Antioxidant CPA-type indole alkaloids produced from the deep-sea derived fungus Aspergillus sp. SCSIO 41024

Nat Prod Res. 2021 Dec;35(23):5266-5270. doi: 10.1080/14786419.2020.1749614. Epub 2020 Apr 7.

Abstract

Twelve indole alkaloids, including α-cyclopiazonic acid (CPA) (1), nine 2-oxo indole CPA derivatives (2-10), and two open-ring indole CPA derivatives (11 and 12), were isolated from the fermentation broth of a deep-sea derived fungus Aspergillus sp. SCSIO 41024. Their structures and absolute configurations were elucidated mainly by using extensive NMR spectroscopic, mass spectrometric and single crystal X-ray diffraction analysis. To the best of our knowledge, the crystallographic data of 3 and 7 were firstly reported, and the absolute configuration of 3 was confirmed for the first time by the single crystal X-ray diffraction analysis. Most isolated compounds were tested for their antimicrobial, antitumor and radical scavenging activities. In addition, compounds 1, 2 and 11 showed moderate antioxidative activity against DPPH with IC50 values of 190.1, 31.9, 228.4 μg/mL, respectively.

Keywords: Aspergillus; Deep-sea derived; antioxidative activity; cyclopiazonic acid; indole alkaloid.

MeSH terms

  • Antioxidants*
  • Aspergillus
  • Fungi
  • Indole Alkaloids*
  • Indoles

Substances

  • Antioxidants
  • Indole Alkaloids
  • Indoles
  • cyclopiazonic acid