Structure-activity relationships in the free-radical metabolism of xenobiotics

Journal Article · Sun Sep 01 04:00:00 EDT 1985 · Environ. Health Perspect.; (United States)

DOI:https://doi.org/10.1289/ehp.8561133· OSTI ID:5718574

Chignell, C F

Many xenobiotics, including naturally occurring compounds, drugs, and environmental agents, are metabolized both in vivo and in vitro to free-radical intermediates. The one-electron reduction of nitroaromatic compounds, quinones, and a wide variety of other chemicals is catalyzed enzymatically by a number of reductases and dehydrogenases. Structure-activity studies have shown that the cytotoxicities of nitroaromatic compounds and quinones are related to their one-electron reduction potentials (E/sub 7//sup 1/). Other factors such as oil:water partition coefficients may also be important. Xenobiotics may also be oxidized to free radicals by peroxidases and oxidases. Hammett's rules apply to the one-electron oxidation of simple meta- and para-substituted phenols and amines by horseradish peroxidase, compound I.

• Research Organization: National Institute of Environmental Health Sciences, Research Triangle Park, NC
• OSTI ID: 5718574
• Journal Information: Environ. Health Perspect.; (United States), Journal Name: Environ. Health Perspect.; (United States) Vol. 61; ISSN EVHPA
• Country of Publication: United States
• Language: English

Related Subjects

560305* -- Chemicals Metabolism & Toxicology-- Vertebrates-- (-1987)
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
AMINES
AROMATICS
BIOCHEMICAL REACTION KINETICS
CATALYSIS
CHEMICAL REACTIONS
DRUGS
ELECTRON SPIN RESONANCE
ENZYME INDUCTION
ENZYMES
GENE REGULATION
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
IN VITRO
IN VIVO
KINETICS
MAGNETIC RESONANCE
METABOLISM
OILS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OTHER ORGANIC COMPOUNDS
OXIDATION
OXIDOREDUCTASES
OXYGEN COMPOUNDS
PARTITION
PEROXIDASES
PHENOLS
QUINONES
RADICALS
REACTION INTERMEDIATES
REACTION KINETICS
REDUCTION
RESONANCE
SOLUBILITY
STRUCTURE-ACTIVITY RELATIONSHIPS
WATER
XENOBIOTICS