Microbial transformation of pseudoprotodioscin by Gibberella fujikuroi

J Asian Nat Prod Res. 2018 Jul;20(7):624-632. doi: 10.1080/10286020.2018.1468438. Epub 2018 May 7.

Abstract

Three new (6, 9, and 12) and nine known steroidal saponins were obtained from the fermentation broth of pseudoprotodioscin (PPD) incubated with a fungus Gibberella fujikuroi CGMCC 3.4663. Structures of the metabolites were elucidated by 1-D (1H, 13C), 2-D (HMBC, HSQC, NOESY) NMR, and HR-MS analyses. The biotransformation pathway of pseudoprotodioscin by Gibberella fujikuroi CGMCC 3.4663 was proposed. Compounds 1-11 were tested in vitro for their cytotoxic activities against two human cancer cell lines (HepG2 and Hela). Compounds 1, 6, 9, and 10 exhibited cytotoxic activity against HepG2 cells. Compound 10 exhibited cytotoxicity to Hela cells.

Keywords: Biotransformation; Gibberella fujikuroi; cytotoxic activity; micro-organism; pseudoprotodioscin; steroidal saponins.

MeSH terms

  • Antibiotics, Antineoplastic / pharmacology
  • Cell Survival / drug effects
  • Diosgenin / analogs & derivatives*
  • Diosgenin / chemistry
  • Diosgenin / metabolism
  • Diosgenin / pharmacology
  • Gibberella / chemistry
  • Gibberella / metabolism*
  • HeLa Cells
  • Hep G2 Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure

Substances

  • Antibiotics, Antineoplastic
  • pseudo-protodioscin
  • Diosgenin