A Novel Photosensitizer 3¹,13¹-phenylhydrazine -Mppa (BPHM) and Its in Vitro Photodynamic Therapy against HeLa Cells

Molecules. 2016 Apr 29;21(5):558. doi: 10.3390/molecules21050558.

Abstract

Photodynamic therapy (PDT) has attracted widespread attention due to its potential in the treatment of various cancers. Porphyrinic pyropheophorbide-a (PPa) has been shown to be a potent photosensitizer in PDT experiments. In this paper, a C-3¹,13¹ bisphenylhydrazone modified methyl pyropheophorbide-a (BPHM) was designed and synthesized with the consideration that phenylhydrazone structure may extend absorption wavelength of methyl pyro-pheophorbide-a (Mppa), and make the photosensitizer potential in deep tumor treatment. The synthesis, spectral properties and in vitro photodynamic therapy (PDT) against human HeLa cervical cancer cell line was studied. Methyl thiazolyl tetrazolium (MTT) assay showed the title compound could achieve strong inhibition of cervical cancer cell viability under visible light (675 nm, 25 J/cm²). Cell uptake experiments were performed on HeLa cells. Morphological changes were examined and analyzed by fluorescent inverted microscope. In addition, the mechanism of the photochemical processes of PDT was investigated, which showed that the formation of singlet oxygen after treatment with PDT played a moderate important role.

Keywords: BPHM; cell cytotoxicity; photodynamic therapy (PDT).

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / therapeutic use*
  • HeLa Cells
  • Humans
  • Hydrazones / chemistry
  • Hydrazones / therapeutic use*
  • Mannitol / pharmacology
  • Molecular Structure
  • Photochemotherapy*
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / metabolism
  • Photosensitizing Agents / therapeutic use*
  • Porphyrins / chemistry
  • Porphyrins / therapeutic use*
  • Reactive Oxygen Species / metabolism
  • Sodium Azide / pharmacology

Substances

  • Antineoplastic Agents
  • C-31,131 bisphenylhydrazone modified methyl pyropheophorbide-a
  • Hydrazones
  • Photosensitizing Agents
  • Porphyrins
  • Reactive Oxygen Species
  • Mannitol
  • Sodium Azide