Synthesis, characterization, solid-state photo-luminescence and anti-tumor activity of zinc(II) 4'-phenyl-terpyridine compounds

J Inorg Biochem. 2010 Jul;104(7):704-11. doi: 10.1016/j.jinorgbio.2010.03.002. Epub 2010 Mar 21.

Abstract

Reactions between 4'-phenyl-terpyridine (L) and several Zn(II) salts (sulfate, nitrate, chloride or acetate) led to the formation of the complexes [Zn(2)(mu-O(2)SO(2))(2)L(2)(CH(3)OH)(2)] (1), [Zn(NO(3))L(H(2)O)]NO(3) (2), [Zn(Cl)(2)L] (3) and [Zn(CH(3)COO)(2)L] (4) which were characterized by IR, (1)H NMR and fluorescence spectroscopies, elemental analysis and single crystal X-ray diffraction. In the dinuclear molecule of 1 the Zn atom is hexacoordinated, with a N(3)O(3) coordination environment and forms an octagonal ZnOSOZnOSO metallacycle. In the remaining structures, the metal atom is envisaged as possessing highly distorted N(3)X(2) (X = O or Cl) square pyramid coordination geometries. The structure of 3 presents two different packing patterns which lead to distinct pi-pi stackings. In both structures 2 and 4, strong intermolecular hydrogen bonds were identified. The complexes exhibit promising in vitro tumor-inhibiting activities, which are higher than that of cisplatin, against the following human tumor cell lines: promyelocyticfina leukaemia (HL-60), hepatocellular carcinoma (Bel-7402), gastric carcinoma (BGC-823) and nasopharyngeal carcinoma (KB).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Humans
  • Hydrogen Bonding
  • Luminescence*
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Organometallic Compounds / therapeutic use
  • Spectrum Analysis
  • X-Ray Diffraction
  • Zinc / chemistry*

Substances

  • Antineoplastic Agents
  • Organometallic Compounds
  • Zinc