Universität zu Köln

Orlovius, A. K., Guddat, S., Guetschow, M., Thevis, M. and Schaenzer, W. (2013). In vitro synthesis and characterisation of three fenoterol sulfoconjugates detected in fenoterol post-administration urine samples. Anal. Bioanal. Chem., 405 (29). S. 9477 - 9488. HEIDELBERG: SPRINGER HEIDELBERG. ISSN 1618-2650

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Abstract

Fenoterol, a fast-acting beta(2)-adrenergic agonist, is used in the therapy of obstructive pulmonary diseases and for the inhibition of premature labour obstetrics. Doping control for beta(2)-agonists, which are prohibited in sports by the World Anti-Doping Agency, is commonly performed by liquid chromatography/mass spectrometry after hydrolysis of phase II metabolites. The continuing development of analytical procedures has led to direct injection of urine samples without sample preparation becoming a viable tool. For the detection of substances without sample preparation, including hydrolysis, detailed information of the phase II metabolism of the substances is essential. In this study, human S9 fractions of different tissues and two recombinant sulfotransferases were investigated for their potential to form fenoterol sulfoconjugates, which were characterised in detail. Two mono-sulfoconjugates and one bis-sulfoconjugate were synthesised and their structures confirmed by liquid chromatography-high-resolution/high-accuracy mass spectrometry. All of the metabolites were identified as esterified phenolic compounds. Excretion studies with orally and inhalatively administered fenoterol proved the occurrence of the sulfoconjugates in vivo. Inhalatively administered fenoterol resulted in the detection of the two mono-sulfoconjugates in low amounts in urine due to the lower inhalation dose of fenoterol compared to the oral dose. After oral uptake of fenoterol, the two mono-sulfoconjugates and a fenoterol bis-sulfoconjugate were detected in urine. This is the first report of the bis-sulfoconjugate.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Orlovius, A. K. UNSPECIFIED UNSPECIFIED UNSPECIFIED Guddat, S. UNSPECIFIED UNSPECIFIED UNSPECIFIED Guetschow, M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Thevis, M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schaenzer, W. UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-473251
DOI:	10.1007/s00216-013-7383-2
Journal or Publication Title:	Anal. Bioanal. Chem.
Volume:	405
Number:	29
Page Range:	S. 9477 - 9488
Date:	2013
Publisher:	SPRINGER HEIDELBERG
Place of Publication:	HEIDELBERG
ISSN:	1618-2650
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language TANDEM MASS-SPECTROMETRY; HUMAN LIVER; SULFOTRANSFERASES; TERBUTALINE; SULFATION; METABOLITES; SULT1A1; PHENOL; CONFIRMATION; CONJUGATION Multiple languages Biochemical Research Methods; Chemistry, Analytical Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/47325