials: E
authors.lastname: Taborska
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic. Electronic address: ondramayl@gmail.com.
authors.forename: Ondrej
authors.initials: O
authors.lastname: Pes
mesh_terms: D000470:Alkaloids / Q000378:metabolism*; D000818:Animals; D053119:Benzophenanthridines / Q000009:adverse effects / Q000737:chemistry / Q000378:metabolism*; D002853:Chromatography, Liquid / Q000379:methods; D006900:Hydroxylation; D007546:Isoquinolines / Q000009:adverse effects* / Q000737:chemistry*; D008297:Male; D013058:Mass Spectrometry / Q000379:methods; D008862:Microsomes, Liver / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar
chemical_list: D000470:Alkaloids; D053119:Benzophenanthridines; D007546:Isoquinolines; C005705:sanguinarine; C016299:chelerythrine
keywords: Benzophenanthridine alkaloids; Biotransformation; LC MS; Metabolism; Microsomes