Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry

Rhiannon T. Stewart; Andrew R. McKinney; Carmel M. Kerwick; E. Bruce Young; Andrew Vadasz; Ian A. Cade; Anthony C. Willis; Malcolm D. McLeod

doi:10.1016/j.jsbmb.2009.09.002

Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry

Rhiannon T. Stewart, Andrew R. McKinney, Carmel M. Kerwick, E. Bruce Young, Andrew Vadasz, Ian A. Cade, Anthony C. Willis, Malcolm D. McLeod^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

The canine phase I and phase II metabolism of the synthetic anabolic-androgenic steroid stanozolol was investigated following intramuscular injection into a male greyhound. The major phase I biotransformation was hydroxylation to give 6α-hydroxystanozolol which was excreted as a glucuronide conjugate and was identified by comparison with synthetically derived reference materials. An analytical procedure was developed for the detection of this stanozolol metabolite in canine urine using solid phase extraction, enzyme hydrolysis of glucuronide conjugates and analysis by positive ion electrospray ionisation ion trap LC-MS.

Original language	English
Pages (from-to)	152-158
Number of pages	7
Journal	Journal of Steroid Biochemistry and Molecular Biology
Volume	117
Issue number	4-5
DOIs	https://doi.org/10.1016/j.jsbmb.2009.09.002
Publication status	Published - Nov 2009

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Stewart, R. T., McKinney, A. R., Kerwick, C. M., Young, E. B., Vadasz, A., Cade, I. A., Willis, A. C., & McLeod, M. D. (2009). Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry. Journal of Steroid Biochemistry and Molecular Biology, 117(4-5), 152-158. https://doi.org/10.1016/j.jsbmb.2009.09.002

@article{14e5ee37daba4ff2a0bf2bdcad97679f,

title = "Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry",

abstract = "The canine phase I and phase II metabolism of the synthetic anabolic-androgenic steroid stanozolol was investigated following intramuscular injection into a male greyhound. The major phase I biotransformation was hydroxylation to give 6α-hydroxystanozolol which was excreted as a glucuronide conjugate and was identified by comparison with synthetically derived reference materials. An analytical procedure was developed for the detection of this stanozolol metabolite in canine urine using solid phase extraction, enzyme hydrolysis of glucuronide conjugates and analysis by positive ion electrospray ionisation ion trap LC-MS.",

keywords = "6α-Hydroxystanozolol, Anabolic-androgenic steroid, Canine metabolism, Electrospray ionisation mass spectrometry, Liquid chromatography, Stanozolol",

author = "Stewart, {Rhiannon T.} and McKinney, {Andrew R.} and Kerwick, {Carmel M.} and Young, {E. Bruce} and Andrew Vadasz and Cade, {Ian A.} and Willis, {Anthony C.} and McLeod, {Malcolm D.}",

year = "2009",

month = nov,

doi = "10.1016/j.jsbmb.2009.09.002",

language = "English",

volume = "117",

pages = "152--158",

journal = "Journal of Steroid Biochemistry and Molecular Biology",

issn = "0960-0760",

publisher = "Elsevier Ltd.",

number = "4-5",

}

Stewart, RT, McKinney, AR, Kerwick, CM, Young, EB, Vadasz, A, Cade, IA, Willis, AC & McLeod, MD 2009, 'Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry', Journal of Steroid Biochemistry and Molecular Biology, vol. 117, no. 4-5, pp. 152-158. https://doi.org/10.1016/j.jsbmb.2009.09.002

Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry. / Stewart, Rhiannon T.; McKinney, Andrew R.; Kerwick, Carmel M. et al.
In: Journal of Steroid Biochemistry and Molecular Biology, Vol. 117, No. 4-5, 11.2009, p. 152-158.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Metabolism of stanozolol

T2 - Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry

AU - Stewart, Rhiannon T.

AU - McKinney, Andrew R.

AU - Kerwick, Carmel M.

AU - Young, E. Bruce

AU - Vadasz, Andrew

AU - Cade, Ian A.

AU - Willis, Anthony C.

AU - McLeod, Malcolm D.

PY - 2009/11

Y1 - 2009/11

N2 - The canine phase I and phase II metabolism of the synthetic anabolic-androgenic steroid stanozolol was investigated following intramuscular injection into a male greyhound. The major phase I biotransformation was hydroxylation to give 6α-hydroxystanozolol which was excreted as a glucuronide conjugate and was identified by comparison with synthetically derived reference materials. An analytical procedure was developed for the detection of this stanozolol metabolite in canine urine using solid phase extraction, enzyme hydrolysis of glucuronide conjugates and analysis by positive ion electrospray ionisation ion trap LC-MS.

AB - The canine phase I and phase II metabolism of the synthetic anabolic-androgenic steroid stanozolol was investigated following intramuscular injection into a male greyhound. The major phase I biotransformation was hydroxylation to give 6α-hydroxystanozolol which was excreted as a glucuronide conjugate and was identified by comparison with synthetically derived reference materials. An analytical procedure was developed for the detection of this stanozolol metabolite in canine urine using solid phase extraction, enzyme hydrolysis of glucuronide conjugates and analysis by positive ion electrospray ionisation ion trap LC-MS.

KW - 6α-Hydroxystanozolol

KW - Anabolic-androgenic steroid

KW - Canine metabolism

KW - Electrospray ionisation mass spectrometry

KW - Liquid chromatography

KW - Stanozolol

UR - http://www.scopus.com/inward/record.url?scp=70350334761&partnerID=8YFLogxK

U2 - 10.1016/j.jsbmb.2009.09.002

DO - 10.1016/j.jsbmb.2009.09.002

M3 - Article

SN - 0960-0760

VL - 117

SP - 152

EP - 158

JO - Journal of Steroid Biochemistry and Molecular Biology

JF - Journal of Steroid Biochemistry and Molecular Biology

IS - 4-5

ER -

Metabolism of stanozolol: Chemical synthesis and identification of a major canine urinary metabolite by liquid chromatography-electrospray ionisation ion trap mass spectrometry

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