Product-to-parent reversion of trenbolone: unrecognized risks for endocrine disruption

Shen Qu; Edward P Kolodziej; Sarah A Long; James B Gloer; Eric V Patterson; Jonas Baltrusaitis; Gerrad D Jones; Peter V Benchetler; Emily A Cole; Kaitlin C Kimbrough; Matthew D Tarnoff; David M Cwiertny

doi:10.1126/science.1243192

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Product-to-parent reversion of trenbolone: unrecognized risks for endocrine disruption

Journal article

Peer reviewed

Product-to-parent reversion of trenbolone: unrecognized risks for endocrine disruption

Shen Qu, Edward P Kolodziej, Sarah A Long, James B Gloer, Eric V Patterson, Jonas Baltrusaitis, Gerrad D Jones, Peter V Benchetler, Emily A Cole, Kaitlin C Kimbrough, …

Science (American Association for the Advancement of Science), Vol.342(6156), pp.347-351

10/18/2013

DOI: 10.1126/science.1243192

PMCID: PMC4096139

PMID: 24072818

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https://www.ncbi.nlm.nih.gov/pmc/articles/4096139View

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Abstract

Trenbolone acetate (TBA) is a high-value steroidal growth promoter often administered to beef cattle, whose metabolites are potent endocrine-disrupting compounds. We performed laboratory and field phototransformation experiments to assess the fate of TBA metabolites and their photoproducts. Unexpectedly, we observed that the rapid photohydration of TBA metabolites is reversible under conditions representative of those in surface waters (pH 7, 25°C). This product-to-parent reversion mechanism results in diurnal cycling and substantial regeneration of TBA metabolites at rates that are strongly temperature- and pH-dependent. Photoproducts can also react to produce structural analogs of TBA metabolites. These reactions also occur in structurally similar steroids, including human pharmaceuticals, which suggests that predictive fate models and regulatory risk assessment paradigms must account for transformation products of high-risk environmental contaminants such as endocrine-disrupting steroids.

Darkness

Temperature

Endocrine Disruptors - metabolism

Environmental Health

Risk Assessment

Endocrine Disruptors - chemistry

Desiccation

Humans

Anabolic Agents - adverse effects

Anabolic Agents - chemistry

Water Pollutants - metabolism

Water Pollutants - adverse effects

Endocrine Disruptors - adverse effects

Animals

Photolysis

Cattle

Trenbolone Acetate - adverse effects

Water - chemistry

Trenbolone Acetate - chemistry

Trenbolone Acetate - metabolism

Water Pollutants - chemistry

Anabolic Agents - metabolism

Hydrogen-Ion Concentration

Details

Title: Subtitle: Product-to-parent reversion of trenbolone: unrecognized risks for endocrine disruption
Creators: Shen Qu - Department of Civil and Environmental Engineering, University of Iowa, 4105 Seamans Center for the Engineering Arts and Sciences, Iowa City, IA 52242-1527, USA
Edward P Kolodziej
Sarah A Long
James B Gloer
Eric V Patterson
Jonas Baltrusaitis
Gerrad D Jones
Peter V Benchetler
Emily A Cole
Kaitlin C Kimbrough
Matthew D Tarnoff
David M Cwiertny
Resource Type: Journal article
Publication Details: Science (American Association for the Advancement of Science), Vol.342(6156), pp.347-351
DOI: 10.1126/science.1243192
PMID: 24072818
PMCID: PMC4096139
NLM abbreviation: Science
ISSN: 1095-9203
eISSN: 1095-9203
Publisher: United States
Grant note: P30 ES005605 / NIEHS NIH HHS S10-RR025500 / NCRR NIH HHS UL1RR024979 / NCRR NIH HHS S10 RR025500 / NCRR NIH HHS 8 P20 GM103440-11 / NIGMS NIH HHS UL1 RR024979 / NCRR NIH HHS P20 GM103440 / NIGMS NIH HHS
Language: English
Date published: 10/18/2013
Academic Unit: Center for Health Effects of Environmental Contamination; Civil and Environmental Engineering; Public Policy Center (Archive); Chemistry; Chemical and Biochemical Engineering
Record Identifier: 9983985993602771

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