New Derivatives from Microbial Transformation of ent-Kaur-16-en-19-oic Acid by Cunninghamella echinulata

Chem Biodivers. 2020 Jun;17(6):e2000178. doi: 10.1002/cbdv.202000178. Epub 2020 May 26.

Abstract

Biotransformation of ent-kaur-16-en-19-oic acid using fungus Cunninghamella echinulata resulted in two novel hydroxylated metabolites together with five known compounds. Their structures were elucidated by means of extensive NMR and HR-ESI-MS data analysis. The eight compounds were measured for their cytotoxicity against the human breast carcinoma (MCF-7) and human hepatoblastoma (HepG-2) cell lines. Seven compounds showed no cytotoxicity to the two cell lines. One compound displayed moderate cytotoxicity against HepG-2 and MCF-7 with the IC50 values of 12.6 and 27.1 μM, respectively.

Keywords: Cunninghamella echinulata; biotransformation; cytotoxicity; ent-kaur-16-en-19-oic acid.

MeSH terms

  • Cell Survival / drug effects
  • Cunninghamella / chemistry
  • Cunninghamella / metabolism*
  • Diterpenes / chemistry
  • Diterpenes / metabolism
  • Hep G2 Cells
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Diterpenes
  • argyrophilic acid

Supplementary concepts

  • Cunninghamella echinulata