Five new phloroglucinol derivatives from Syzygium brachyantherum and their α-glucosidase and PTP1B inhibitory activities

Nat Prod Res. 2022 Apr;36(7):1679-1685. doi: 10.1080/14786419.2020.1809397. Epub 2020 Aug 20.

Abstract

Five new phloroglucinol derivatives were isolated from Syzygium brachyantherum, and their structures were elucidated as brachyanones A-E (1-5) on the basis of the extensive spectroscopic analysis. Among them, compounds 1 and 3 exhibited significant inhibitory activity against α-glucosidase with IC50 of 2.57 and 0.97 μM, respectively. Furthermore, compound 4 showed protein tyrosine phosphatase 1B (PTP1B) inhibitory effect with inhibition ratio of 89.42% at 100 μM. This discovery indicates that phloroglucinol derivatives with long aliphatic chain possibly play an important role in antidiabetic activity of Syzygium plants, and they could function as a promising antidiabetic agent.

Keywords: PTP1B; Syzygium brachyantherum; antidiabetic agent; phloroglucinol derivatives; α-glucosidase.

MeSH terms

  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Hypoglycemic Agents / pharmacology
  • Molecular Structure
  • Phloroglucinol / pharmacology
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Syzygium* / chemistry
  • alpha-Glucosidases* / metabolism

Substances

  • Glycoside Hydrolase Inhibitors
  • Hypoglycemic Agents
  • Phloroglucinol
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • alpha-Glucosidases