Naphthalenones and Naphthols Isolated from the Saussurea laniceps Endophytic Fungus Didymella glomerata X223

Chem Biodivers. 2020 Aug;17(8):e2000315. doi: 10.1002/cbdv.202000315. Epub 2020 Aug 13.

Abstract

One new naphthalenone, didymelol A, and three new naphthols, didymelol B-D, together with three known naphthalenones, (3S,4R)-3,4,6-trihydroxy-3,4-dihydronaphthalen-1(2H)-one, (4S)-4,6-dihydroxy-3,4-dihydronaphthalen-1(2H)-one, (4S)-4-hydroxy-3,4-dihydronaphthalen-1(2H)-one, were isolated from the Saussurea laniceps endophytic fungus Didymella glomerata X223. The structures of the isolates were elucidated based on extensive spectroscopic data analysis. The absolute configuration of didymelol A was established through single-crystal X-ray diffraction data and didymelols B-D were identified through comparisons of experimental and calculated ECD spectra. All compounds were evaluated for cytotoxic activity against human non-small cell lung cancer A549 cells and human breast carcinoma MDA-MB-435 cells.

Keywords: ECD calculation; endophytic fungus; hydroxytetralin derivatives.

MeSH terms

  • Ascomycota / chemistry*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Humans
  • Naphthalenes / isolation & purification*
  • Naphthols / isolation & purification*
  • Proton Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Naphthalenes
  • Naphthols

Supplementary concepts

  • Didymella glomerata