The effect of ascorbic acid on the photophysical properties and photodynamic therapy activities of zinc phthalocyanine-single walled carbon nanotube conjugate on MCF-7 cancer cells

Spectrochim Acta A Mol Biomol Spectrosc. 2015:151:174-83. doi: 10.1016/j.saa.2015.06.063. Epub 2015 Jun 20.

Abstract

Zinc mono carboxy phenoxy phthalocyanine (1) was chemical modified with ascorbic acid via an ester bond to give ZnMCPPc-AA (2). Complexes 2 and 1 were coordinated to single walled carbon nanotubes via π-π interaction to give ZnMCPPc-AA-SWCNT (3) and ZnMCPPc-SWCNT (4) respectively. Complexes 2, 3 and 4 showed better photophysical properties: with improved triplet lifetimes and quantum yields, and singlet oxygen quantum yields when compared to 1 alone. The photodynamic therapy activities of complexes 1, 2, 3 and 4 were tested in vitro on MCF-7 breast cancer cells. Ascorbic acid suppresses the photodynamic therapy effect of 1, due to its ability to reduce oxidative DNA damage as a result of its potent reducing properties. The highest phototoxicity was observed for 4 which resulted in 77% decrease in cell viability, followed by 3 which resulted in 67% decrease in cell viability. This shows the importance of combination therapy, where the phthalocyanines are the photodynamic therapy agents and single walled carbon nanotubes are the photothermal therapy agents.

Keywords: Ascorbic acid; Photodynamic therapy; Single walled carbon nanotubes; Singlet oxygen quantum yield; Zinc carboxy phenoxy phthalocyanine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / pharmacology
  • Ascorbic Acid / pharmacology*
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • Female
  • Humans
  • Indoles / chemistry*
  • Isoindoles
  • MCF-7 Cells
  • Microscopy, Electron, Transmission
  • Nanotubes, Carbon / chemistry*
  • Organometallic Compounds / chemistry*
  • Photochemotherapy*
  • Physical Phenomena
  • Quantum Theory
  • Radiation-Sensitizing Agents / pharmacology*
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman
  • X-Ray Diffraction
  • Zinc Compounds

Substances

  • Antioxidants
  • Indoles
  • Isoindoles
  • Nanotubes, Carbon
  • Organometallic Compounds
  • Radiation-Sensitizing Agents
  • Zinc Compounds
  • Zn(II)-phthalocyanine
  • Ascorbic Acid