New Isolinariins C, D and E, Flavonoid Glycosides from Linaria japonica

Chem Pharm Bull (Tokyo). 2016;64(5):517-21. doi: 10.1248/cpb.c16-00073.

Abstract

Three new flavonoid glycosides named isolinariins C, D and E (1-3), two known flavonoid glycosides (4, 5) and three known flavonoids (6-8) were isolated from the whole plant of Linaria japonica. The structures of these compounds were determined mainly by spectroscopic analyses. The bioactivities of these isolated compounds were evaluated for their inhibitory activities against human cell line A549, collagenase, and advanced glycation end product (AGE) formation. Among the isolated compounds, isolinariins C, D and E (1, 2 and 3) showed inhibition toward AGE formation (IC50 values of 34.8, 35.0 and 19.5 µM, respectively). And linariin (4), pectolinarin (5) and luteolin (8) were found to be active against collagenase with IC50 values of 79.4, 78.6 and 40.5 µM, respectively, without significant cytotoxicity at these concentrations.

MeSH terms

  • Cell Proliferation / drug effects
  • Collagenases / metabolism
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Glycation End Products, Advanced / metabolism*
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Linaria / chemistry*
  • Matrix Metalloproteinase Inhibitors / chemistry
  • Matrix Metalloproteinase Inhibitors / isolation & purification
  • Matrix Metalloproteinase Inhibitors / pharmacology*
  • Molecular Structure
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Flavonoids
  • Glycation End Products, Advanced
  • Glycosides
  • Matrix Metalloproteinase Inhibitors
  • isolinariin C
  • isolinariin D
  • isolinariin E
  • Collagenases