α-Pyrones with glucose uptake-stimulatory activity from the twigs of Cryptocarya wrayi

Fitoterapia. 2022 Apr:158:105144. doi: 10.1016/j.fitote.2022.105144. Epub 2022 Feb 8.

Abstract

Five new α-pyrones, cryptowratones A-E (1-5), and five known congeners (6-10), together with four other known compounds 11-14 were isolated from the twigs of Cryptocarya wrayi. The structures of the new compounds were elucidated on the basis of extensive spectroscopic data analysis and ECD calculations. All α-pyrones except 6 were evaluated for their stimulatory effects on glucose uptake in vitro with CHO-K1/GLUT4 cells. The positive control insulin displayed an approximate 42 ± 0.14% promotion on glucose uptake at 25 μM, compared with the CHO-K1/GLUT4 group. Compounds 1a/2a, 2, 3, and 10 showed a more significant stimulation of glucose uptake than insulin (25 μM) by 36 ± 0.08%, 27 ± 0.12%, 28 ± 0.12%, and 25 ± 0.12% at 1.5 μM, respectively. Immunofluorescence assays indicated the glucose uptake-stimulatory activity of α-pyrones might be correlated with increased GLUT4 translocation.

Keywords: Cryptocarya wrayi; ECD calculation; Glucose uptake-stimulatory activity; α-pyrone.

MeSH terms

  • Cryptocarya* / chemistry
  • Glucose
  • Molecular Structure
  • Pyrones / pharmacology

Substances

  • Pyrones
  • Glucose