Reaction of thymidine and ascorbic acid induced by UV in the presence of salicylic acid

Bioorg Med Chem. 2019 Oct 1;27(19):115046. doi: 10.1016/j.bmc.2019.115046. Epub 2019 Aug 9.

Abstract

When a neutral solution of thymidine and ascorbic acid was irradiated with UV light of wavelength longer than 300 nm in the presence of salicylic acid as a photosensitizer, six product peaks appeared in an HPLC chromatogram in addition to small amounts of thymidine dimers. The six products were identified as three pairs of diastereomers of 5-(2-deoxy-2-l-ascorbyl)-5,6-dihydrothymidine, 5-(2-l-ascorbyl)-5,6-dihydrothymidine, and 5,6-dihydrothymidine. These results suggest that novel DNA damage may be generated by ascorbic acid with salicylic acid induced by sunlight.

Keywords: Ascorbic acid; Salicylic acid; Thymidine; Ultraviolet light.

MeSH terms

  • Ascorbic Acid / chemistry*
  • Ascorbic Acid / radiation effects
  • Kinetics
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / radiation effects
  • Pyrimidine Dimers / chemical synthesis
  • Salicylic Acid / chemistry*
  • Salicylic Acid / radiation effects
  • Thymidine / chemistry*
  • Thymidine / radiation effects
  • Ultraviolet Rays

Substances

  • Photosensitizing Agents
  • Pyrimidine Dimers
  • Salicylic Acid
  • Ascorbic Acid
  • Thymidine