| Carcinogenicity of benzo-ring derivatives of benzo(a)pyrene on mouse skin. | |
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MedLine Citation:
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PMID: 884679 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Benzo(a)pyrene (BP) and several benzo-ring derivatives of BP were tested for carcinogenic activity in mice by topical application of each compound once every 2 weeks for 60 weeks. Chronic treatment of C57BL/6J mice with (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene (0.025 to 0.10 micronmole/application) indicated that the dihydrodiol was slightly more active as a complete carcinogen than the parent hydrocarbon BP. 7,8-Dihydroxy-7,8,9,10-tetrahydro-benzo(a)pyrene, a compound related to (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene but which lacks the double bond at position 9,10, was inactive as a carcinogen on mouse skin. These results indicate the importance of the double bond at position 9,10 for the carcinogenic activity of (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene. Chronic treatment of mice with -.4 micronmole of the highly mutagenic (+/-)-7,beta,8alpha-dihydroxy-9alpha, 10alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene, (+/-)-7beta,8alpha-dihydroxy-9beta, 10beta-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene, or 9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene every 2 weeks for 60 weeks resulted in tumor incidences of 0, 8, and 4%, respectively, whereas BP at this dose caused a 100% tumor incidence. The high reactivity of the three epoxides may account for their inactivity or their weak carcinogenic activity on mouse skin. |
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Authors:
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W Levin; A W Wood; P G Wislocki; J Kapitulnik; H Yagi; D M Jerina; A H Conney |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Cancer research Volume: 37 ISSN: 0008-5472 ISO Abbreviation: Cancer Res. Publication Date: 1977 Sep |
Date Detail:
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Created Date: 1977-09-29 Completed Date: 1977-09-29 Revised Date: 2008-11-21 |
Medline Journal Info:
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Nlm Unique ID: 2984705R Medline TA: Cancer Res Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 3356-61 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Animals, Newborn Benzopyrenes / administration & dosage, toxicity* Carcinogens* Chemical Phenomena Chemistry Drug Administration Schedule Epoxy Compounds / toxicity Female Glycols / toxicity Mice Mice, Inbred C57BL Neoplasms, Experimental / chemically induced Skin Neoplasms / chemically induced* Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
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0/Benzopyrenes; 0/Carcinogens; 0/Epoxy Compounds; 0/Glycols |
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