Main Title |
Synthesis and Biological Activity of Nitro-Substituted Cyclopenta-Fused PAH. |
Author |
Goldring, J. M. ;
Ball, L. M. ;
Sangaiah, R. ;
Gold, A. ;
|
CORP Author |
North Carolina Univ. at Chapel Hill.;Health Effects Research Lab., Research Triangle Park, NC. |
Year Published |
1986 |
Report Number |
EPA-R-811817; EPA/600/D-86/182; |
Stock Number |
PB86-240975 |
Additional Subjects |
Synthesis(Chemistry) ;
Aromatic polycyclic hydrocarbons ;
Bioassay ;
Salmonella typhimurium ;
Chemical analysis ;
Combustion products ;
Nitrogen organic compounds ;
Mutagens ;
Activity(Biology) ;
Benz(a)aceanthrylene ;
Cyclopenta(ca)pyrene
|
Holdings |
Library |
Call Number |
Additional Info |
Location |
Last Modified |
Checkout Status |
NTIS |
PB86-240975 |
Some EPA libraries have a fiche copy filed under the call number shown. |
|
07/26/2022 |
|
Collation |
19p |
Abstract |
PAH containing a peripherally fused cyclopenta ring are genotoxically active in Salmonella and mammalian cells and have been identified in combustion emissions. Since the cyclopenta ring is predicted to be susceptible to electrophilic attack, nitrosubstituted cyclopenta-fused PAH may be formed in the presence of NO(x), particularly in diesel exhaust, and hence be present in the environment. Nitro derivatives of cyclopenta (cd) pyrene and the cyclopenta-fused benzanthracene isomers were prepared by reaction of the PAH with dinitrogen tetroxide. The purifed products were characterized by mass spectroscopy, (1)H NMR, UV-vis and HPLC. In all cases, nitro substitution occurred on the cyclopenta ring in accord with expectation. Preliminary assay in S. typhimurium indicates that 4-nitro-cyclopenta(cd)pyrene is mutagenically active without exogenous metabolic activation in nitroreductase-competent strains. The results of the study have allowed us to test the hypothesis and will aid in development of structure-activity relationships of nitroPAH. |
Supplementary Notes |
Sponsored by Health Effects Research Lab., Research Triangle Park, NC. |
PUB Date Free Form |
Aug 86 |
Category Codes |
7C; 6A; 99D; 57B; 68A |
NTIS Prices |
PC A02/MF A01 |
Primary Description |
600/11 |
Document Type |
NT |
Cataloging Source |
NTIS/MT |
Control Number |
632415848 |
Origin |
NTIS |
Type |
CAT |