Protuboxepin C and protuboxepin D from the sponge-derived fungus Aspergillus sp SCSIO XWS02F40

Nat Prod Res. 2018 Nov;32(21):2510-2515. doi: 10.1080/14786419.2017.1423303. Epub 2018 Jan 9.

Abstract

Two new diketopiperazine alkaloids, named protuboxepin C (1) and protuboxepin D (2), which contain D-Phe residue and oxepin ring, were isolated from EtOAc extract of sponge-derived fungus Aspergillus sp SCSIO XWS02F40. Their structures were elucidated by 1D, 2D NMR and HRESIMS dates, and their absolute configurations were confirmed by single crystal X-ray diffraction experiments and CD analyses. The in vitro cytotoxicity of these two new compounds was further evaluated using A549 and Hela cell lines.

Keywords: D-Phe residue; Protuboxepin; configurations.

MeSH terms

  • A549 Cells
  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Animals
  • Aspergillus / chemistry*
  • Crystallography, X-Ray
  • Diketopiperazines / chemistry*
  • Diketopiperazines / isolation & purification
  • HeLa Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Piperazines / chemistry*
  • Piperazines / isolation & purification
  • Porifera / microbiology

Substances

  • Alkaloids
  • Diketopiperazines
  • Piperazines
  • protuboxepin C
  • protuboxepin D