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), Vol. 38:5
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
MITOCHONDRIA
RESPIRATION
QUINONES
STEREOCHEMISTRY
BIOCHEMISTRY
CATTLE
CHLORINATED AROMATIC HYDROCARBONS
ENZYME ACTIVITY
HEART
ISOMERS
PHENOLS
ANIMALS
AROMATICS
BODY
CARDIOVASCULAR SYSTEM
CELL CONSTITUENTS
CHEMISTRY
DOMESTIC ANIMALS
HALOGENATED AROMATIC HYDROCARBONS
HYDROXY COMPOUNDS
MAMMALS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANOIDS
ORGANS
RUMINANTS
VERTEBRATES
560300* - Chemicals Metabolism & Toxicology
550200 - Biochemistry