Undescribed abietane-type diterpenoids and oleanane-type triterpenoids from the stem and branch of Tripterygium wilfordii

Phytochemistry. 2022 Sep:201:113258. doi: 10.1016/j.phytochem.2022.113258. Epub 2022 May 30.

Abstract

Six undescribed abietane-type diterpenoids (tripterydinoids A-F) and five undescribed oleanane-type triterpenoids (tripterytrinoids A-E) were obtained and determined from the stem and branch of Tripterygium wilfordii Hook. f. (Celastraceae). Tripterydinoids A-C possessed the abietane-type diterpenoid skeleton with rare 8, 9-epoxy ring. The structures of undescribed compounds were established by extensive spectroscopic studies [HRESIMS, 1D/2D-NMR and electronic circular dichroism (ECD) calculation]. The absolute configurations of tripterydinoids A, B, E and tripterytrinoid A were defined by X-ray crystallographic analyses. Bioactivity screening indicated that tripterydinoids A-C exhibited potent inhibitory effects against NO release in LPS-activated RAW 264.7 macrophages with IC50 values of 6.93, 4.46 and 2.98 μM, respectively. Meanwhile, tripterydinoids A-D and tripterytrinoids B, C showed moderate and selective cytotoxicities against five human tumor cell lines (A375, Huh7, MCF-7, HCT-116 and NCI-H460).

Keywords: Bioactivity; Celastraceae; Diterpenoid; Tripterydinoid; Tripterygium wilfordii Hook. f.; Tripterytrinoid; Triterpenoid.

MeSH terms

  • Abietanes / chemistry
  • Abietanes / pharmacology
  • Cell Line, Tumor
  • Diterpenes* / pharmacology
  • Humans
  • Molecular Structure
  • Oleanolic Acid / analogs & derivatives
  • Tripterygium / chemistry
  • Triterpenes* / pharmacology

Substances

  • Abietanes
  • Diterpenes
  • Triterpenes
  • oleanane
  • Oleanolic Acid