Synthesis of chlorin-based unsaturated fatty acid conjugates: their in vitro phototoxicity on TC-1 cancer cell line

J Photochem Photobiol B. 2012 May 2:110:50-7. doi: 10.1016/j.jphotobiol.2012.03.004. Epub 2012 Mar 22.

Abstract

Chlorin-based photosensitizers in photodynamic therapy are the promising anticancer agents, but some of their properties such as specific-targeting to tumor need to be improved. The aim of this study was to synthesize chlorin-based unsaturated fatty acid conjugates to obtain an optimal photosensitizers. Thus four chlorin-based fatty acid conjugates were successfully synthesized through an esterification reaction using carbodiimide coupling reagents in enough yields. Then, structures of these conjugates were confirmed by (1)H NMR, MALDI-MS, and UV-vis spectroscopy. Furthermore, their in vitro phototoxicity and cellular uptake were evaluated on TC-1 lung cancer cell line and HeLa cell line.

MeSH terms

  • Cell Line, Tumor
  • Fatty Acids, Unsaturated / chemistry*
  • Fatty Acids, Unsaturated / therapeutic use
  • HeLa Cells
  • Humans
  • Lung Neoplasms / drug therapy
  • Nuclear Magnetic Resonance, Biomolecular
  • Photochemotherapy
  • Photosensitizing Agents / chemical synthesis*
  • Photosensitizing Agents / therapeutic use
  • Porphyrins / chemical synthesis*
  • Porphyrins / therapeutic use

Substances

  • Fatty Acids, Unsaturated
  • Photosensitizing Agents
  • Porphyrins
  • chlorin