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Probing the Structure-Activity Relationship of the Natural Antifouling Agent Polygodial against both Micro- and Macrofoulers by Semisynthetic Modification

Artikel i vetenskaplig tidskrift
Författare L. W. K. Moodie
R. Trepos
Gunnar Cervin
L. Larsen
D. S. Larsen
Henrik Pavia
C. Hellio
P. Cahill
J. Svenson
Publicerad i Journal of Natural Products
Volym 80
Nummer/häfte 2
Sidor 515-525
ISSN 0163-3864
Publiceringsår 2017
Publicerad vid Institutionen för marina vetenskaper
Sidor 515-525
Språk en
Ämnesord barnacle balanus-improvisus, resistant cancer-cells, drimane, sesquiterpenoids, saccharomyces-cerevisiae, ciona-intestinalis, antimicrobial peptides, bacterial attachment, nordrimane compounds, antifeedant activity, synthetic analogs, Plant Sciences, Pharmacology & Pharmacy, icago, il, v13, p6742
Ämneskategorier Zoologi

Sammanfattning

The current study represents the first comprehensive investigation into the general antifouling activities of the natural drimane sesquiterpene polygodial. Previous studies have highlighted a high antifouling effect toward macrofoulers, such as ascidians, tubeworms, and mussels, but no reports about the general antifouling effect of polygodial have been communicated before. To probe the structural and chemical basis for antifouling activity, a library of 11 polygodial analogues was prepared by semisynthesis. The library was designed to yield derivatives with ranging polarities and the ability to engage in both covalent and noncovalent interactions, while still remaining within the drimane sesquiterpene scaffold. The prepared compounds were screened against 14 relevant marine micro- and macrofouling species. Several of the polygodial analogues displayed inhibitory activities at sub-microgram/mL concentrations. These antifouling effects were most pronounced against the macrofouling ascidian Ciona savignyi and the barnacle Balanus improvisus, with inhibitory activities observed for selected compounds comparable or superior to several commercial antifouling products. The inhibitory activity against the microfouling bacteria and microalgae was reversible and significantly less pronounced than for the macrofoulers. This study illustrates that the macro- and microfoulers are targeted by the compounds via different mechanisms.

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Denna text är utskriven från följande webbsida:
http://www.gu.se/forskning/publikation/?publicationId=251604
Utskriftsdatum: 2020-05-27