Marked differences in the tumor initiating activity of optically pure (+) and (-) trans 7,8 dihydroxy 7,8 dihydrobenzo(a)pyrene on mouse skin

W. Levin, A. W. Wood, R. L. Chang, T. J. Slaga, H. Yagi, D. M. Jerina, A. H. Conney

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51 Scopus citations

Abstract

The ability of optically pure (+)- and (-)-trans-7,8-dihydroxy-7,8- dihydrobenzo(a)pyrene to initiate skin tumors in mice was determined with a two-stage tumorigenesis system. A single application of 50 to 200 nmoles of (+)- or (-)-trans-7,8-dihydroxy-7,-dihydrobenzo(a)pyrene to the backs of CD-1 mice followed by twice-weekly applications of 12-O-tetradecanoyl-phorbol-13-acetate revealed that the (-)-enantiomer was 5- to 10-fold more potent than was the (+)-enantiomer as a tumor initiator at the three dosage levels tested. When the tumor-initiating activities of the (+)- and (-)-enantiomers of trans-7,8- dihydroxy-7,8-dihydrobenzo(a)pyrene were compared to the activity of benzo(a)pyrene at an equimolar dose, the (-)-enantiomer was more active while the (+)-enantiomer was considerably less active. This is the first report of differences in the carcinogenic activity between optical enantiomers.

Original languageEnglish (US)
Pages (from-to)I
JournalCancer Research
Volume37
Issue number8
StatePublished - Dec 1 1977
Externally publishedYes

ASJC Scopus subject areas

  • Oncology
  • Cancer Research

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