Terezine E, bioactive prenylated tryptophan analogue from an endophyte of Centaurea stoebe

Nat Prod Res. 2020 Feb;34(4):503-510. doi: 10.1080/14786419.2018.1489393. Epub 2018 Aug 9.

Abstract

Fungal endophytes are considered promising sources of new bioactive natural products. In this study, a Mucor sp. has been isolated as an endophyte from the medicinal plant Centaurea stoebe. Through bioactivity-guided fractionation, the isolation of the new bioactive terezine E in addition to the previously reported 14-hydroxyterezine D was carried out. The isolated compounds were fully characterised by HRESIMS and 1D and 2D NMR analyses. Both compounds exhibited potent antiproliferative activity against K-562 and HUVEC cell lines and antifungal efficacy against the tested fungal strains.

Keywords: Terezine E; antimicrobial; cytotoxic; endophyte.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cells, Cultured
  • Centaurea / microbiology*
  • Endophytes / chemistry*
  • Human Umbilical Vein Endothelial Cells / drug effects
  • Humans
  • K562 Cells / drug effects
  • Plants, Medicinal / microbiology
  • Pyrazines / isolation & purification*
  • Tryptophan / analogs & derivatives

Substances

  • Antifungal Agents
  • Antineoplastic Agents
  • Pyrazines
  • terezine E
  • Tryptophan