Diarylheptanoids with hypoglycemic potency from the rhizomes of Kaempferia galanga

Fitoterapia. 2023 Jun:167:105502. doi: 10.1016/j.fitote.2023.105502. Epub 2023 Apr 5.

Abstract

Five new diarylheptanoids, kaemgalangins A-E (1-5), and seven known ones were isolated from the rhizomes of Kaempferia galanga. The structures of new compounds were identified by spectroscopic analyses involving 1D and 2D NMR, HRESIMS, IR, UV, [α]D, ECD calculations, and chemical methods. All compounds were tested for their hypoglycemic effects against α-glucosidase, Gpa and PTP1B enzymes, and stimulative effects on GLP-1 secretion. Kaemgalangins A (1) and E (5) showed significant inhibition on α-glucosidase with IC50 values of 45.3 and 116.0 μM; renealtin B (8) showed inhibition on GPa with an IC50 value of 68.1 μM; whereas all compounds were inactive to PTP1B. Docking study manifested that 1 well located in the catalytic pocket of α-glucosidase and OH-4″ played important roles in maintaining activity. Moreover, all compounds showed obviously stimulative effects on GLP-1 with promoting rates of 826.9%-1738.3% in NCI-H716 cells. This study suggests that the diarylheptanoids in K. galanga have antidiabetic potency by inhibiting α-glucosidase and Gpa enzymes, and promoting GLP-1 secretion.

Keywords: Antidiabetic effects; Diarylheptanoids; GLP-1 promotion; Kaempferia galanga; α-glucosidase and GPa inhibition.

MeSH terms

  • Alpinia*
  • Diarylheptanoids / chemistry
  • Diarylheptanoids / pharmacology
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Rhizome / chemistry
  • Zingiberaceae* / chemistry
  • alpha-Glucosidases

Substances

  • Hypoglycemic Agents
  • alpha-Glucosidases
  • Diarylheptanoids
  • Glycoside Hydrolase Inhibitors