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Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues
UiT The Arctic University of Norway, Tromsø, Norway.
Université de Bretagne Occidentale, Plouzané, France.
University of Gothenburg, Strömstad, Sweden.
UiT The Arctic University of Norway, Tromsø, Norway.
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2017 (English)In: Journal of natural products (Print), ISSN 0163-3864, E-ISSN 1520-6025, Vol. 80, no 7, 2001-2011 p.Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
2017. Vol. 80, no 7, 2001-2011 p.
National Category
Natural Sciences
Identifiers
URN: urn:nbn:se:ri:diva-30261DOI: 10.1021/acs.jnatprod.7b00129Scopus ID: 2-s2.0-85026529283OAI: oai:DiVA.org:ri-30261DiVA: diva2:1130881
Note

This work was partly supported with grants from theNorwegian Research Council (ES508288), and J.S. andL.W.K.M. are grateful for the support. J.S. was furthersupported by a VINNMER M.C. incoming grant fromVINNOVA (grant. 2014-01435). H.P. and G.C. weresupported by the Centre for Marine Chemical Ecology(http://www.cemace.science.gu.se) at the University of Gothenburg.C.H. and R.T. were supported by Biogenouest (http://www.biogenouest.org) at the University of Western Brittany.The authors are grateful to the New Zealand Ministry ofBusiness, Innovation and Employment (MBIE) for funding theBiocide Tool Box research program (UOAX1410), whichsupported P.C.’s involvement in this research. R. A.Ingebrigtsen (UiT The Arctic University of Norway) and J.Lehmuskallio (http://www.luontoportti.com) are acknowledgedfor providing the microalgae and crowberry images.The authors would also like to thank E. Raasholm for providingthe comparison of juglone vs batatasin-III interference capacityon lettuce roots and S. Kaino, E. Robertsen, and C. Weber(UiT The Arctic University of Norway) for their help on thelettuce seedling experiment.

Available from: 2017-08-11 Created: 2017-08-11 Last updated: 2017-08-11Bibliographically approved

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