Interaction of chlorinated phenolics and quinones with the mitochondrial respiration: a comparison of the o- and p-chlorinated quinones and hydroquinones
Interest in the environmental toxicology of chlorinated catechols and their analogous quinones was prompted by their acute toxicity towards fish and other aquatic organisms. Chlorophenols, such as pentachlorophenol, as well as tetrachlorocatechol have been suggested to uncouple mitochondrial oxidative phosphorylation while chloranil and tetrachloro-o-benzoquinone have been shown to inhibit liver mitochondrial respiration, which may be related to their cytotoxicity. Another chlorinated quinone fungicide, 2,3 dichloro-1,4-naphthoquinone (CNQ) has been studied and shown to both uncouple oxidative phosphorylation and inhibit respiration in liver and heart mitochondria. CNQ was shown to undergo redox cycling with mitochondria, with a concomitant production of toxic oxygen species including superoxide and hydrogen peroxide. These reactive oxygen species were associated with the generation of mitochondrial oxidative stress, and were related to the toxic action of CNQ. Based upon these previous findings, the authors examined the interaction of both the ortho and para isomers of tetrachloro-benzoquinone and their corresponding hydroquinones with mitochondria in order to prove their mechanism of actions and compare the reactions of the various isomers.
- Research Organization:
- Univ. of Nevada, Reno
- OSTI ID:
- 5619984
- Journal Information:
- Bull. Environ. Contam. Toxicol.; (United States), Journal Name: Bull. Environ. Contam. Toxicol.; (United States) Vol. 38:5; ISSN BECTA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
560300* -- Chemicals Metabolism & Toxicology
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMALS
AROMATICS
BIOCHEMISTRY
BODY
CARDIOVASCULAR SYSTEM
CATTLE
CELL CONSTITUENTS
CHEMISTRY
CHLORINATED AROMATIC HYDROCARBONS
DOMESTIC ANIMALS
ENZYME ACTIVITY
HALOGENATED AROMATIC HYDROCARBONS
HEART
HYDROXY COMPOUNDS
ISOMERS
MAMMALS
MITOCHONDRIA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANOIDS
ORGANS
PHENOLS
QUINONES
RESPIRATION
RUMINANTS
STEREOCHEMISTRY
VERTEBRATES