Bioactive terpenoids from Croton laui

Nat Prod Res. 2021 Sep;35(17):2849-2857. doi: 10.1080/14786419.2019.1675062. Epub 2019 Oct 9.

Abstract

Two new highly-oxygenated neo-clerodane diterpenoids, 3S-acetoxyl-mollotucin D dilactone ester (1) and 6S-crotoeurin C (2), and a new lupane-type triterpene, 16β-hydroxyl-3β-O-trans-coumaroyl-betulin (6), as well as three known analogues (3-5) were obtained from the leaves of Croton laui. The structures of the new compounds were determined by extensive spectroscopic methods, and their absolute configurations were determined by combination of single-crystal X-ray diffraction analysis, electronic circular dichroism (ECD) spectra, and literature data. Compounds 2 and 3 exhibited inhibitory activities of lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7 macrophages with IC50 values of 1.2 and 1.6 μM, respectively. Additionally, compound 6 exhibited activity against Col205 and HepG2 cell lines with IC50 values of 12.9 and 17.7 μM, respectively.

Keywords: Croton laui; anti-inflammatory activity; clerodane diterpenoid; cytotoxicity; lupane-type triterpene.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Circular Dichroism
  • Croton* / chemistry
  • Diterpenes, Clerodane / isolation & purification
  • Diterpenes, Clerodane / pharmacology*
  • Hep G2 Cells
  • Humans
  • Lipopolysaccharides
  • Mice
  • Molecular Structure
  • Nitric Oxide
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • RAW 264.7 Cells

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Clerodane
  • Lipopolysaccharides
  • Phytochemicals
  • Nitric Oxide