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Elucidation of the In-vitro products of 25H-NBOMe using S9 liver preparation: A preliminary investigation

Le Tessier, Christine (2018) Elucidation of the In-vitro products of 25H-NBOMe using S9 liver preparation: A preliminary investigation. Honours thesis, Murdoch University.

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In recent years it has become increasingly important for toxicology laboratories to understand the metabolism of Novel Psychoactive Substances (NPS) to facilitate their identification in forensic and medical contexts. Abuse of the potent hallucinogenic NBOMe-type NPS, colloquially known as “N-bomb” has become prevalent in recent years. There are many different forms of these synthetic phenethylamines including 25I, 25C and 25B-NBOMe. The focus of this research is to establish optimised in vitro methods for the formation of 25H-NBOMe metabolites and liquid chromatography-mass spectrometry techniques to identify them. It was hypothesised that the metabolic transformations undergone by 25H-NBOMe would parallel those previously reported for other NBOMe variants.

25H-NBOMe was incubated with human S9 liver preparation; a liver post-mitochondrial supernatant, thus simulating in vivo xenobiotic metabolism. The metabolic products were extracted, and the chromatographic profile was generated via LC-QTOF-MS. Demethylated and hydroxylated products were identified resulting from Phase I biotransformation. In incubation mixtures containing acetyl CoA, UDP glucuronic acid and phosphoadenosine phosphosulfate, the presence of conjugates generated by the Phase II processes, acetylation, glucuronidation, and sulfation were explored. Neither glucuronides nor sulfate or acetyl conjugates were detected. Potential sites on the NBOMe molecule for demethylation, hydroxylation are discussed.

Item Type: Thesis (Honours)
Murdoch Affiliation: School of Veterinary and Life Sciences
Supervisor(s): Speers, James, Mead, Robert, Oosthuizen, Francois and Coumbaros, John
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