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Dihydrochalcone derivatives as promising antifoulants: synthesis, bioactivity evaluation and performance in coatings.

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Název: Dihydrochalcone derivatives as promising antifoulants: synthesis, bioactivity evaluation and performance in coatings.
Autoři: Pereira, Daniela, Lima, Érica, Correia, Danilo, Vasconcelos, Vitor, Pinto, Madalena, Correia-da-Silva, Marta, Almeida, Joana R., Cidade, Honorina
Zdroj: Biofouling; Sep2025, Vol. 41 Issue 8, p798-808, 11p
Témata: DIHYDROCHALCONES, FLAVONOIDS, SURFACE coatings, BIOCHEMISTRY, BIOCIDES, FOULING, CHEMICAL synthesis
Abstrakt: Marine biofouling presents a major challenge for the maritime industry and marine ecosystems, traditionally managed through biocide-based antifouling (AF) coatings. However, the environmental toxicity of these biocides has intensified the search for sustainable, environmentally friendly alternatives. In this study, a novel approach using flavonoid-based compounds as environmentally safe AF agents is presented. Building on the previous identification of the prenylated dihydrochalcone (DH345P), the first reported dihydrochalcone with AF activity, here a series of dihydrochalcone analogues was synthesized and evaluated to further explore the structure-activity relationship studies (SAR). Among the compounds studied, dihydrochalcone (10) emerged as the most effective, exhibiting the best performance regarding anti-settlement activity (EC50 2.34 µM), while remaining non-toxic to A. salina. To assess real-world applicability, compound 10 was incorporated into marine polyurethane (PU)-based coatings, which resulted in significantly reduced mussel larvae adherence compared to blank control coatings. These findings highlight dihydrochalcone-based compounds as a promising scaffold for sustainable AF agents. Considering their AF potential, non-toxic profile and feasible synthesis, flavonoids such as compound 10 might be explored as an alternative for conventional AF biocides, paving the way for greener marine coatings. [ABSTRACT FROM AUTHOR]
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Databáze: Complementary Index
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Abstrakt:Marine biofouling presents a major challenge for the maritime industry and marine ecosystems, traditionally managed through biocide-based antifouling (AF) coatings. However, the environmental toxicity of these biocides has intensified the search for sustainable, environmentally friendly alternatives. In this study, a novel approach using flavonoid-based compounds as environmentally safe AF agents is presented. Building on the previous identification of the prenylated dihydrochalcone (DH345P), the first reported dihydrochalcone with AF activity, here a series of dihydrochalcone analogues was synthesized and evaluated to further explore the structure-activity relationship studies (SAR). Among the compounds studied, dihydrochalcone (10) emerged as the most effective, exhibiting the best performance regarding anti-settlement activity (EC<subscript>50</subscript> 2.34 µM), while remaining non-toxic to A. salina. To assess real-world applicability, compound 10 was incorporated into marine polyurethane (PU)-based coatings, which resulted in significantly reduced mussel larvae adherence compared to blank control coatings. These findings highlight dihydrochalcone-based compounds as a promising scaffold for sustainable AF agents. Considering their AF potential, non-toxic profile and feasible synthesis, flavonoids such as compound 10 might be explored as an alternative for conventional AF biocides, paving the way for greener marine coatings. [ABSTRACT FROM AUTHOR]
ISSN:08927014
DOI:10.1080/08927014.2025.2535419