[Studies on flavonoids from Cirsium setosum]

Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(5):868-873. doi: 10.4268/cjcmm20160518.
[Article in Chinese]

Abstract

To investigate the chemical constituents of ethyl acetate from Cirsium setosum, fifteen flavonoids were obtained by column chromatography on silica gel, MCI, Sephadex LH-20, and preparative HPLC. Their structures were identified as 4',5,6-trihydroxy-7-methoxyflavone(1), 4',5-dihydroxy-7,8-dimethoxyflavone(2), sorbifolin-6-O-β-glucopyranoside(3), kaempferol-7-O-α-L-rhamnoside(4), kaempferol(5), quercetin-3-O-β-D-glucosyl-7-O-α-L-rhamnoside(6), myricetin(7), myricetin-3-O-β-D-glucoside(8), 5,7- dihydroxy -3',4'- dimethoxyflavone(9), 3',4',5- trihydroxy-3,7-dimethoxyflavone(10), 3',3,4',5-tetrahydroxy-7-methoxyflavone(11), 3'-hydroxy-4',5,7-trimethoxyflavone(12), 7-hydroxy-3',4',5-trimethoxyflavone(13), 4',5-dihydroxy-2',3',7,8-tetramethoxylflavone(14), and 5-hydroxy-2',3',7,8-tetramethoxylflavone(15) by spectroscopic data analysis. All compounds were isolated from this plant for the first time.Compounds(1-15) were evaluated for their hypoglycemic activities by PTP1B enzyme model. Among them, compounds 2, 12, and 14 showed significant PTP1B inhibitory activities with IC₅₀ values of 2.54, 1.85, 2.11 μmol•L⁻¹, respectively.

Keywords: Cirsium setosum; chemical constituents; flavonoids; hypoglycemic activities.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cirsium / chemistry*
  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / isolation & purification
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Flavonoids / chemistry*
  • Flavonoids / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / chemistry

Substances

  • Drugs, Chinese Herbal
  • Enzyme Inhibitors
  • Flavonoids
  • PTPN1 protein, human
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1