Attempts will be made to synthesize stereoisomeric forms of 3,4-dihydroxy-1,2-epoxy-7-methyl-1,2,3,4-tetrahydrobenz[a]anthracene, and 3,4-dihydroxy-1,2-epoxy-7,12-dimethylbenz[a]anthracene. Likewise, stereoisomeric forms of 9,10-dihydroxy-7,8-epoxy-7,8,9,10-tetrahydro-3-methylcholanthrene and of 9,10-dihydroxy-7-8-epoxy-7,8,9,10-tetrahydro-3,6-dimethylcholanthrene, will be synthesized. These oxygenated derivatives are hypothesized to be the carcinogenic metabolites of 7-methylbenz[a]anthracene, 7,12-dimethylbenz[a]anthracene, 3-methylcholanthrene, and 3,6-dimehtylcholanthrene, but none of the compounds, 1-4 is at present, available to research workers. These oxygenated compounds are needed to evaluate experimentally if the diolepoxide theory of carcinogenesis extends to the above polycyclic hydrocarbons. In addition the 1-,2-,3-, and 4-hydroxy derivatives of 7-methylbenz[a]anthracene as well as the 1,4-and 3,4-quinones of and the 7,10- and 9, 10-quinones of 3-methylcholanthrene, and of 3,6-dimethylcholanthrene, will be prepared. All the compounds prepared will be fully characterized structurally and stereochemically and will be made available to qualified biochemical collaborators.

Agency
National Institute of Health (NIH)
Institute
National Cancer Institute (NCI)
Type
Research Project (R01)
Project #
5R01CA007394-20
Application #
3163281
Study Section
Bio-Organic and Natural Products Chemistry Study Section (BNP)
Project Start
1979-08-01
Project End
1987-05-30
Budget Start
1986-04-01
Budget End
1987-05-30
Support Year
20
Fiscal Year
1986
Total Cost
Indirect Cost
Name
Ohio State University
Department
Type
Schools of Arts and Sciences
DUNS #
098987217
City
Columbus
State
OH
Country
United States
Zip Code
43210