Literature DB >> 908047

Comparison of the tumor-initiating activities of benzo(a)pyrene arene oxides and diol-epoxides.

T J Slaga, W M Bracken, A Viaje, W Levin, H Yagi, D M Jerina, A H Conney.   

Abstract

The ability of arene oxides, and diol epoxides of benzo(a)pyrene to initiate skin tumors in mice was determined by using a two-stage system of tumorigenesis. (+/-)-7beta,8alpha-Dihydroxy-9alpha, 10alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene was a more effective tumor initiator than was (+/-)-7beta,8alpha-dihydroxy-9beta,10beta-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene when applied topically to CD-1 mice and then followed by twice-weekly applications of the promotor 12-O-tetradecanoylphorbol-13-acetate. (+/-)-7beta,8alpha-Dihydroxy-9alpha,10alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene was approximately 20 to 30% as active as benzo(a)pyrene was as a tumor initiator. (+/-)-7beta,8alpha-Dihydroxy-7beta,8beta-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene, benzo(a)pyrene, 9,10-oxide, and benzo(a)pyrene 11, 12-oxide, possessed about 1, 2, and 10%, respectively, of the tumor-initiating activity of benzo(a)pyrene.

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Year:  1977        PMID： 908047

Source DB:  PubMed          Journal:  Cancer Res        ISSN： 0008-5472            Impact factor:   12.701


  12 in total

Review 1.  The molecular etiology and prevention of estrogen-initiated cancers: Ockham's Razor: Pluralitas non est ponenda sine necessitate. Plurality should not be posited without necessity.

Authors:  Ercole Cavalieri; Eleanor Rogan
Journal:  Mol Aspects Med       Date:  2013-08-30

2.  Rapid method for detection and quantitation of hydroxylated aromatic intermediates produced by microorganisms.

Authors:  L P Wackett; D T Gibson
Journal:  Appl Environ Microbiol       Date:  1983-03       Impact factor: 4.792

3.  In vitro metabolism and in vivo binding of benzo(a)pyrene in the California killifish (Fundulus parvipinnis) and speckled sanddab (Citharicthys stigmaeous).

Authors:  E von Hofe; H W Puffer
Journal:  Arch Environ Contam Toxicol       Date:  1986-05       Impact factor: 2.804

4.  Isolation and determination of benzo(a)pyrene glucuronide and sulfate conjugates in soybean leaves.

Authors:  T Negishi; M Nakano; S Kobayashi; C H Kim
Journal:  Bull Environ Contam Toxicol       Date:  1987-08       Impact factor: 2.151

5.  Tumorigenicity of the optical enantiomers of the diastereomeric benzo[a]pyrene 7,8-diol-9,10-epoxides in newborn mice: exceptional activity of (+)-7beta,8alpha-dihydroxy-9alpha,10alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

Authors:  M K Buening; P G Wislocki; W Levin; H Yagi; D R Thakker; H Akagi; M Koreeda; D M Jerina; A H Conney
Journal:  Proc Natl Acad Sci U S A       Date:  1978-11       Impact factor: 11.205

6.  Tumor-initiating activity in mouse skin and carcinogenicity in rat mammary gland of fluorinated derivatives of benzo[a]pyrene and 3-methylcholanthrene.

Authors:  E Cavalieri; E Rogan; S Higginbotham; P Cremonesi; S Salmasi
Journal:  J Cancer Res Clin Oncol       Date:  1988       Impact factor: 4.553

7.  Identification of four trans-3,4-dihydrodiol metabolites of 7,12-dimethylbenz[a]anthracene and their in vitro DNA-binding activities upon further metabolism.

Authors:  M W Chou; S K Yang
Journal:  Proc Natl Acad Sci U S A       Date:  1978-11       Impact factor: 11.205

8.  Relating aromatic hydrocarbon-induced DNA adducts and c-H-ras mutations in mouse skin papillomas: the role of apurinic sites.

Authors:  D Chakravarti; J C Pelling; E L Cavalieri; E G Rogan
Journal:  Proc Natl Acad Sci U S A       Date:  1995-10-24       Impact factor: 11.205

9.  Role of diaxial versus diequatorial hydroxyl groups in the tumorigenic activity of a benzo[a]pyrene bay-region diol epoxide.

Authors:  R L Chang; A W Wood; A H Conney; H Yagi; J M Sayer; D R Thakker; D M Jerina; W Levin
Journal:  Proc Natl Acad Sci U S A       Date:  1987-12       Impact factor: 11.205

10.  Specificity of chemiluminescence in the metabolism of benzo[a]pyrene to its carcinogenic diol epoxide.

Authors:  J P Hamman; H H Seliger; G H Posner
Journal:  Proc Natl Acad Sci U S A       Date:  1981-02       Impact factor: 11.205
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