Journal article
Chlordane and heptachlor are metabolized enantioselectively by rat liver microsomes
Environmental science & technology, Vol.47(15), pp.8913-8922
08/06/2013
DOI: 10.1021/es401916a
PMCID: PMC3748599
PMID: 23799267
Abstract
Chlordane, heptachlor, and their metabolites are chiral persistent organic pollutants that undergo enantiomeric enrichment in the environment. This study investigated the enantioselective metabolism of both chlordane isomers and heptachlor, major components of technical chlordane, by liver microsomes prepared from male rats treated with corn oil (CO) or inducers of CYP2B (PB; phenobarbital) and CYP3A enzymes (DX; dexamethasone), isoforms induced by chlordane treatment. The extent of the metabolism of all three parent compounds was dependent on the microsomal preparation used and followed the rank order PB > DX > CO. The mass balances ranged from 49 to 130% of the parent compound added to the microsomal incubations. Both cis- and trans-chlordane were enantioselectively metabolized to oxychlordane (EF = 0.45-0.89) and 1,2-dichlorochlordene (EF = 0.42-0.90). Heptachlor was metabolized enantioselectively, with heptachlor epoxide B (EF = 0.44-0.54) being the only metabolite. Interestingly, the direction on the enrichment for oxychlordane, 1,2-dichlorochlordene, and heptachlor epoxide differed depending on the microsomal preparation. These findings demonstrate that the direction and extent of the enantioselective metabolism of both chlordane isomers and heptachlor is P450 isoform-dependent and can be modulated by the induction of P450 enzymes.
Details
- Title: Subtitle
- Chlordane and heptachlor are metabolized enantioselectively by rat liver microsomes
- Creators
- Izabela Kania-Korwel - Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, Iowa, USA. izabelakorwel@uiowa.eduHans-Joachim Lehmler
- Resource Type
- Journal article
- Publication Details
- Environmental science & technology, Vol.47(15), pp.8913-8922
- DOI
- 10.1021/es401916a
- PMID
- 23799267
- PMCID
- PMC3748599
- NLM abbreviation
- Environ Sci Technol
- ISSN
- 0013-936X
- eISSN
- 1520-5851
- Publisher
- United States
- Grant note
- P30 ES005605 / NIEHS NIH HHS ES017425 / NIEHS NIH HHS R01 ES017425 / NIEHS NIH HHS P42 ES013661 / NIEHS NIH HHS ES05605 / NIEHS NIH HHS ES013661 / NIEHS NIH HHS
- Language
- English
- Date published
- 08/06/2013
- Academic Unit
- Occupational and Environmental Health; Iowa Neuroscience Institute; Iowa Superfund Research Program
- Record Identifier
- 9984001089702771
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