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- Rydevik, AxelUppsala universitet,Avdelningen för analytisk farmaceutisk kemi (author)
Isolation and characterization of a beta-glucuronide of hydroxylated SARM S1 produced using a combination of biotransformation and chemical oxidation
- Article/chapterEnglish2014
Publisher, publication year, extent ...
- Elsevier BV,2014
- printrdacarrier
Numbers
- LIBRIS-ID:oai:DiVA.org:uu-220769
- https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-220769URI
- https://doi.org/10.1016/j.jpba.2014.05.001DOI
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- Language:English
- Summary in:English
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- In this study, using mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy, it has been confirmed that biotransformation with the fungus Cunninghamella elegans combined with chemical oxidation with the free radical tetramethylpiperidinyl-1-oxy (TEMPO) can produce drug glucuronides of beta-configuration. Glucuronic acid conjugates are a common type of metabolites formed by the human body. The detection of such conjugates in doping control and other kinds of forensic analysis would be beneficial owing to a decrease in analysis time as hydrolysis can be omitted. However the commercial availability of reference standards for drug glucuronides is poor. The selective androgen receptor modulator (SARM) SARM Si was incubated with the fungus C elegans. The sample was treated with the free radical TEMPO oxidizing agent and was thereafter purified by SPE. A glucuronic acid conjugate was isolated using a fraction collector connected to an ultra high performance liquid chromatographic (UHPLC) system. The isolated compound was characterized by NMR spectroscopy and mass spectrometry and its structure was confirmed as a glucuronic acid beta-conjugate of hydroxylated SARM Si bearing the glucuronide moiety on carbon C-10.
Subject headings and genre
- MEDICIN OCH HÄLSOVETENSKAP Medicinska och farmaceutiska grundvetenskaper Läkemedelskemi hsv//swe
- MEDICAL AND HEALTH SCIENCES Basic Medicine Medicinal Chemistry hsv//eng
- NATURVETENSKAP Kemi Analytisk kemi hsv//swe
- NATURAL SCIENCES Chemical Sciences Analytical Chemistry hsv//eng
- Analytical Pharmaceutical Chemistry
- Analytisk farmaceutisk kemi
Added entries (persons, corporate bodies, meetings, titles ...)
- Lagojda, AndreasBayer CropScience AG (author)
- Thevis, MarioInstitute of Biochemistry and Center for Preventive Doping Research, German Sport University, Cologne (author)
- Bondesson, UlfUppsala universitet,Avdelningen för analytisk farmaceutisk kemi(Swepub:uu)ulfbonde (author)
- Hedeland, MikaelUppsala universitet,Avdelningen för analytisk farmaceutisk kemi(Swepub:uu)mikahede (author)
- Uppsala universitetAvdelningen för analytisk farmaceutisk kemi (creator_code:org_t)
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- In:Journal of Pharmaceutical and Biomedical Analysis: Elsevier BV98, s. 36-390731-70851873-264X
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