Flavonoid, stilbene and diarylheptanoid constituents of Persicaria maculosa Gray and cytotoxic activity of the isolated compounds

Fitoterapia. 2020 Sep:145:104610. doi: 10.1016/j.fitote.2020.104610. Epub 2020 May 17.

Abstract

Persicaria maculosa (Polygonaceae) has been used as edible and as medicinal plant since ancient times. As a result of multistep chromatographic purifications, chalcones [2'-hydroxy-3',4',6'-trimethoxychalcone (1), pashanone (2), pinostrobin chalcone (3)], flavanones [6-hydroxy-5,7-dimethoxyflavanone (4), pinostrobin (5), onysilin (6), 5-hydroxy-7,8-dimethoxyflavanone (7)], flavonol [3-O-methylgalangin (8)], stilbene [persilben (9)], diarylheptanoids [1,7-diphenylhept-4-en-3-one (10), dihydroyashabushiketol (12), yashabushidiol B (13)] and 3-oxo-α-ionol-glucoside (11) were isolated from P. maculosa. The present paper reports for the first time the occurrence of diarylheptanoid-type constituents in the family Polygonaceae. Cytotoxicity of 1-5, 7 and 9-11 on 4 T1 mouse triple negative breast cancer cells was assayed by MTT test. None of the tested compounds reduced the cell viability to less than 80% of the control. On non-tumorigenic D3 human brain endothelial cells the decrease of cell viability was observed in case of 1 and 2. Further impedance measurements on 4 T1 and D3 cells a concentration-dependent decrease in the cell index of both cell types was demonstrated for 1, while 2 proved to be toxic only on endothelial cells.

Keywords: Chalcones; Cytotoxicity; Diarylheptanoids; Flavanones; Persicaria maculosa; Stilbene.

MeSH terms

  • Animals
  • Brain / cytology
  • Cell Line, Tumor
  • Diarylheptanoids / isolation & purification
  • Diarylheptanoids / pharmacology*
  • Endothelial Cells / drug effects
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Humans
  • Hungary
  • Mice
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology*
  • Plants, Medicinal / chemistry
  • Polygonaceae / chemistry*
  • Stilbenes / isolation & purification
  • Stilbenes / pharmacology*
  • Toxicity Tests

Substances

  • Diarylheptanoids
  • Flavonoids
  • Phytochemicals
  • Stilbenes