Photo-induced anticancer activity and singlet oxygen production of prodigiosenes

Photochem Photobiol Sci. 2018 May 16;17(5):599-606. doi: 10.1039/c8pp00060c.

Abstract

The photo-induced cytotoxicity of prodigiosenes is reported. One prodigiosene represents a synthetic analogue of the natural product prodigiosin, and two are conjugated to molecules that target the estrogen receptor (ER). A comparison of incubation and irradiation frameworks for the three prodigiosenes is reported, with activity against ER- and ER+ lines explored. Furthermore, the ability of the three prodigiosenes to photosensitise the production of singlet oxygen is demonstrated, shedding mechanistic light onto possible photodynamic therapeutic effects of this class of tripyrroles.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / metabolism
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Humans
  • Molecular Structure
  • Photochemical Processes
  • Photochemotherapy
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / metabolism
  • Photosensitizing Agents / pharmacology*
  • Prodigiosin / chemistry
  • Prodigiosin / metabolism
  • Prodigiosin / pharmacology*
  • Receptors, Estrogen / antagonists & inhibitors*
  • Receptors, Estrogen / metabolism
  • Singlet Oxygen / chemistry
  • Singlet Oxygen / metabolism*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Photosensitizing Agents
  • Receptors, Estrogen
  • Singlet Oxygen
  • Prodigiosin