Two azafluoranthene alkaloids and a phytoecdysone from the stems of Cyclea barbata

J Asian Nat Prod Res. 2019 Mar;21(3):217-226. doi: 10.1080/10286020.2018.1564137. Epub 2019 Feb 9.

Abstract

Two new azafluoranthene alkaloids (1 and 2), and a new phytoecdysone (3), were isolated from the stems of Cyclea barbata Miers, together with six known compounds (4-9). Their structures were elucidated by spectroscopic data analysis and comparison with published data. This is the first report of azafluoranthene alkaloids (1 and 2) and phytoecdysones (3, 8, and 9) from Cyclea genus. In in vitro bioassay, four isolates (3, 5, 6, and 9) showed moderate hepatoprotective activity against N-acetyl-p-aminophenol (APAP)-induced toxicity in HepG2 cells.

Keywords: Menispermaceae; azafluoranthene alkaloid; hepatoprotective activity; phytoecdysone.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Survival / drug effects
  • Cyclea / chemistry*
  • Ecdysone / chemistry*
  • Ecdysone / pharmacology
  • Hep G2 Cells
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Phytosterols / chemistry*
  • Phytosterols / pharmacology

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Phytosterols
  • phytoecdysones
  • Ecdysone