IDENTIFICATION OF A NOVEL GLUTATHIONE ADDUCT OF DICLOFENAC, 4′-HYDROXY-2′-GLUTATHION-DESCHLORO-DICLOFENAC, UPON INCUBATION WITH HUMAN LIVER MICROSOMES
Drug Metabolism and Disposition, ISSN: 0090-9556, Vol: 33, Issue: 4, Page: 484-488
2005
- 65Citations
- 38Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Metrics Details
- Citations65
- Citation Indexes65
- 65
- CrossRef57
- Captures38
- Readers38
- 38
Article Description
Clinical use of the nonsteroidal anti-inflammatory drug diclofenac (DF) is associated with an incidence of idiosyncratic hepatoxicity. The formation of reactive metabolites of DF in vivo has been proposed to be responsible for such toxicity. One type of reactive metabolite, a benzoquinone imine of DF formed through oxidation by cytochromes P450, can be trapped by glutathione in vitro in liver microsomes to form glutathione (GS) adducts. Three GS adducts from DF were reported in the literature, namely, 5-hydroxy (OH)-4-glutathione-DF, 4′-OH-3′-glutathione-DF and 5-OH-6-glutathione-DF, and they all have the same molecular weight of 616. Recently, we developed a sensitive and high throughput method for the detection of GS adducts from liver microsome incubation. This method uses a constant neutral loss scan of m / z 129, a “structure-characteristic” fragment for GS adduct, on an automated chip-based nanoelectrospray (Advion NanoMate 100) attached to a tandem mass spectrometer (Sciex API 3000). The analysis of GS adducts from human liver microsome incubation with DF by the NanoMate 100-API 3000 method unambiguously revealed a new adduct ion with m / z 583 (MH + ), in addition to the known adduct peak with m / z 617 (MH + ). This new adduct was further confirmed to be 4′-OH-2′-glutathion-deschloro-diclofenac by liquid chromatography (LC) tandem mass spectrometry (MS), LC/MS-NMR, and comparison to a synthetic standard.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0090955624031398; http://dx.doi.org/10.1124/dmd.104.002840; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=15344348875&origin=inward; http://www.ncbi.nlm.nih.gov/pubmed/15640374; https://linkinghub.elsevier.com/retrieve/pii/S0090955624031398; https://dx.doi.org/10.1124/dmd.104.002840; https://dmd.aspetjournals.org/content/33/4/484
Elsevier BV
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