Gancochlearols E - I, meroterpenoids from Ganoderma cochlear against COX-2 and triple negative breast cancer cells and the absolute configuration assignment of ganomycin K

Bioorg Chem. 2021 Apr:109:104706. doi: 10.1016/j.bioorg.2021.104706. Epub 2021 Feb 9.

Abstract

Five new meroterpenoids, gancochlearols E - I (1, 3-6), and one compound ganomycin K (2) were isolated from the fruiting bodies of G. cochlear. Their structures were assigned by 1D and 2D NMR, MS, and CD analysis. Rh2(OCOCF3)4-induced ECD method was used to clarify the absolute configuration of secondary alcohol in 1 and 2. Biochemical evaluation showed that all the isolates significantly inhibit COX-2 enzyme in vitro with the IC50 values range from 1.03 μM to 2.71 μM. Further cellular assay revealed that (+)-3 and (-)-6 could suppress metastatic phenotype of triple-negative breast cancer (TNBC) cells via impeding the epithelial-mesenchymal transition (EMT).

Keywords: COX-2; EMT; Ganoderma cochlear; Meroterpenoids; TNBC.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Breast Neoplasms
  • Cell Line, Tumor
  • Cyclooxygenase 2 / metabolism*
  • Female
  • Fruiting Bodies, Fungal / chemistry
  • Ganoderma / chemistry*
  • Humans
  • Molecular Structure
  • Terpenes / chemistry*
  • Terpenes / pharmacology*

Substances

  • Terpenes
  • Cyclooxygenase 2