Synthesis of 4',7-diacetoxyapigenin and its apoptotic induction in human Hep G2 cells

Int J Mol Sci. 2010 Apr 30;11(5):1991-8. doi: 10.3390/ijms11051991.

Abstract

In this study, 4',7-diacetoxyapigenin [4-(7-acetoxy-5-hydroxy-4-oxo-4H-chromen-2-yl) phenyl acetate] was synthesized for the first time. Its chemical structure was identified by UV, ESI-MS, (1)H and (13)C-NMR. It could inhibit the proliferation of Hep G2 cells in a dose-dependent manner and induce the significant increase of the G0/G1 cell population. After treatment by 4',7-diacetoxyapigenin, phosphatidylserine of Hep G2 cells could significantly translocate to the surface of the membrane. The increase of an early apoptotic population was observed by both annexin-FITC and PI staining. It was concluded that 4',7-diacetoxyapigenin not only induced cells to enter into apoptosis, but also affected the progress of the cell cycle.

Keywords: 4′,7-diacetoxyapigenin; Hep G2; apoptosis; cell cycle.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apigenin* / chemical synthesis
  • Apigenin* / chemistry
  • Apigenin* / pharmacology
  • Apoptosis / drug effects*
  • G1 Phase / drug effects*
  • Hep G2 Cells
  • Humans
  • Resting Phase, Cell Cycle / drug effects*

Substances

  • Apigenin