Anti-inflammatory norclerodane diterpenoids and tetrahydrophenanthrene from the leaves and stems of Dioscorea bulbifera

Fitoterapia. 2021 Sep:153:104965. doi: 10.1016/j.fitote.2021.104965. Epub 2021 Jun 12.

Abstract

Chemical investigation of the leaves and stems of Dioscorea bulbifera resulted in isolation of 10 compounds, including three new norclerodane diterpenoids, diosbulbiferins A (1) and B (2) and diosbulbiferinoside A (3), and one new natural congener, diosbulbiferin C (4), along with one new tetrahydrophenanthrene, diosbulbinone (8). Their structures were elucidated by comprehensive analyses of spectroscopic methods, including NMR and mass spectra. The absolute configurations of compounds 1-3 and 8 were deduced by time-dependent density functional theory (TD-DFT) electronic circular dichroism (ECD) spectroscopic analyses. In addition, cytotoxic effects against MCF-7, HepG2, and SK-Mel-2 cancer cells and in vitro anti-inflammatory effects of the isolated compounds in LPS-stimulated BV2 microglial cells were also reported.

Keywords: Anti-inflammatory; Cytotoxic; Dioscorea bulbifera; Dioscoreaceae; Norclerodane diterpenoid; Tetrahydrophenanthrene.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Dioscorea / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Hep G2 Cells
  • Humans
  • MCF-7 Cells
  • Mice
  • Microglia / drug effects
  • Molecular Structure
  • Nitric Oxide
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Vietnam

Substances

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