N-hydroxymethylpentamethylmelamine, a major in vitro metabolite of hexamethylmelamine

Andreas Gescher, Maurizio D'Incalci, Roberto Fanelli, Pierluigi Farina

Research output: Contribution to journalArticle

Abstract

N-Hydroxymethylpentamethylmelamine (HMPMM) was identified by HPLC and by GLC-MS after derivatization, as a metabolite of the anticancer drug hexamethylmelamine (HMM) in incubation mixtures with fortified mouse liver 9000 × g and microsomal preparations. HMPMM formation was dependent on the presence of NADPH and oxygen. N-demethylated metabolites were also found. HMPMM displays appreciable chemical stability and 29% was recovered after 60 min incubation in buffer. HMPMM constituted more than 50% of total HMM metabolites in 30 min incubations. The known chemical reactivity of carbinolamines means that HMPMM could be involved in the pharmacological or toxic effects of HMM.

Original languageEnglish
Pages (from-to)147-154
Number of pages8
JournalLife Sciences
Volume26
Issue number2
DOIs
Publication statusPublished - Jan 14 1980

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Altretamine
Metabolites
Chemical reactivity
Poisons
Chemical stability
NADP
Liver
Buffers
High Pressure Liquid Chromatography
pentamethylmonomethylolmelamine
In Vitro Techniques
Pharmacology
Oxygen
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Pharmacology

Cite this

N-hydroxymethylpentamethylmelamine, a major in vitro metabolite of hexamethylmelamine. / Gescher, Andreas; D'Incalci, Maurizio; Fanelli, Roberto; Farina, Pierluigi.

In: Life Sciences, Vol. 26, No. 2, 14.01.1980, p. 147-154.

Research output: Contribution to journalArticle

Gescher, Andreas ; D'Incalci, Maurizio ; Fanelli, Roberto ; Farina, Pierluigi. / N-hydroxymethylpentamethylmelamine, a major in vitro metabolite of hexamethylmelamine. In: Life Sciences. 1980 ; Vol. 26, No. 2. pp. 147-154.
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