16,17-dinor-abietane diterpenoids from Casearia kurzii

Fitoterapia. 2023 Jul:168:105519. doi: 10.1016/j.fitote.2023.105519. Epub 2023 Apr 29.

Abstract

Eleven undescribed 16,17-dinor-abietane diterpenoids, caseazins A-K (1-11), and ten known diterpenoids (12-21) were isolated from the twigs and leaves of Casearia kurzii (Flacourtiaceae). Caseazins A-K were the first abietane -type dinorditerpenoids to have been isolated from the plant of Casearia kurzii. Their chemical structures were elucidated using a combination of 1D and 2D NMR spectroscopy and mass spectrometry. The absolute configurations of 5 and 10 were established by electronic circular dichroism calculations. Moreover, compounds 2, 3, 13, 14, and 18 exhibited anti-inflammatory activity with IC50 values of 0.17, 0.36, 6.55, 1.30, and 4.53 μM, respectively. IL-1β and caspase-1 analyses suggested that compound 14 inhibited NLRP3 inflammasome activation and blocked macrophage pyroptosis.

Keywords: 16,17-dinor-abietane diterpenoids; Anti-inflammatory; Casearia kurzii; Flacourtiaceae.

MeSH terms

  • Abietanes / chemistry
  • Abietanes / pharmacology
  • Casearia* / chemistry
  • Diterpenes* / pharmacology
  • Diterpenes, Clerodane* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Abietanes
  • Diterpenes, Clerodane
  • Diterpenes