Efficient singlet oxygen generation by luminescent 2-(2′-thienyl)pyridyl cyclometalated platinum(II) complexes and their calixarene derivatives

Photochem Photobiol. Nov-Dec 2010;86(6):1414-20. doi: 10.1111/j.1751-1097.2010.00809.x.

Abstract

Luminescent cyclometalated platinum(II) complexes, namely [Pt(Thpy)(PPh3)X]n+ (HThpy = 2-(2′-thienyl)pyridine; X = Cl− (1), n = 0; X = CH3CN (2), pyridine (3), n = 1) and [Pt(Thpy)(HThpy)Y]n+ (Y = Cl− (4), n = 0; Y = pyridine (5), n = 1), exhibit structured emission with peak maximum at ∼556 and 598 nm in degassed acetonitrile and with emission quantum yield and lifetime of up to 0.38 and 26 μs, respectively. These complexes are efficient photosensitizers of singlet oxygen with yields up to >90%. Complex 5 exhibited photocytotoxicity towards cancer cells and fluorescence microscopic images of cells incubated with 5 reveal substantial uptake at the nucleus and mitochondria.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Calixarenes / chemistry
  • Calixarenes / pharmacology
  • Cattle
  • DNA / drug effects
  • HeLa Cells
  • Humans
  • In Vitro Techniques
  • Luminescence
  • Microscopy, Fluorescence
  • Molecular Structure
  • Organoplatinum Compounds / chemistry
  • Organoplatinum Compounds / pharmacology*
  • Photochemical Processes
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / pharmacology*
  • Serum Albumin, Bovine / drug effects
  • Singlet Oxygen / chemistry*
  • Spectrophotometry

Substances

  • Organoplatinum Compounds
  • Photosensitizing Agents
  • Calixarenes
  • Singlet Oxygen
  • Serum Albumin, Bovine
  • DNA