Asperflaloids A and B from Aspergillus flavipes DZ-3, an Endophytic Fungus of Eucommia ulmoides Oliver

Molecules. 2021 Jun 9;26(12):3514. doi: 10.3390/molecules26123514.

Abstract

The fungus strain DZ-3 was isolated from twigs of the well-known medicinal plant Eucommia ulmoides Oliver and identified as Aspergillus flavipes. Two new alkaloids, named asperflaloids A and B (1 and 2), together with 10 known compounds (3-12) were obtained from the EtOAc extract of the strain. Interestingly, the alkaloids 1-4 with different frameworks are characterized by the presence of the same anthranilic acid residue. The structures were established by detailed analyses of the spectroscopic data. The absolute configuration of asperflaloids A and B was resolved by quantum chemistry calculation. All compounds were screened for their inhibitions against α-glucosidase and the antioxidant capacities. The results were that compound 3 had an IC50 value of 750.8 μM toward α-glucosidase, and the phenol compounds 7 and 8 exhibited potent antioxidant capacities with IC50 values 14.4 and 27.1 μM respectively.

Keywords: Aspergillus flavipes DZ-3; asperflaloids A and B; bioactivity; structural identification.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Aspergillus / chemistry*
  • Eucommiaceae / microbiology*
  • alpha-Glucosidases / chemistry*
  • alpha-Glucosidases / metabolism

Substances

  • Alkaloids
  • Antioxidants
  • alpha-Glucosidases

Supplementary concepts

  • Aspergillus flavipes