Design and Biological Evaluation of Antifouling Dihydrostilbene Oxime Hybrids

Type Article
Date 2018-04
Language English
Author(s) Moodie Lindon W. K.1, 2, Cervin Gunnar3, Trepos RozennORCID4, Labriere Christophe1, Hellio Claire4, Pavia Henrik3, Svenson Johan1, 5
Affiliation(s) 1 : UiT Arctic Univ Norway, Dept Chem, N-9037 Tromso, Norway.
2 : Umea Univ, Dept Chem, SE-90187 Umea, Sweden.
3 : Univ Gothenburg, Dept Marine Sci Tjarno, SE-45296 Stromstad, Sweden.
4 : Univ Bretagne Occidentale, Biodimar LEMAR UMR 6539, Rue Dumont dUrville, F-29280 Plouzane, France.
5 : RISE Res Inst Sweden, Dept Chem Mat & Surfaces, Box 857, SE-50115 Boras, Sweden.
Source Marine Biotechnology (1436-2228) (Springer), 2018-04 , Vol. 20 , N. 2 , P. 257-267
DOI 10.1007/s10126-018-9802-z
WOS© Times Cited 9
Keyword(s) Antifouling, Dihydrostilbene, Batatasin, Oxime, Ianthelline, Hybrid
Abstract

By combining the recently reported repelling natural dihydrostilbene scaffold with an oxime moiety found in many marine antifoulants, a library of nine antifouling hybrid compounds was developed and biologically evaluated. The prepared compounds were shown to display a low antifouling effect against marine bacteria but a high potency against the attachment and growth of microalgae down to MIC values of 0.01 mu g/mL for the most potent hybrid. The mode of action can be characterized as repelling via a reversible non-toxic biostatic mechanism. Barnacle cyprid larval settlement was also inhibited at low mu g/mL concentrations with low levels or no toxicity observed. Several of the prepared compounds performed better than many reported antifouling marine natural products. While several of the prepared compounds are highly active as antifoulants, no apparent synergy is observed by incorporating the oxime functionality into the dihydrostilbene scaffold. This observation is discussed in light of recently reported literature data on related marine natural antifoulants and antifouling hybrids as a potentially general strategy for generation of improved antifoulants.

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