Excited states and reactivity of carcinogenic benzpyrene; a comparison with skin sensitizing coumarins

Thomas A Moore, W. W. Mantulin, P. S. Song

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Significant spectroscopic difference was found between the 3(π,π*) state of coumarins and the 3L(a) state of benzpyrene. No analogy of the partially localized triplet state associated with the coumarin chromophore was revealed in the case of the potent carcinogen, benzo[a]pyrene. Instead, the 3L(a)state of benzo[a]pyrene is characterized by more delocalization than that of the non carcinogenic benzo[e]pyrene. Therefore, the predominant photoreaction between benzo[a]pyrene and DNA bases does not seem to involve cycloaddition in contrast to the coumarin pyrimidine system. Reactivity indices have been calculated, and results are consistent with recent experimental findings. In addition, spectroscopic properties of benzo[a]pyrene and benzo[e]pyrene have been comparatively described in terms of relatively high resolution spectra, polarization measurements, and molecular orbital calculations.

Original languageEnglish
Pages (from-to)185-194
Number of pages10
JournalPhotochemistry and Photobiology
Volume18
Issue number3
Publication statusPublished - 1973

Fingerprint

Benzopyrenes
Coumarins
sensitizing
Benzo(a)pyrene
pyrenes
Excited states
Skin
reactivity
excitation
Orbital calculations
Cycloaddition
Cycloaddition Reaction
Molecular orbitals
Chromophores
Carcinogens
carcinogens
cycloaddition
pyrimidines
Polarization
chromophores

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biophysics

Cite this

Excited states and reactivity of carcinogenic benzpyrene; a comparison with skin sensitizing coumarins. / Moore, Thomas A; Mantulin, W. W.; Song, P. S.

In: Photochemistry and Photobiology, Vol. 18, No. 3, 1973, p. 185-194.

Research output: Contribution to journalArticle

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