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Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues

Permanent link
https://hdl.handle.net/10037/13379
DOI
https://doi.org/10.1021/acs.jnatprod.7b00129
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Date
2017-06-21
Type
Journal article
Tidsskriftartikkel
Peer reviewed

Author
Moodie, Lindon; Trepos, Rozenn; Cervin, Gunnar; Bråthen, Kari Anne; Lindgård, Bente; Reiersen, Rigmor; Cahill, Patrick; Pavia, Henrik; Hellio, Claire; Svenson, Johan
Abstract
The current study reports the first comprehensive evaluation of a class of allelopathic terrestrial natural products as antifoulants in a marine setting. To investigate the antifouling potential of the natural dihydrostilbene scaffold, a library of 22 synthetic dihydrostilbenes with varying substitution patterns, many of which occur naturally in terrestrial plants, were prepared and assessed for their antifouling capacity. The compounds were evaluated in an extensive screen against 16 fouling marine organisms. The dihydrostilbene scaffold was shown to possess powerful general antifouling effects against both marine microfoulers and macrofoulers with inhibitory activities at low concentrations. The species of microalgae examined displayed a particular sensitivity toward the evaluated compounds at low ng/mL concentrations. It was shown that several of the natural and synthetic compounds exerted their repelling activities via nontoxic and reversible mechanisms. The activities of the most active compounds such as 3,5-dimethoxybibenzyl (5), 3,4-dimethoxybibenzyl (9), and 3-hydroxy-3′,4,5′-trimethoxybibenzyl (20) were comparable to the commercial antifouling booster biocide Sea-nine, which was employed as a positive control. The investigation of terrestrial allelopathic natural products to counter marine fouling represents a novel strategy for the design of “green” antifouling technologies, and these compounds offer a potential alternative to traditional biocidal antifoulants.
Description
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Natural Products, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.jnatprod.7b00129.
Publisher
American Chemical Society
Citation
Moodie, L.W.K., Treops, R., Cervin, G., Bråthe, K.A., Lindgård, B., Reiersen, R., ... Svenson, J. (2017). Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues. Journal of Natural Products, 80(7), 2001-2011. https://doi.org/10.1021/acs.jnatprod.7b00129
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