Novel substituted methylenedioxy lignan suppresses proliferation of cancer cells by inhibiting telomerase and activation of c-myc and caspases leading to apoptosis

Br J Cancer. 2002 Jul 1;87(1):98-105. doi: 10.1038/sj.bjc.6600422.

Abstract

Conventional solvent fractionation and bioactivity based target assays were used to identify a new anti-cancer molecule from Phyllanthus urinaria, a herbal medicinal plant used in South India. At each step of the purification process the different fractions that were isolated were tested for specific anti-proliferative activity by assays measuring the inhibition of [(3)H]thymidine incorporation, and trypan blue drug exclusion. The ethyl acetate fraction that contained the bioactivity was further purified and resolved by HPLC on a preparative column. The purity of each of the fractions and their bioactivity were checked. Fraction 3 demonstrated a single spot on TLC and showed maximum anti-proliferative activity. This fraction was further purified and the structure was defined as 7'-hydroxy-3',4',5,9,9'-pentamethoxy-3,4-methylene dioxy lignan using NMR and mass spectrometry analysis. The pure compound and the crude ethyl acetate fraction which showed anti-proliferative activities were examined for ability to target specific markers of apoptosis like bcl2, c-myc and caspases and for effects on telomerase. Four specific cancer cell lines HEp2, EL-1 monocytes, HeLa and MCP7 were used in this study. The results indicate that 7'-hydroxy-3',4',5,9,9'-pentamethoxy-3,4-methylene dioxy lignan was capable of inhibiting telomerase activity and also could inhibit bcl2 and activate caspase 3 and caspase 8 whose significance in the induction of apoptosis is well known. We believe that this compound could serve as a valuable chemotherapeutic drug after further evaluations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Apoptosis*
  • Caspases / pharmacology*
  • Cell Division / drug effects*
  • Chromatography, High Pressure Liquid
  • Drug Screening Assays, Antitumor
  • Enzyme Induction
  • Euphorbiaceae / chemistry*
  • Genes, myc
  • Humans
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Plant Extracts / pharmacology*
  • Plant Preparations*
  • Plant Structures
  • Solvents
  • Telomerase / antagonists & inhibitors
  • Telomerase / pharmacology*
  • Tumor Cells, Cultured

Substances

  • 7'-hydroxy-3',4',5,9,9'-pentamethoxy-3,4-methylene dioxy lignan
  • Antineoplastic Agents, Phytogenic
  • Lignans
  • Plant Extracts
  • Plant Preparations
  • Solvents
  • Telomerase
  • Caspases