A water soluble donor-acceptor-donor conjugated oligomer as a photosensitizer for mitochondria-targeted photodynamic therapy

Chem Commun (Camb). 2018 Aug 14;54(66):9194-9197. doi: 10.1039/c8cc05476b.

Abstract

We designed a water soluble benzotriazole-cored donor-acceptor-donor molecule bearing four triphenylphosphonium moieties for mitochondria targeting. The organic molecule showed strong singlet oxygen sensitizing capability (ΦΔ 0.64), minimal dark cytotoxicity and high photocytotoxicity. The molecule is efficient in photodynamic killing of tumour cells under normal and hypoxia conditions using a very low light flux, and has potential in near-infrared two-photon imaging and photodynamic therapy.

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / radiation effects
  • Antineoplastic Agents / toxicity
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / pharmacology*
  • Fluorescent Dyes / radiation effects
  • Fluorescent Dyes / toxicity
  • HeLa Cells
  • Humans
  • Hypoxia / metabolism
  • Mitochondria / metabolism*
  • Organophosphorus Compounds / chemical synthesis
  • Organophosphorus Compounds / pharmacology*
  • Organophosphorus Compounds / radiation effects
  • Organophosphorus Compounds / toxicity
  • Photochemotherapy / methods
  • Photosensitizing Agents / chemical synthesis
  • Photosensitizing Agents / pharmacology*
  • Photosensitizing Agents / radiation effects
  • Photosensitizing Agents / toxicity
  • Singlet Oxygen / metabolism
  • Triazoles / chemical synthesis
  • Triazoles / pharmacology*
  • Triazoles / radiation effects
  • Triazoles / toxicity

Substances

  • Antineoplastic Agents
  • Fluorescent Dyes
  • Organophosphorus Compounds
  • Photosensitizing Agents
  • Triazoles
  • Singlet Oxygen