Synthesis and characterization of genistein conjugated with gold nanoparticles and the study of their cytotoxic properties

Eur J Pharm Sci. 2017 Jan 1:96:176-185. doi: 10.1016/j.ejps.2016.09.019. Epub 2016 Sep 16.

Abstract

Gold nanoparticles conjugated with drug substances are used in diagnostics and therapies. Apart from the combinations involving gold nanoparticles conjugated with drug substances through linkers, a direct bonding is also known. In our paper the example of such a direct bonding between gold nanoparticles and genistein (AuNPs-GE) is presented. This conjugate was obtained in a one-pot synthesis and the formation of AuNPs-GE was monitored in terms of color change and UV-Vis spectroscopy. It has been shown that genistein reduces Au3+ ions to spherical Au0 nanocrystallites and acts as a stabilizing agent. The efficiency of the purification of the conjugate from free genistein was controlled by the capillary electrophoresis. Gold nanoparticles are homogeneously shaped and have a narrow range of size from 14 to 33nm and the size of the nanoparticles modified with genistein is around 64.64±0.41nm, as measured by the TEM and DSL techniques, respectively. The zeta potential of the gold nanoparticles modified with genistein is -19.32±0.82mV and suggests a high stability of the nanoparticles and lower toxicity for the normal cells. The identity of genistein on the gold nanoparticles was proved by the electrochemistry, NMR and Raman spectroscopy. The mechanism of the conjugate forming has been proposed. The coverage of gold nanoparticles with genistein 5.09% (m/m) has been calculated from the TGA analysis. Moreover, it has been proved that the obtained conjugate is characterized by a high cytotoxic activity towards cancer cells, as observed in the cell line test.

Keywords: A549 and HTB140 cells; GE-genistein; Gold nanoparticles; RS–Raman spectroscopy; TGA-thermogravimetry.

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / toxicity
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Electrochemistry
  • Genistein / chemistry*
  • Genistein / toxicity
  • Gold / chemistry*
  • Gold / toxicity
  • Humans
  • Metal Nanoparticles / chemistry*
  • Metal Nanoparticles / toxicity
  • Microscopy, Electron, Transmission
  • Phytoestrogens / chemistry*
  • Phytoestrogens / toxicity
  • Proton Magnetic Resonance Spectroscopy
  • Spectrum Analysis, Raman
  • Thermogravimetry

Substances

  • Antineoplastic Agents
  • Phytoestrogens
  • Gold
  • Genistein