New secoiridoids from the fruits of Ligustrum lucidum

J Asian Nat Prod Res. 2018 May;20(5):431-438. doi: 10.1080/10286020.2018.1454438. Epub 2018 Mar 28.

Abstract

Three new secoiridoids, nuezhenelenoliciside (1), isojaslanceoside B (2), 6'-O-trans-cinnamoyl-secologanoside (3), were isolated from the dried fruits of Ligustrum lucidum. Their structures were elucidated by comprehensive spectroscopic analysis. Among them, 1 featured a rare rearrangement product of secoiridoid, which underwent the cleavage of chemical bond between C-1 and O-2, and the reformation of a new iridoid ring between C-8 and O-2. In addition, all compounds were tested for their osteogenic activity on pre-osteoblastic MC3T3-E1 cells. As a result, 1 and 3 exhibited potent effects on promoting cell proliferation of pre-osteoblast cells.

Keywords: MC3T3-E1 cells; Oleaceae; ligustri lucidi fructus; osteogenic activity; secoiridoids.

MeSH terms

  • 3T3 Cells
  • Animals
  • Calcification, Physiologic / drug effects
  • Cell Proliferation / drug effects
  • Iridoids / chemistry*
  • Iridoids / pharmacology*
  • Ligustrum / chemistry*
  • Mice
  • Osteoblasts / drug effects
  • Osteogenesis / drug effects

Substances

  • Iridoids