Anti-diabetic compounds from the seeds of Psoralea corylifolia

Fitoterapia. 2019 Nov:139:104373. doi: 10.1016/j.fitote.2019.104373. Epub 2019 Oct 16.

Abstract

A new aurone named (2Z)-2-[(4'-hydroxyphenyl) methylene]-6-hydroxy-7-prenyl-3(2H)-benzofurane (1), two new flavonoids named (2S)-7-methoxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-2-(4-hydroxyphenyl)chroman-4-one (2), (2S)-4'-hydroxyl-7-hydroxymethylene-6-(2″,3″-epoxy-3″-methylbutyl)flavanone (3), and a new coumestan named bavacoumestan E (4), together with eleven known compounds (5-15), were isolated from the seeds of Psoralea corylifolia. The chemical structures were elucidated by spectroscopic and physico-chemical analyses. All isolates were evaluated for in vitro inhibitory activity against DGAT, PTP1B and α-glucosidase. Compounds 1, 2 and 3 showed potential inhibitory activities on DGAT1 with IC50 values of 35.2 ± 1.3, 51.3 ± 1.1 and 43.4 ± 0.7 μM, respectively. Compounds 6 and 8 displayed the significant inhibitory activities on α-glucosidase with IC50 value of 28.0 and 23.0 μM, respectively.

Keywords: DGAT; Diabetes; PTP1B; Psoralea corylifolia; α-Glucosidase.

MeSH terms

  • China
  • Diacylglycerol O-Acyltransferase / antagonists & inhibitors
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Glycoside Hydrolase Inhibitors / isolation & purification
  • Glycoside Hydrolase Inhibitors / pharmacology
  • HEK293 Cells
  • Humans
  • Hypoglycemic Agents / isolation & purification
  • Hypoglycemic Agents / pharmacology*
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
  • Psoralea / chemistry*
  • Seeds / chemistry*

Substances

  • Flavonoids
  • Glycoside Hydrolase Inhibitors
  • Hypoglycemic Agents
  • Phytochemicals
  • DGAT1 protein, human
  • Diacylglycerol O-Acyltransferase
  • PTPN1 protein, human
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1