3-nitrobenzanthrone, a powerful bacterial mutagen and suspected human carcinogen found in diesel exhaust and airborne particulates

被引:241
作者
Enya, T
Suzuki, H
Watanabe, T
Hirayama, T
Hisamatsu, Y
机构
[1] KYOTO UNIV,GRAD SCH SCI,DEPT CHEM,SAKYO KU,KYOTO 60601,JAPAN
[2] KYOTO PHARMACEUT UNIV,DEPT PUBL HLTH,YAMASHIMA KU,KYOTO 607,JAPAN
[3] NATL INST PUBL HLTH,DEPT ENVIRONM COMMUNITY SCI,MINATO KU,TOKYO 108,JAPAN
关键词
D O I
10.1021/es961067i
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
9-Nitrobenzanthrone (3-nitro-7H-benz[d,e]anthracen-7-one) was isolated from the organic extracts of both diesel exhaust and airborne particles and was identified as a new class of powerful direct mutagen. its mutagenicity by Ames Salmonella assay is very high (208 000 revertants/nmol in Salmonella typhimurium TA98 and 6 290 000 revertants/nmol in YG1024) and compares with that of 1,8-dinitropyrene, which is the direct mutagen of strongest activity (257000 revertants/nmol in TA98 and 4 780 000 revertants/nmol in YG1024) so far reported in the literature. The new mutagen was also shown to induce micronuclei in mouse peripheral blood reticulocytes after intraperitoneal administration (micronucleated reticulocytes, 0.64% against 25 mg/kg dose after 48 h), suggesting its potential genotoxicity to mammalians. 3-Nitrobenzanthrone is most likely to be formed nor only during the combustion process of fossil fuels but also from the atmospheric reaction between benzanthrone and lower oxides of: nitrogen, since the latter ketone was found to be nitrated guile easily under an artificial atmosphere containing gaseous NO2(10 ppm) and O-3 (5 ppm)to produce the powerfully mutagenic 3-nitro derivative as the major product, along with several other isomeric mononitrobenzanthrones and dinitro descendants as minor products.
引用
收藏
页码:2772 / 2776
页数:5
相关论文
共 44 条
[31]   DETERMINATION OF BENZANTHRONE IN ENVIRONMENTAL-SAMPLES [J].
SPITZER, T ;
TAKEUCHI, T .
JOURNAL OF CHROMATOGRAPHY A, 1995, 710 (01) :109-116
[32]  
SUZUKI H, 1996, J CHEM SOC P2, P667
[33]  
SUZUKI H, IN PRESS SYNTHESIS
[34]   DEMONSTRATION OF A POWERFUL MUTAGENIC DINITROPYRENE IN AIRBORNE PARTICULATE MATTER [J].
TOKIWA, H ;
KITAMORI, S ;
NAKAGAWA, R ;
HORIKAWA, K ;
MATAMALA, L .
MUTATION RESEARCH, 1983, 121 (02) :107-116
[35]   MUTAGENICITY AND CARCINOGENICITY OF NITROARENES AND THEIR SOURCES IN THE ENVIRONMENT [J].
TOKIWA, H ;
OHNISHI, Y .
CRC CRITICAL REVIEWS IN TOXICOLOGY, 1986, 17 (01) :23-60
[36]   SYNTHESIS OF FLUORANTHENES .4. 10-SUBSTITUTED AND 11-SUBSTITUTED FLUORANTHENES [J].
TUCKER, SH ;
WHALLEY, M .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (DEC) :3213-3216
[37]   SENSITIVE METHOD FOR THE DETECTION OF MUTAGENIC NITROARENES AND AROMATIC-AMINES - NEW DERIVATIVES OF SALMONELLA-TYPHIMURIUM TESTER STRAINS POSSESSING ELEVATED O-ACETYLTRANSFERASE LEVELS [J].
WATANABE, M ;
ISHIDATE, M ;
NOHMI, T .
MUTATION RESEARCH, 1990, 234 (05) :337-348
[38]   A SENSITIVE METHOD FOR THE DETECTION OF MUTAGENIC NITROARENES - CONSTRUCTION OF NITROREDUCTASE-OVERPRODUCING DERIVATIVES OF SALMONELLA-TYPHIMURIUM STRAINS TA98 AND TA100 [J].
WATANABE, M ;
ISHIDATE, M ;
NOHMI, T .
MUTATION RESEARCH, 1989, 216 (04) :211-220
[39]  
WHO, 1995, WORLD HLTH STAT ANN
[40]   MUTAGENICITIES OF N-NITROSAMINES ON SALMONELLA [J].
YAHAGI, T ;
NAGAO, M ;
SEINO, Y ;
MATSUSHIMA, T ;
SUGIMURA, T ;
OKADA, M .
MUTATION RESEARCH, 1977, 48 (02) :121-129