<p>Marine alga-derived fungal strain КММ 4176 was identified as <i>Aspergillus niveoglaucus</i> based on ITS region <i>BenA</i>, <i>CaM</i> and <i>RPB2</i> gene sequence analysis. The anthraquinone derivatives emodin anthrone (<b>1</b>) and 4-hydroxyemodin anthrone (<b>2</b>), chromone derivative aloesone (<b>3</b>), and indole diketopiperazine alkaloid neoechinulin B (<b>4</b>) were isolated from the ethyl acetate extract of this fungus. In addition, UPLC MS data analysis of the KMM 4176 extract showed the presence of 17 echinulin-family alkaloids, as well as their biogenetic precursor cyclo(<span>l</span>-alanyl-<span>l</span>-tryptophyl) and a number of polyketide compounds. Emodin anthrone and 4-hydroxyemodin anthrone were found as inhibitors of biofilm formation by <i>Staphylococcus aureus</i> with half-maximal inhibitory concentrations (IC<sub>50</sub>) of 5.5 µM and 23.7 µM, respectively. Moreover, emodin anthrone (<b>1</b>) and 4-hydroxyemodin anthrone (<b>2</b>) inhibited staphylococcal sortase A activity with IC<sub>50</sub> of 9.2 µM and 37.6 µM, respectively. Aloesone (<b>3</b>) also inhibited <i>S. aureus</i> biofilm formation but was less active. The first data on neoechinulin B (<b>4</b>) antibiofilm activity and sortase A inhibition were obtained. The positive effects of the isolated compounds on the growth of HaCaT keratinocytes infected with <i>S. aureus</i> were also observed.</p>

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The secondary metabolites of the alga-derived fungus Aspergillus niveoglaucus КММ 4176 and their antimicrobial and antibiofilm activities

  • Nadezhda P. Shlyk,
  • Ekaterina A. Yurchenko,
  • Elena V. Leshchenko,
  • Ekaterina A. Chingizova,
  • Artur R. Chingizov,
  • Viktoria E. Chausova,
  • Natalya N. Kirichuk,
  • Yuliya V. Khudyakova,
  • Mikhail V. Pivkin,
  • Alexandr S. Antonov,
  • Roman S. Popov,
  • Marina P. Isaeva,
  • Anton N. Yurchenko

摘要

Marine alga-derived fungal strain КММ 4176 was identified as Aspergillus niveoglaucus based on ITS region BenA, CaM and RPB2 gene sequence analysis. The anthraquinone derivatives emodin anthrone (1) and 4-hydroxyemodin anthrone (2), chromone derivative aloesone (3), and indole diketopiperazine alkaloid neoechinulin B (4) were isolated from the ethyl acetate extract of this fungus. In addition, UPLC MS data analysis of the KMM 4176 extract showed the presence of 17 echinulin-family alkaloids, as well as their biogenetic precursor cyclo(l-alanyl-l-tryptophyl) and a number of polyketide compounds. Emodin anthrone and 4-hydroxyemodin anthrone were found as inhibitors of biofilm formation by Staphylococcus aureus with half-maximal inhibitory concentrations (IC50) of 5.5 µM and 23.7 µM, respectively. Moreover, emodin anthrone (1) and 4-hydroxyemodin anthrone (2) inhibited staphylococcal sortase A activity with IC50 of 9.2 µM and 37.6 µM, respectively. Aloesone (3) also inhibited S. aureus biofilm formation but was less active. The first data on neoechinulin B (4) antibiofilm activity and sortase A inhibition were obtained. The positive effects of the isolated compounds on the growth of HaCaT keratinocytes infected with S. aureus were also observed.