Further sesquiterpenoids from Pittosporum qinlingense and their anti-inflammatory activity

Fitoterapia. 2022 Oct:162:105292. doi: 10.1016/j.fitote.2022.105292. Epub 2022 Sep 5.

Abstract

Four new sesquiterpenoid glycoside esters, Pitqinlingoside N-Q (1-4), together with eleven known metabolites (5-15), were isolated from 95% EtOH extract of the twigs, fruits and leaves of P. qinlingense. The structures of new compounds were elucidated on the basis of extensive spectroscopic analyses, including IR, UV, HRMS, NMR and electronic circular dichroism spectra. Unusal glycoside esters are characterized by the presence of polyacylated β-D-fucopyranosyl and β-d-glucopyranosyl units. Pitqinlingoside N (1), O (2), P (3), boscialin (5) and arvoside C (6) showed significant nitric oxide production inhibition in lipopolysaccharide (LPS)-induced BV-2 microglial cells with IC50 values ranging from 1.58 to 28.74 μM. Structure-activity relationships of the isolated compounds are discussed.

Keywords: Anti-inflammatory activity; Pittosporum qinlingense; Sesquiterpenoid; β-D-fucopyranose; β-d-glucopyranose.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Glycosides / pharmacology
  • Lipopolysaccharides / pharmacology
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Plant Extracts / chemistry
  • Rosales* / metabolism
  • Sesquiterpenes* / chemistry
  • Sesquiterpenes* / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Glycosides
  • Lipopolysaccharides
  • Plant Extracts
  • Sesquiterpenes
  • Nitric Oxide