Epoxidation of some natural furocoumarins and furochromones using gamma-ray

Boll Chim Farm. 2002 May-Jun;141(3):188-91.

Abstract

Epoxidation of imperatorin (1a) with m-chloroperbenzoic acid (mcpba) under the irradiation of gamma-ray gave a mixture of epoxide 3a and dioxofuran 4a. Whereas, alloimperatorin (1b) under the same condition obtained the epoxide 3b as a sole product. On the other hand, it was successfully epoxidized xanthotoxin (1c) with mcpba under the same condition as above. In addition, visnagin (2a) was epoxidized to give a mixture of epoxides 5a, 6a. While, khellin (2b) gave the epoxide 5b, no other products were observed.

MeSH terms

  • Chlorobenzoates / chemistry
  • Chromones / chemical synthesis*
  • Chromones / radiation effects*
  • Epoxy Compounds / chemical synthesis*
  • Epoxy Compounds / radiation effects*
  • Furocoumarins / chemical synthesis*
  • Furocoumarins / radiation effects*
  • Gamma Rays*
  • Indicators and Reagents

Substances

  • Chlorobenzoates
  • Chromones
  • Epoxy Compounds
  • Furocoumarins
  • Indicators and Reagents
  • 3-chloroperbenzoic acid