A New Pimarane Diterpenoid from the Botryotinia fuckeliana Fungus Isolated from Deep-Sea Water

Chem Biodivers. 2019 Dec;16(12):e1900519. doi: 10.1002/cbdv.201900519. Epub 2019 Nov 12.

Abstract

A new pimarane diterpenoid, named botryopimarene A (1), was discovered from the fungus Botryotinia fuckeliana MCCC 3 A00494 isolated from the deep-sea water, together with ten known compounds. The planar structure of 1 was established based on the extensive spectroscopic analyses. The absolute configurations of tricyclic system in 1 were resolved by the theoretical ECD calculation, while the 15,16-diol moiety in the side chain was resolved by the Mo2 (OAc)4 -induced ECD spectrum. Compound 1, featuring a Δ9(11) double bond, was rarely discovered in pimarane family. Compounds 1-11 were tested for their cytotoxic activities using six human cancer cell lines by the MTT method. However, none of the compounds exhibited detectable cytotoxicities (IC50 >20 μm).

Keywords: Botryotinia fuckeliana; Snatzke's method; cytotoxicity; deep sea fungus; pimarane diterpenoid.

MeSH terms

  • Abietanes / chemistry*
  • Abietanes / isolation & purification
  • Abietanes / pharmacology
  • Ascomycota / chemistry*
  • Ascomycota / isolation & purification
  • Ascomycota / metabolism
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Circular Dichroism
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Humans
  • Molecular Conformation
  • Seawater / microbiology*

Substances

  • Abietanes
  • Diterpenes
  • pimarane