Literature DB >> 2503374

Environmental occurrence, abundance, and potential toxicity of polychlorinated biphenyl congeners: considerations for a congener-specific analysis.

V A McFarland1, J U Clarke.   

Abstract

Polychlorinated biphenyls (PCBs) as environmental contaminants often cannot be adequately described by reference to Aroclors or to total PCBs. Although there are 209 possible PCB configurations (congeners), perhaps half that number account for nearly all of the environmental contamination attributable to PCBs. Still fewer congeners are both prevalent and either demonstrably or potentially toxic. If potential toxicity, environmental prevalence, and relative abundance in animal tissues are used as criteria, the number of environmentally threatening PCB congeners reduces to about thirty-six. Twenty-five of these account for 50 to 75% of total PCBs in tissue samples of fish, invertebrates, birds, and mammals. A few PCB congeners that are sterically similar to 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD) are directly toxic. Other PCB congeners, as well as those that are directly toxic, may also be involved in toxicity indirectly by stimulating the production of (inducing) bioactivating enzyme systems. The most consequential of these have the ability to induce aryl hydrocarbon metabolizing mixed-function oxidases (MFOs). A result can be an increased capacity for bioactivation of otherwise nontoxic foreign compounds such as certain polynuclear aromatic hydrocarbons (PAH) to cytotoxic or genotoxic metabolites. The effectiveness of specific PCB congeners as inducers of different types of cytochrome P-450-dependent MFO systems is determined by their stereochemistry. Although MFO induction is not a proximate cause, it is a strong correlate of certain kinds of toxicities. Structural patterns can thus be used to discriminate among PCB congeners on the basis of toxic potential, if not entirely on toxicity per se. Congeners that demonstrate 3-methylcholanthrene-type (3-MC-type) and mixed-type MFO induction have the greatest toxic potential. These congeners most closely resemble 2,3,7,8-TCDD in their structures and in their toxic effects. The larger group of phenobarbital-type (PB-type) inducers have considerably less potential for contributing to toxic effects. Weak inducers and noninducing congeners have the least potential for toxicity. Using the rationale described in this paper, we assigned the most evironmentally threatening PCB congeners to four groups. Congeners assigned to Group 1 are considered most likely to contribute to adverse biological effects attributable to PCBs in an environmental sample. Group 1A contains the three most potent (pure 3-MC-type inducer) congeners, IUPAC numbers 77, 126, and 169. Six congeners, numbers 105, 118, 128, 138, 156, and 170, are assigned to Group 1B. These congeners are mixed-type inducers that have been reported frequently in environmental samples.(ABSTRACT TRUNCATED AT 400 WORDS)

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Year:  1989        PMID: 2503374      PMCID: PMC1567542          DOI: 10.1289/ehp.8981225

Source DB:  PubMed          Journal:  Environ Health Perspect        ISSN: 0091-6765            Impact factor:   9.031


  32 in total

1.  Separation and quantitation of 3,3',4,4'-tetrachlorobiphenyl and 3,3',4,4',5,5'-hexachlorobiphenyl in aroclors using florisil column chromatography and gas-liquid chromatography.

Authors:  L R Kamops; W J Trotter; S J Young; A C Smith; J A Roach; S W Page
Journal:  Bull Environ Contam Toxicol       Date:  1979-09       Impact factor: 2.151

2.  The structure-activity relationships of halogenated biphenyls as enzyme inducers.

Authors:  J A Goldstein
Journal:  Ann N Y Acad Sci       Date:  1979-05-31       Impact factor: 5.691

3.  Immunochemical quantitation of cytochrome P-450 isozymes and epoxide hydrolase in liver microsomes from polychlorinated or polybrominated biphenyl-treated rats. A study of structure-activity relationships.

Authors:  A Parkinson; S H Safe; L W Robertson; P E Thomas; D E Ryan; L M Reik; W Levin
Journal:  J Biol Chem       Date:  1983-05-10       Impact factor: 5.157

4.  Effects of a polychlorinated biphenyl and a polychlorinated dibenzofuran on molting of the fiddler crab, Uca pugilator.

Authors:  S W Fingerman; M Fingerman
Journal:  Bull Environ Contam Toxicol       Date:  1977-08       Impact factor: 2.151

5.  PCB congener analysis of water and caddisfly larvae (Insecta:Trichoptera) in the upper Hudson River by glass capillary chromatography.

Authors:  B Bush; K W Simpson; L Shane; R R Koblintz
Journal:  Bull Environ Contam Toxicol       Date:  1985-01       Impact factor: 2.151

6.  The toxicity of polychlorinated polycyclic compounds and related chemicals.

Authors:  R D Kimbrough
Journal:  CRC Crit Rev Toxicol       Date:  1974-01

7.  Bromobenzene metabolism in the rabbit: specific forms of cytochrome P-450 involved in 2,3- and 3,4-epoxidation.

Authors:  S S Lau; V G Zannoni
Journal:  Mol Pharmacol       Date:  1981-07       Impact factor: 4.436

8.  Hepatic microsomal epoxidation of bromobenzene to phenols and its toxicological implication.

Authors:  S S Lau; V G Zannoni
Journal:  Toxicol Appl Pharmacol       Date:  1979-09-15       Impact factor: 4.219

Review 9.  Cytochrome P-450 isozymes and monooxygenase activity in aquatic animals.

Authors:  J J Stegeman; P J Kloepper-Sams
Journal:  Environ Health Perspect       Date:  1987-04       Impact factor: 9.031

Review 10.  PCBs: structure-function relationships and mechanism of action.

Authors:  S Safe; S Bandiera; T Sawyer; L Robertson; L Safe; A Parkinson; P E Thomas; D E Ryan; L M Reik; W Levin
Journal:  Environ Health Perspect       Date:  1985-05       Impact factor: 9.031

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  78 in total

1.  Endocrine-disrupting chemicals and public health protection: a statement of principles from The Endocrine Society.

Authors:  R Thomas Zoeller; T R Brown; L L Doan; A C Gore; N E Skakkebaek; A M Soto; T J Woodruff; F S Vom Saal
Journal:  Endocrinology       Date:  2012-06-25       Impact factor: 4.736

Review 2.  Estrogenic environmental endocrine-disrupting chemical effects on reproductive neuroendocrine function and dysfunction across the life cycle.

Authors:  Sarah M Dickerson; Andrea C Gore
Journal:  Rev Endocr Metab Disord       Date:  2007-06       Impact factor: 6.514

3.  Acute toxicity of PCB congeners to Daphnia magna and Pimephales promelas.

Authors:  T M Dillon; W D Burton
Journal:  Bull Environ Contam Toxicol       Date:  1991-02       Impact factor: 2.151

4.  Persistent organic pollutants as predictors of increased FSH:LH ratio in naturally cycling, reproductive age women.

Authors:  Mia V Gallo; Julia Ravenscroft; David O Carpenter; Lawrence M Schell
Journal:  Environ Res       Date:  2018-04-02       Impact factor: 6.498

5.  Human receptor activation by aroclor 1260, a polychlorinated biphenyl mixture.

Authors:  Banrida Wahlang; K Cameron Falkner; Heather B Clair; Laila Al-Eryani; Russell A Prough; J Christopher States; Denise M Coslo; Curtis J Omiecinski; Matthew C Cave
Journal:  Toxicol Sci       Date:  2014-05-08       Impact factor: 4.849

6.  Age-related differences in the sensitivity of the fish immune response to a coplanar PCB.

Authors:  J E Duffy; E A Carlson; Y Li; C Prophete; J T Zelikofft
Journal:  Ecotoxicology       Date:  2003 Feb-Aug       Impact factor: 2.823

7.  Roles of Human CYP2A6 and Monkey CYP2A24 and 2A26 Cytochrome P450 Enzymes in the Oxidation of 2,5,2',5'-Tetrachlorobiphenyl.

Authors:  Tsutomu Shimada; Kensaku Kakimoto; Shigeo Takenaka; Nobuyuki Koga; Shotaro Uehara; Norie Murayama; Hiroshi Yamazaki; Donghak Kim; F Peter Guengerich; Masayuki Komori
Journal:  Drug Metab Dispos       Date:  2016-09-13       Impact factor: 3.922

8.  Evaluation of Aroclor 1260 exposure in a mouse model of diet-induced obesity and non-alcoholic fatty liver disease.

Authors:  Banrida Wahlang; Ming Song; Juliane I Beier; K Cameron Falkner; Laila Al-Eryani; Heather B Clair; Russell A Prough; Tanasa S Osborne; David E Malarkey; J Christopher States; Matthew C Cave
Journal:  Toxicol Appl Pharmacol       Date:  2014-07-03       Impact factor: 4.219

9.  Polychlorinated biphenyls disrupt hepatic epidermal growth factor receptor signaling.

Authors:  Josiah E Hardesty; Banrida Wahlang; K Cameron Falkner; Heather B Clair; Barbara J Clark; Brian P Ceresa; Russell A Prough; Matthew C Cave
Journal:  Xenobiotica       Date:  2017-06-21       Impact factor: 1.908

10.  Polychlorinated biphenyls and biotransformation enzymes in three species of sea turtles from the Baja California peninsula of Mexico.

Authors:  K L Richardson; M Lopez Castro; S C Gardner; D Schlenk
Journal:  Arch Environ Contam Toxicol       Date:  2009-07-22       Impact factor: 2.804

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