Identification of 6-aminochrysene photoproducts and study of the effect of a humic acid and riboflavin on its photolysis

J Photochem Photobiol B. 2003 Dec 5;72(1-3):95-100. doi: 10.1016/j.jphotobiol.2003.09.006.

Abstract

The effect of the photosensitizer riboflavin (0, 10, 25, 50, 100 microM) and a river humic acid (0, 20, 40, 80 ppm) on the photolysis of 6-aminochrysene (6AC) in 10 mM PBS solution (pH 7.0) was studied. The presence of riboflavin significantly enhanced photolysis rate of 6AC. The photo-transformation half-life of 6AC was 1 or 36 min, respectively, in the presence or absence of riboflavin. The humic acid inhibited the photo-transformation rate of 6AC. The photo-transformation half-lives of 6AC were 37, 56, 92 min at 20, 40, 80 ppm humic acid, respectively. By using LC-MS, the main 6AC photoproduct identified was 5,6-chrysene-quinone along with some minor products. Both 6AC and 5,6-chrysene-quinone exhibited photoinduced cytotoxicity. A photochemical transformation pathway for 6AC was derived.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Chrysenes / analysis
  • Chrysenes / chemistry
  • Chrysenes / radiation effects*
  • Humic Substances*
  • Photolysis / drug effects*
  • Photolysis / radiation effects*
  • Riboflavin / pharmacology*

Substances

  • Chrysenes
  • Humic Substances
  • 6-chrysenamine
  • Riboflavin