Cytotoxic quassinoids from Ailanthus altissima

Bioorg Med Chem Lett. 2013 Feb 1;23(3):654-7. doi: 10.1016/j.bmcl.2012.11.116. Epub 2012 Dec 11.

Abstract

Two new quassinoids, altissinol A (1) and B (7), together with 12 known quassinoids, were isolated from the 95% ethanol extract of the barks of Ailanthus altissima. The structures of the new compounds (1 and 7) were determined on the basis of the spectroscopic methods including UV, IR, HR-ESI-MS, 1D and 2D NMR. The cytotoxic potential of all isolates were evaluated in vitro against three human hepatoma cell lines. Quassinoids 1-7 displayed potent cytotoxic activities against human hepatoma Hep3B and HepG2 cell lines. Interestingly, compounds 2, 3, and 5 exhibited cytotoxic activity against multidrug resistance HepG2/ADM cell line with IC(50) value 4.3-fold more sensitive to Doxorubicin (DOX).

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ailanthus / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Doxorubicin / chemistry
  • Doxorubicin / pharmacology
  • Hep G2 Cells
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Bark / chemistry*
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology*
  • Quassins / chemistry*
  • Quassins / pharmacology*

Substances

  • Antineoplastic Agents
  • Plant Extracts
  • Quassins
  • altissinol A
  • altissinol B
  • Doxorubicin