Relevance. Synthetic cannabinoid receptor agonists are ones of leading psychoactive substances, newly identified both in Russia and in the world. Their use is common cause of acute poisoning, sometimes fatal. As is known, synthetic cannabimimetics are intensively metabolized in human body and almost not excreted in the urine unchanged, that creates difficulties in detecting cannabinoid receptor agonists in biological material and hinders correct clinical diagnosis making. It is necessary for establishing the causes of psychoactive substances poisoning in a timely manner to explore metabolic pathways of new synthetic cannabimimetics. Aim of the work. The aim of the work is to detect of 4F-MDMB-BINACA I and II metabolite phases analysing a large number of human urine samples of the use of liquid chromatography in combination with time of flight mass spectrometry. Material and methods. We used 25 urine samples, 2 heparinized blood samples of living persons and 2 post-mortem urine samples to search for metabolites and their glucuronides 4F-MDMB-BINACA. Also we used 1290 Infinity II LC System with Zorbax Eclipse Plus C18 column for liquid chromatography and quadrupole time of flight LC/MS Agilent 6545 (Agilent Technologies, USA). Results. There were 49 4F-MDMB-BINACA metabolites found in human urine samples. These substances were presumably identified as hydrolyzates and hydroxylates of different fragments, defluorination with hydroxylation or carboxylation products, dihydrodiol formation derivates, N-dealkylation products and results of these reactions combination. Also were detected products of tert-leucine residue dehydrogenation, characteristics of which involve intramolecular cyclization with lactone formation. Main metabolic pathways were hydrolysis and defluorination, accompanied by carboxylation. Most metabolites were present in urine in free form as well as glucuronated. We have made recommendations on how metabolites and markers of new cannabimimetic could be detected using urine hydrolysis with or without sample preparation. Conclusion. Findnings of this research can be used for 4F-MDMB-BINACA acute poisoning diagnosis and to predict metabolic pathways of new synthetic cannabimimetics having similar structural elements.
Translated title of the contributionIDENTIFICATION OF 4F-MDMB-BINACA METABOLITES IN HUMAN BLOOD AND URINE WITH LC-QTOF
Original languageRussian
Pages (from-to)26-37
Number of pages10
JournalВопросы биологической, медицинской и фармацевтической химии
Volume25
Issue number10
DOIs
Publication statusPublished - 2022

    GRNTI

  • 31.19.00

    Level of Research Output

  • VAK List
  • Russian Science Citation Index

ID: 31583771