Inhibition of DNA topoisomerases I and II of compounds from Reynoutria japonica

Arch Pharm Res. 2012 Sep;35(9):1583-9. doi: 10.1007/s12272-012-0909-x. Epub 2012 Oct 9.

Abstract

Three anthraquinones (1, 2 and 4), three stilbenes (5, 6 and 7) and 3,5-dihydroxybenzyl alcohol (3) were isolated from Reynoutria japonica. Their structures were identified as emodin (1), emodin-8-O-β-D-glucoside (2), 3,5-dihydroxybenzyl alcohol (3), citreorosein (4), cis-resveratrol (5), trans-resveratrol (6) and trans-resveratrol-5-O-β-D-glucopyranoside (7) by comparing their physicochemical and spectral data with published data. Compound 3 was isolated for the first time from the Polygonaceae family. Among the purified compounds, 3 showed more potent inhibitory activity against topoisomerase I (IC₅₀: 4 μM) than camptothecin, as the positive control (IC₅₀: 18 μM). Compounds 3, 4, 5, 6 and 7 showed stronger inhibitory activities toward DNA topoisomerase II (IC₅₀: 0.54, 14, 15, 0.77 and 3 μM, respectively) than the positive control, etoposide (IC₅₀: 44 μM). Compounds 1 and 4 displayed weak cytotoxicities against human lung cancer (A549), ovarian cancer (SK-OV-3), human liver hepatoblastoma (HepG2) and colon adenocarcinoma (HT-29) cell lines.

Publication types

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

MeSH terms

  • Animals
  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification
  • Anthraquinones / pharmacology
  • Antigens, Neoplasm / chemistry
  • Antigens, Neoplasm / isolation & purification
  • Antigens, Neoplasm / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Benzyl Alcohols / chemistry
  • Benzyl Alcohols / isolation & purification
  • Benzyl Alcohols / pharmacology
  • Cattle
  • Cell Line, Tumor
  • DNA Topoisomerases, Type II / chemistry
  • DNA Topoisomerases, Type II / isolation & purification
  • DNA Topoisomerases, Type II / pharmacology*
  • DNA-Binding Proteins / chemistry
  • DNA-Binding Proteins / isolation & purification
  • DNA-Binding Proteins / pharmacology*
  • Drug Discovery
  • Fallopia japonica / chemistry*
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Medicine, Korean Traditional
  • Neoplasms / drug therapy*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry*
  • Republic of Korea
  • Resorcinols / chemistry
  • Resorcinols / isolation & purification
  • Resorcinols / pharmacology
  • Stilbenes / chemistry
  • Stilbenes / isolation & purification
  • Stilbenes / pharmacology
  • Topoisomerase I Inhibitors / chemistry
  • Topoisomerase I Inhibitors / isolation & purification
  • Topoisomerase I Inhibitors / pharmacology*
  • Transition Temperature

Substances

  • 3,5-dihydroxybenzyl alcohol
  • Anthraquinones
  • Antigens, Neoplasm
  • Antineoplastic Agents, Phytogenic
  • Benzyl Alcohols
  • DNA-Binding Proteins
  • Glucosides
  • Plant Extracts
  • Resorcinols
  • Stilbenes
  • Topoisomerase I Inhibitors
  • DNA Topoisomerases, Type II