Antibacterial Activity and Amphidinol Profiling of the Marine Dinoflagellate Amphidinium carterae (Subclade III)

Int J Mol Sci. 2021 Nov 11;22(22):12196. doi: 10.3390/ijms222212196.

Abstract

Microalgae have received growing interest for their capacity to produce bioactive metabolites. This study aimed at characterising the antimicrobial potential of the marine dinoflagellate Amphidinium carterae strain LACW11, isolated from the west of Ireland. Amphidinolides have been identified as cytotoxic polyoxygenated polyketides produced by several Amphidinium species. Phylogenetic inference assigned our strain to Amphidinium carterae subclade III, along with isolates interspersed in different geographic regions. A two-stage extraction and fractionation process of the biomass was carried out. Extracts obtained after stage-1 were tested for bioactivity against bacterial ATCC strains of Staphylococcus aureus, Enterococcus faecalis, Escherichia coli and Pseudomonas aeruginosa. The stage-2 solid phase extraction provided 16 fractions, which were tested against S. aureus and E. faecalis. Fractions I, J and K yielded minimum inhibitory concentrations between 16 μg/mL and 256 μg/mL for both Gram-positive. A targeted metabolomic approach using UHPLC-HRMS/MS analysis applied on fractions G to J evidenced the presence of amphidinol type compounds AM-A, AM-B, AM-22 and a new derivative dehydroAM-A, with characteristic masses of m/z 1361, 1463, 1667 and 1343, respectively. Combining the results of the biological assays with the targeted metabolomic approach, we could conclude that AM-A and the new derivative dehydroAM-A are responsible for the detected antimicrobial bioactivity.

Keywords: Amphidinium carterae; UHPLC-HRMS; amphidinols; antimicrobial activity; marine natural products (MNP); microalgae; minimum bactericidal concentration (MBC); minimum inhibitory concentration (MIC); targeted metabolomics.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Aquatic Organisms / chemistry*
  • Aquatic Organisms / growth & development
  • Bacteria / growth & development*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology*
  • Dinoflagellida / chemistry*
  • Dinoflagellida / growth & development
  • Macrolides / chemistry
  • Macrolides / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Bridged Bicyclo Compounds, Heterocyclic
  • Macrolides
  • amphidinolide A
  • amphidinolide D

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