Chemical Constituents from Endophytic Fungus Annulohypoxylon cf. stygium in Leaves of Anoectochilus roxburghii

Chem Biodivers. 2020 Sep;17(9):e2000424. doi: 10.1002/cbdv.202000424. Epub 2020 Aug 31.

Abstract

The chemical investigation on endophytic fungus Annulohypoxylon cf. stygium in leaves of Anoectochilus roxburghii (Wall.) Lindl. has been performed. Sixteen compounds were isolated and their structures were identified as (-)-notoamide A, (-)-notoamide B, (+)-versicolamide B, notoamide C, notoamide D, stephacidin A, sterigmatocystin, dihydrosterigmatocystin, secosterigmatocystin, versiconol, averufanin, kipukasin D, kipukasin E, diorcinal, palmarumycin CP2 and (-)-(3R)-mellein methyl ether, respectively, by spectroscopic analysis and comparison with literature data. All the compounds were isolated from Annulohypoxylon genus for the first time. Sterigmatocystin and palmarumycin CP2 showed selective cytotoxic activities against HepG2, HeLa, MCF-7 and HT-29.

Keywords: Annulohypoxylon cf. stygium; cytotoxicity; endophytic fungus; structure elucidation.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Ascomycota / chemistry*
  • Ascomycota / metabolism
  • Cell Line
  • Cell Proliferation / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification
  • Naphthalenes / pharmacology*
  • Orchidaceae / microbiology*
  • Plant Leaves / microbiology*
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification
  • Spiro Compounds / pharmacology*
  • Sterigmatocystin / chemistry
  • Sterigmatocystin / isolation & purification
  • Sterigmatocystin / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Naphthalenes
  • Spiro Compounds
  • palmarumycin CP2
  • Sterigmatocystin