3α,19-Dihydroxyl-ent-pimara-8(14),15-diene, a new diterpenoid from the rhizomes of Ricinus communis

J Asian Nat Prod Res. 2019 Jun;21(6):522-527. doi: 10.1080/10286020.2018.1461087. Epub 2018 Apr 18.

Abstract

A new natural product, 3α,19-dihydroxyl-ent-pimara-8(14),15-diene (1), which possesses an α-orientation hydroxymethyl at C-4 and ∆8,14 groups, as well as eight known compounds, was isolated from the rhizomes of Ricinus communis. The structure of 1 was elucidated by extensive spectroscopic methods and its absolute configurations were confirmed by X-ray crystallographic analysis. The inhibitory rate of 1 against protein tyrosine phosphatase 1B (PTP1B) was 49.49% at the concentration of 6.58 × 10-5 mol/L.

Keywords: 3,19-dihydroxyl--pimara-8(14),15-diene; Euphorbiaceae; protein tyrosine phosphatase 1B.

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology*
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Mice
  • Molecular Conformation
  • Molecular Structure
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
  • Rhizome / chemistry
  • Ricinus / chemistry*

Substances

  • Diterpenes
  • Enzyme Inhibitors
  • Hypoglycemic Agents
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Ptpn1 protein, mouse