Furobenzotropolones A, B and 3-Hydroxyepicoccone B with Antioxidative Activity from Mangrove Endophytic Fungus Epicoccum nigrum MLY-3

Mar Drugs. 2021 Jul 14;19(7):395. doi: 10.3390/md19070395.

Abstract

Three new metabolites, furobenzotropolones A, B (1-2) with unusual benzene and dihydrofuran moieties and 3-hydroxyepicoccone B (3), together with seven known compounds (4-10) were obtained from the endophytic fungus Epicoccum nigrum MLY-3 isolated from the fresh leaf of mangrove plant Bruguiear gymnorrhiza collected from Zhuhai. Their structures were assigned by the analysis of UV, IR, NMR, and mass spectroscopic data. Compound 1 was further confirmed by single-crystal X-ray diffraction experiment using Cu Kα radiation. In antioxidant activities in vitro, compounds 2, 3, 5, and 8 showed promising DPPH· scavenging activity with IC50 values ranging from 14.7 to 29.3 µM. Compounds 2, 3, 5, 7, and 8 exhibited promising potent activity in scavenging ABTS· with IC50 values in the range of 18-29.2 µM, which was stronger than that of the positive control ascorbic acid (IC50 = 33.6 ± 0.8 µM).

Keywords: ABTS· scavenging activity; DPPH· scavenging activity; Epicoccum nigrum; furobenzotropolone; mangrove endophytic fungus.

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Ascomycota*
  • Biphenyl Compounds
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Picrates
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Plant Leaves / microbiology
  • Tropolone / chemistry
  • Tropolone / pharmacology*
  • Wetlands

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Picrates
  • Piperazines
  • epicoccin G
  • Tropolone
  • 1,1-diphenyl-2-picrylhydrazyl

Supplementary concepts

  • Epicoccum nigrum