Comparative reactivities of diolepoxide metabolites of carcinogenic hydrocarbons with phiX174 viral DNA

Journal Article · Mon May 14 00:00:00 EDT 1979 · Biochem. Biophys. Res. Commun.; (United States)

DOI:https://doi.org/10.1016/0006-291X(79)91723-6· OSTI ID:5097956

Hsu, W T ^[1]; Lin, E J; Fu, P P; Harvey, R G; Weiss, S B

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1. Franklin McLean Memorial Research Inst., Chicago, IL

The phiX174 DNA assay system developed earlier is utilized to determine the comparative reactivities with nucleic acid of the diolepoxide metabolites of a series of polycyclic aromatic hydrocarbons varying in carcinogenic potency. The infectious phiX174 viral DNA is exposed to the hydrocarbon derivative for 10 min, then infectivity of the treated DNA is assayed by incubation with E. coli spheroplasts, counting plaque formation on agar plates. The bay region diolepoxides of benzo(a)-pyrene, chrysene, and dibenz(a,h)anthracene, implicated as the ultimately active carcinogenic metabolites of the parent hydrocarbons, exhibit potent viral inhibitory activity. On the other hand no correlation is evident between viral inhibitory activity and either the location of the diolepoxide function in a bay region or the theoretically calculated ..beta..-delocalization energies (..delta..E/sub deloc./) of the carbonium ion arising from opening the epoxide ring. The significance of these findings with respect to theories of carcinogenesis is discussed.

• DOE Contract Number: E-76-C-02-0069
• OSTI ID: 5097956
• Journal Information: Biochem. Biophys. Res. Commun.; (United States), Vol. 88:1
• Country of Publication: United States
• Language: English

Related Subjects

63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
59 BASIC BIOLOGICAL SCIENCES
BENZANTHRACENE
BIOCHEMICAL REACTION KINETICS
BENZOPYRENE
CHRYSENE
DNA
EPOXIDES
METABOLITES
VIRUSES
INFECTIVITY
BIOASSAY
CARCINOGENESIS
CARCINOGENS
CELL CULTURES
COMPARATIVE EVALUATIONS
ESCHERICHIA COLI
GLYCOLS
PLAQUE FORMATION
ALCOHOLS
AROMATICS
BACTERIA
CONDENSED AROMATICS
HYDROCARBONS
HYDROXY COMPOUNDS
KINETICS
MICROORGANISMS
NUCLEIC ACIDS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PARASITES
PATHOGENESIS
REACTION KINETICS
560302* - Chemicals Metabolism & Toxicology- Microorganisms- (-1987)
550200 - Biochemistry
550700 - Microbiology