Correlations between functional porphyrin positions and accumulation in cancer cells

Bioorg Med Chem Lett. 2020 Oct 1;30(19):127437. doi: 10.1016/j.bmcl.2020.127437. Epub 2020 Jul 25.

Abstract

Porphyrin is accumulated in tumours due to its interaction with protein. Cancer therapy with porphyrin as a carrier molecule is attracting attention. Porphyrin displays two functional sites termed β- and meso-positions. A correlation between the functional position on the porphyrin molecule and the ability to accumulate in cancer cells is observed in the present study. The accumulation of porphyrin derivatives was determined by measuring fluorescence intensity after incubation for 2 and 24 h. The accumulation of cancer cells depended on the position and length of functional groups. Estimated binding constants between porphyrin and bovine serum albumin suggest that the position of functional groups leads to changes in binding affinity and influences the accumulation of porphyrin derivatives in cancer cells.

Keywords: Fluorescence quenching; Porphyrin; Tumour accumulation; π-π stacking interaction.

MeSH terms

  • Animals
  • Cattle
  • Endocytosis / physiology
  • Fluorescence
  • Humans
  • MCF-7 Cells
  • Molecular Structure
  • Porphyrins / chemical synthesis
  • Porphyrins / metabolism*
  • Serum Albumin, Bovine / metabolism

Substances

  • Porphyrins
  • Serum Albumin, Bovine