Metabolic profile of mephedrone: identification of nor-mephedrone conjugates with dicarboxylic acids as a new type of xenobiotic phase II metabolites
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00023752%3A_____%2F16%3A43914802" target="_blank" >RIV/00023752:_____/16:43914802 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11110/16:10318098 RIV/60461373:22310/16:43902188
Result on the web
<a href="http://www.sciencedirect.com/science/article/pii/S0378427415300916" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0378427415300916</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.toxlet.2015.10.025" target="_blank" >10.1016/j.toxlet.2015.10.025</a>
Alternative languages
Result language
angličtina
Original language name
Metabolic profile of mephedrone: identification of nor-mephedrone conjugates with dicarboxylic acids as a new type of xenobiotic phase II metabolites
Original language description
Metabolic profile of mephedrone (4-methylmethcathinone, 4-MMC), a frequently abused recreational drug, was determined in rats in vivo. The urine of rats dosed with a subcutaneous bolus dose of 20 mg 4-MMC/kg was analysed by LC/MS. Ten phase I and five phase II metabolites were identified by comparison of their retention times and MS2 spectra with those of authentic reference standards and/or with the MS2 spectra of previously identified metabolites. The main metabolic pathway was N-demethylation leading to normephedrone (4-methylcathinone, 4-MC) which was further conjugated with succinic, glutaric and adipic acid. Other phase I metabolic pathways included oxidation of the 4-methyl group, carbonyl reduction leading to dihydro-metabolites and -oxidation at the position 3'. Five of the metabolites detected, namely, 4-carboxynormephedrone (4-carboxycathinone, 4-CC), 4-carboxydihydronormephedrone (4-carboxynorephedrine, 4-CNE), hydroxytolyldihydronormephedrone (4-hydroxymethylnorephedrine, 4-OH-MNE) and conjugates of 4-MC with glutaric and adipic acid, have not been reported as yet. The last two conjugates represent a novel, hitherto unexploited, type of phase II metabolites in mammals together with an analogous succinic acid conjugate of 4-MC identified by Pozo et al. (2015). These conjugates might be potentially of great importance in the metabolism of other psychoactive amines.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
FR - Pharmacology and apothecary chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/VG20122015075" target="_blank" >VG20122015075: New synthetic drugs (NSD) - creation of toxicological database, development and validation of detection methods including fast imunochemical tests, behavioral pharmacology, pharmacokinetics and biotransformation in rats, epidemiology</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Toxicology Letters
ISSN
0378-4274
e-ISSN
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Volume of the periodical
240
Issue of the periodical within the volume
1
Country of publishing house
IE - IRELAND
Number of pages
8
Pages from-to
114-121
UT code for WoS article
000367538300012
EID of the result in the Scopus database
2-s2.0-84946599647