Five new terpenoids from Viburnum odoratissimum var. sessiliflorum

Chin J Nat Med. 2023 Apr;21(4):298-307. doi: 10.1016/S1875-5364(23)60438-8.

Abstract

Five new terpenoids, including two vibsane-type diterpenoids (1, 2) and three iridoid allosides (3-5), together with eight known ones, were isolated from the leaves and twigs of Viburnum odoratissimum var.sessiliflorum. Their planar structures and relative configurations were determined by spectroscopic methods, especially 2D NMR techniques. The sugar moieties of the iridoids were confirmed as β-D-allose by GC analysis after acid hydrolysis and acetylation. The absolute configurations of neovibsanin Q (1) and dehydrovibsanol B (2) were determined by quantum chemical calculation of their theoretical electronic circular dichroism (ECD) spectra and Rh2(OCOCF3)4-induced ECD analysis. The anti-inflammatory activities of compounds 1, 3, 4, and 5 were evaluated using an LPS-induced RAW264.7 cell model. Compounds 3suppressed the release of NO in a dose-dependent manner, with an IC50 value of 55.64 μmol·L-1. The cytotoxicities of compounds 1-5 on HCT-116 cells were assessed and the results showed that compounds 2 and 3 exhibited moderate inhibitory activities with IC50 values of 13.8 and 12.3 μmol·L-1, respectively.

Keywords: Acid hydrolysis; Anti-inflammation; ECD calculation; Terpenoids; Viburnum odoratissimum var.sessilifolrum.

MeSH terms

  • Diterpenes* / chemistry
  • Molecular Structure
  • Plant Leaves / chemistry
  • Terpenes / pharmacology
  • Viburnum* / chemistry

Substances

  • Terpenes
  • Diterpenes