Please use this identifier to cite or link to this item: https://hdl.handle.net/10216/120265
Author(s): Almeida J.R.
Moreira J.
Pereira D.
Pereira S.
Antunes J.
Palmeira A.
Vasconcelos V.
Pinto M.
Correia-da-Silva M.
Cidade H.
Title: Potential of synthetic chalcone derivatives to prevent marine biofouling
Publisher: Elsevier
Issue Date: 2018
Abstract: Biofouling represents a major economic, environmental and health concern for which new eco-friendly solutions are needed. International legislation has restricted the use of biocidal-based antifouling coatings, and increasing efforts have been applied in the search for environmentally friendly antifouling agents. This research work deals with the assessment of the interest of a series of synthetic chalcone derivatives for antifouling applications. Sixteen chalcone derivatives were synthesized with moderate yields (38–85%). Antifouling bioactivity of these compounds was assessed at different levels of biological organization using both anti-macrofouling and anti-microfouling bioassays, namely an anti-settlement assay using mussel (Mytilus galloprovincialis) larvae, as well as marine bacteria and microalgal biofilms growth inhibition bioassays. Results showed that three compounds (11, 12, and 16) were particularly active against the settlement of mussel larvae (EC50 7.24–34.63 μM), being compounds 12 and 16 also able to inhibit the growth of microfouling species (EC50 4.09–20.31 μM). Moreover, the most potent compounds 12 and 16 were found to be non-toxic to the non-target species Artemia salina (<10% mortality at 25 μM). A quantitative structure-activity relationship model predicted that descriptors describing the ability of molecules to form hydrogen bonds and encoding the shape, branching ratio and constitutional diversity of the molecule were implied in the antifouling activity against the settlement of mussel larvae. This work elucidates for the first time the relevance of synthesizing chalcone derivatives to generate new non-toxic products to prevent marine biofouling. © 2018
Subject: Antifouling paint
Bacteria
Computational chemistry
Hydrogen bonds
Inorganic coatings
Molecules
Molluscs
Synthesis (chemical)
Antifouling
Chalcones
Ecotoxicity
QSAR
Settlement
Biofouling
chalcone derivative
antifouling
bioactivity
biofouling
chemosynthesis
marine environment
synthetic aperture radar
toxicity
alkylation
Artemia salina
Article
atmosphere
biosphere
chemical structure
Cobetia marina
controlled study
Cylindrotheca
EC50
ecotoxicity
fouling organism
fouling prevention
Halomonas
Halomonas aquamarina
hydrogen bond
hydrosphere
LC50
mollusc larva
Mytilus galloprovincialis
nonhuman
priority journal
Pseudoalteromonas
Pseudoalteromonas atlantica
quantitative structure activity relation
Roseobacter
Roseobacter litoralis
synthesis
Vibrio harveyi
Artemia salina
Mytilus galloprovincialis
URI: https://hdl.handle.net/10216/120265
Source: Science of the Total Environment, vol. 643, p. 98-106
Related Information: info:eu-repo/grantAgreement/FCT/5876/147268/PT
Document Type: Artigo em Revista Científica Internacional
Rights: restrictedAccess
Appears in Collections:CIIMAR - Artigo em Revista Científica Internacional

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