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Open AccessArticle

Bioactive Molecular Networking for Mapping the Antimicrobial Constituents of the Baltic Brown Alga Fucus vesiculosus

1
GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistry, GEOMAR Helmholtz Centre for Ocean Research Kiel, Am Kiel-Kanal 44, 24106 Kiel, Germany
2
Faculty of Mathematics and Natural Sciences, Kiel University, Christian-Albrechts-Platz 4, 424118 Kiel, Germany
*
Author to whom correspondence should be addressed.
Mar. Drugs 2020, 18(6), 311; https://doi.org/10.3390/md18060311
Received: 18 May 2020 / Revised: 9 June 2020 / Accepted: 10 June 2020 / Published: 13 June 2020
The brown alga Fucus vesiculosus is common to the intertidal zones of the Baltic Sea, where it is exposed to high fouling pressures by microorganisms. Our previous studies showed, repeatedly, the consistent antimicrobial activity of F. vesiculosus crude extracts against human pathogens, while untargeted metabolomics analyses have revealed a variety of metabolites. In this study, we applied the UPLC-QToF-MS/MS-based “bioactive molecular networking” (BMN) concept on the most bioactive n-hexane and n-butanol subextracts of Baltic F. vesiculosus coupled with in silico dereplication tools to identify the compounds responsible for antimicrobial activity. The first antimicrobial cluster identified by BMN was galactolipids. Our targeted isolation efforts for this class led to the isolation of six monogalactosyldiacylglycerol (MGDG) derivatives (16) and one digalactosyldiacylglycerol (DGDG, 7). The MGDGs 5 and 6 and the DGDG 7 exhibited activity against Staphylococcus aureus. The second compound class with high bioactivity was phlorotannins. In particular, phlorethol-type phlorotannins showed high correlations with antimicrobial activity based on the BMN approach, and two phlorotannins (89) were isolated. This study shows that antimicrobial components of F. vesiculosus reside in the algal cell walls and membranes and that BMN provides a complementary tool for the targeted isolation of bioactive metabolites. View Full-Text
Keywords: Fucus vesiculosus; brown alga; bioactive molecular networking; in silico dereplication; metabolomics; antimicrobial; Staphylococcus aureus; galactolipid; MGDG; phlorotannin Fucus vesiculosus; brown alga; bioactive molecular networking; in silico dereplication; metabolomics; antimicrobial; Staphylococcus aureus; galactolipid; MGDG; phlorotannin
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MDPI and ACS Style

Buedenbender, L.; Astone, F.A.; Tasdemir, D. Bioactive Molecular Networking for Mapping the Antimicrobial Constituents of the Baltic Brown Alga Fucus vesiculosus. Mar. Drugs 2020, 18, 311.

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