1990Environmental Toxicology and ChemistryRequires access

Bioaccumulation and biotransformation of polychlorinated dibenzo-p-dioxins and dibenzofurans in fish

Antoon Opperhuizen, Dick T.H.M. Sijm

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Abstract

Abstract In spite of their hydrophobicity, not all polychlorinated dibenzo-p-dioxin (PCDD) and dibenzofuran (PCDF) congeners accumulate significantly in fish or other aquatic organisms. This is found both in laboratory experiments and in organisms that are sampled in the natural environment. Hitherto, this congener-specific accumulation could not adequately be explained or predicted. Many PCDDs and PCDFs with four or more chlorine atoms, such as octachlorodibenzo-p-dioxin, are taken up very slowly, if at all, during aqueous exposure. Furthermore, the uptake rates after dietary exposure of these congeners are significantly less than those of other chlorinated aromatic hydrocarbons with comparable hydrophobicity, such as polychlorinated benzenes and biphenyls. A lack or a low rate of membrane permeation may help to explain this phenomenon. For several higher chlorinated congeners and for most of the lower chlorinated dioxins and furans, the rates of uptake after dietary and aqueous exposure are comparable to those of other hydrophobic aromatic hydrocarbons. The relatively low bioconcentration and biomagnification factors of these lower chlorinated PCDDs and PCDFs should thus be explained by high rates of excretion, probably by biotransformation. In several studies, polar metabolites have been identified. Furthermore, in fish in which the cytochrome P-450 system was inhibited with piperonylbutoxide, the bioconcentration factor of 2,8-dichlorodibenzo-p-dioxin was significantly higher than that in fish which were not pretreated with the blocking agent. These results support the hypothesis that biotransformation is of paramount importance for the bioaccumulation of several PCDDs and PCDFs.

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What this paper is about

Abstract In spite of their hydrophobicity, not all polychlorinated dibenzo-p-dioxin (PCDD) and dibenzofuran (PCDF) congeners accumulate significantly in fish or other aquatic organisms. This is found both in laboratory experiments and in organisms that are sampled in the natural environment. Hitherto, this congener-specific accumulation could not adequately be explained or predicted. Many PCDDs and PCDFs with four or more chlorine atoms, such as octachlorodibenzo-p-dioxin, are taken up very slowly, if at all, during aqueous exposure. Furthermore, the uptake rates after dietary exposure of these congeners are significantly less than those of other chlorinated aromatic hydrocarbons with comparable hydrophobicity, such as polychlorinated benzenes and biphenyls. A lack or a low rate of membrane permeation may help to explain this phenomenon. For several higher chlorinated congeners and for most of the lower chlorinated dioxins and furans, the rates of uptake after dietary and aqueous exposure are comparable to those of other hydrophobic aromatic hydrocarbons. The relatively low bioconcentration and biomagnification factors of these lower chlorinated PCDDs and PCDFs should thus be explained by high rates of excretion, probably by biotransformation. In several studies, polar metabolites have been identified. Furthermore, in fish in which the cytochrome P-450 system was inhibited with piperonylbutoxide, the bioconcentration factor of 2,8-dichlorodibenzo-p-dioxin was significantly higher than that in fish which were not pretreated with the blocking agent. These results support the hypothesis that biotransformation is of paramount importance for the bioaccumulation of several PCDDs and PCDFs.

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Available abstract

Abstract In spite of their hydrophobicity, not all polychlorinated dibenzo-p-dioxin (PCDD) and dibenzofuran (PCDF) congeners accumulate significantly in fish or other aquatic organisms. This is found both in laboratory experiments and in organisms that are sampled in the natural environment. Hitherto, this congener-specific accumulation could not adequately be explained or predicted. Many PCDDs and PCDFs with four or more chlorine atoms, such as octachlorodibenzo-p-dioxin, are taken up very slowly, if at all, during aqueous exposure. Furthermore, the uptake rates after dietary exposure of these congeners are significantly less than those of other chlorinated aromatic hydrocarbons with comparable hydrophobicity, such as polychlorinated benzenes and biphenyls. A lack or a low rate of membrane permeation may help to explain this phenomenon. For several higher chlorinated congeners and for most of the lower chlorinated dioxins and furans, the rates of uptake after dietary and aqueous exposure are comparable to those of other hydrophobic aromatic hydrocarbons. The relatively low bioconcentration and biomagnification factors of these lower chlorinated PCDDs and PCDFs should thus be explained by high rates of excretion, probably by biotransformation. In several studies, polar metabolites have been identified. Furthermore, in fish in which the cytochrome P-450 system was inhibited with piperonylbutoxide, the bioconcentration factor of 2,8-dichlorodibenzo-p-dioxin was significantly higher than that in fish which were not pretreated with the blocking agent. These results support the hypothesis that biotransformation is of paramount importance for the bioaccumulation of several PCDDs and PCDFs.

Key concepts: Bioaccumulation, Biotransformation, Environmental chemistry, Polychlorinated Dibenzo-p-dioxins, Fish <Actinopterygii>, Polychlorinated dibenzofurans, Chemistry, Toxicokinetics

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