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Bacteria in porous media, such as soils, aquifers, and filters, often form surface-attached communities known as biofilms. Biofilms are affected by fluid flow through the porous medium, for example, for nutrient supply, and they, in turn, affect the flow. A striking example of this interplay is the strong intermittency in flow that can occur when biofilms nearly clog the porous medium. Intermittency manifests itself as the rapid opening and slow closing of individual preferential flow paths (PFPs) through the biofilm-porous medium structure, leading to continual spatiotemporal rearrangement. The drastic changes to the flow and mass transport induced by intermittency can affect the functioning and efficiency of natural and industrial systems. Yet, the mechanistic origin of intermittency remains unexplained. Here, we show that the mechanism driving PFP intermittency is the competition between microbial growth and shear stress. We combined microfluidic experiments quantifying Bacillus subtilis biofilm formation and behavior in synthetic porous media for different pore sizes and flow rates with a mathematical model accounting for flow through the biofilm and biofilm poroelasticity to reveal the underlying mechanisms. We show that the closing of PFPs is driven by microbial growth, controlled by nutrient mass flow. Opposing this, we find that the opening of PFPs is driven by flow-induced shear stress, which increases as a PFP becomes narrower due to microbial growth, causing biofilm compression and rupture. Our results demonstrate that microbial growth and its competition with shear stresses can lead to strong temporal variability in flow and transport conditions in bioclogged porous media.
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Bacillus subtilis , Biofilmes , Estresse Mecânico , Bacillus subtilis/crescimento & desenvolvimento , Meios de Cultura , Modelos Teóricos , PorosidadeRESUMO
Antarctica, an isolated and long considered pristine wilderness, is becoming increasingly exposed to the negative effects of ship-borne human activity, and especially the introduction of invasive species. Here, we provide a comprehensive quantitative analysis of ship movements into Antarctic waters and a spatially explicit assessment of introduction risk for nonnative marine species in all Antarctic waters. We show that vessels traverse Antarctica's isolating natural barriers, connecting it directly via an extensive network of ship activity to all global regions, especially South Atlantic and European ports. Ship visits are more than seven times higher to the Antarctic Peninsula (especially east of Anvers Island) and the South Shetland Islands than elsewhere around Antarctica, together accounting for 88% of visits to Southern Ocean ecoregions. Contrary to expectations, we show that while the five recognized "Antarctic Gateway cities" are important last ports of call, especially for research and tourism vessels, an additional 53 ports had vessels directly departing to Antarctica from 2014 to 2018. We identify ports outside Antarctica where biosecurity interventions could be most effectively implemented and the most vulnerable Antarctic locations where monitoring programs for high-risk invaders should be established.
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Ecossistema , Navios , Meios de Transporte , Regiões Antárticas , Geografia , Espécies IntroduzidasRESUMO
Inter-individual transmission of cancer cells represents a unique form of microparasites increasingly reported in marine bivalves. In this study, we sought to understand the ecology of the propagation of Mytilus trossulus Bivalve Transmissible Neoplasia 2 (MtrBTN2), a transmissible cancer affecting four Mytilus mussel species worldwide. We investigated the prevalence of MtrBTN2 in the mosaic hybrid zone of M. edulis and M. galloprovincialis along the French Atlantic coast, sampling contrasting natural and anthropogenic habitats. We observed a similar prevalence in both species, probably due to the spatial proximity of the two species in this region. Our results showed that ports had higher prevalence of MtrBTN2, with a possible hotspot observed at a shuttle landing dock. No cancer was found in natural beds except for two sites close to the hotspot, suggesting spillover. Ports may provide favourable conditions for the transmission of MtrBTN2, such as high mussel density, stressful conditions, sheltered and confined shores or buffered temperatures. Ships may also spread the disease through biofouling. Our results suggest ports may serve as epidemiological hubs, with maritime routes providing artificial gateways for MtrBTN2 propagation. This highlights the importance of preventing biofouling on docks and ship hulls to limit the spread of marine pathogens hosted by fouling species.
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Mytilus , Neoplasias , Animais , Neoplasias/epidemiologiaRESUMO
Understanding the magnitude of biosecurity risks in aquatic environments is increasingly complex and urgent because increasing volumes of international shipping, rising demand for aquaculture products, and growth in the global aquarium trade, are accelerating invasive alien species spread worldwide. These threats are especially pressing amid climate and biodiversity crises. However, global and national biosecurity systems are poorly prepared to respond because of fragmented research and policy environments, that often fail to account for risks across sectors or across stakeholder needs and fail to recognize similarities in the processes underpinning biological invasions. In the present article, we illustrate the complex network of links between biosecurity threats across human, animal, plant, and environment sectors and propose a universal approach to risk assessment. One Biosecurity is a holistic, interdisciplinary approach that minimizes biosecurity risks across human, animal, plant, algal, and ecosystem health and is critical to reduce redundancy and increase cross-sectoral cohesion to improve policy, management, and research in aquatic biosecurity.
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The hormone Neuropeptide Y (NPY) plays critical roles in feeding, satiety, obesity, and weight control. However, its complex peptide structure has hindered the development of fast and biocompatible detection methods. Previous studies utilizing electrochemical techniques with carbon fiber microelectrodes (CFMEs) have targeted the oxidation of amino acid residues like tyrosine to measure peptides. Here, we employ the modified sawhorse waveform (MSW) to enable voltammetric identification of NPY through tyrosine oxidation. Use of MSW improves NPY detection sensitivity and selectivity by reducing interference from catecholamines like dopamine, serotonin, and others compared to the traditional triangle waveform. The technique utilizes a holding potential of -0.2 V and a switching potential of 1.2 V that effectively etches and renews the CFME surface to simultaneously detect NPY and other monoamines with a sensitivity of 5.8 ± 0.94 nA/µM (n = 5). Furthermore, we observed adsorption-controlled, subsecond NPY measurements with CFMEs and MSW. The effective identification of exogenously applied NPY in biological fluids demonstrates the feasibility of this methodology for in vivo and ex vivo studies. These results highlight the potential of MSW voltammetry to enable fast, biocompatible NPY quantification to further elucidate its physiological roles.
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Técnicas Eletroquímicas , Neuropeptídeo Y , Neuropeptídeo Y/análise , Técnicas Eletroquímicas/métodos , Técnicas Eletroquímicas/instrumentação , Microeletrodos , Humanos , Oxirredução , Fibra de Carbono/química , Tirosina/análise , Tirosina/química , AnimaisRESUMO
This study investigates the field of antifouling membranes for water filtration and desalination applications, specifically focusing on two-dimensional materials. The study examines the importance of these membranes in the context of climate change and its effects on coastal ecosystems. The occurrence of biofouling in seawater desalination membranes is closely connected to intricate processes influenced by factors such as water quality, microbial communities, hydrodynamics, and membrane properties. Microorganism adhesion initiates the process, which then advances into irreversible attachment and the creation of biofilm. Detached pieces contribute to the perpetuation of fouling. Biofouling is caused by a variety of biomaterials and organics, including bacteria, extracellular polymeric substances (EPS), proteins, and humic compounds. Innovative methods such as surface alterations using two-dimensional materials like graphene and graphene oxide, as well as the use of biofouling-resistant materials, provide promising possibilities. These materials have antifouling characteristics, making them environmentally beneficial options that reduce the need for chemical cleaning. Their application improves the water treatment process by preventing fouling and enhancing membrane performance. Real-world research applications can enhance and optimize these tactics to effectively reduce biofouling in seawater desalination systems, hence improving efficiency and sustainability. This is particularly important in light of climate change and its impact on coastal ecosystems. The findings obtained from the literature review emphasise the utmost significance of tackling biofouling in the face of a changing environment, particularly with regard to microorganisms. Important factors to consider are the selection of coating materials, the implementation of environmentally friendly cleaning solutions made from natural chemicals, and the improvement of pretreatment systems. Green cleaning agents are important eco-friendly alternatives to typical biocides, as they possess antibacterial, antifungal, and antifouling capabilities. Given the existence of climate change, these observations serve as a basis for promoting environmentally friendly methods in water treatment technology.
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Incrustação Biológica , Purificação da Água , Biofilmes/efeitos dos fármacos , Incrustação Biológica/prevenção & controle , Mudança Climática , Filtração/métodos , Membranas Artificiais , Água do Mar/química , Água do Mar/microbiologia , Purificação da Água/métodosRESUMO
Biofouling in membrane distillation (MD) has several repercussions, including reduced efficiency of the MD process and limiting membrane life. Additionally, the evaluation of MD biofouling using treated effluents from wastewater treatment plants remains an unexplored area. Thus, biofouling formation and development in a long term MD process (15 days) using treated effluent from a wastewater treatment plant was explored in this study. The results revealed that flux decline occurred in four phases: i) initial decline (0-1 d), ii) gradual decline (1-5 d), iii) progressive decline (5-10 d), and iv) rapid decline (10-15 d). Liquid Chromatography-Organic Carbon Detection (LC-OCD) analysis demonstrated that the treated effluent contained humic-like substances, which deposited on the membrane surface in phase 1. Whereas biopolymers development on the membrane surface in phase 2 and 3 was linked to biofouling. Microbial community analysis revealed that the initial colonisers were predominantly thermophilic bacteria, which were different from the microbial community of the treated effluent. The biofilm-forming bacteria included Schlegelella, Meiothermus, and Vulcaniibacterium. These microorganisms proliferate and release excessive extracellular polymeric substances (EPS), leading to the development of mature biofilm on membrane surface. This helped in the deposition of organics and inorganics from the bulk feed, which led to microbial community succession in phase 4 with the emergence of the Kallotenue genus. The results suggested that organic substances and microbial communities on membrane surface at different stages in a long-term MD process had a significant influence on MD performance for high-quality wastewater reuse.
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The identification and management of biofouling remain pressing challenges in marine and freshwater ecosystems, with significant implications for environmental sustainability and industrial operations. This comprehensive review synthesizes the current state-of-the-art in biofouling identification technologies, examining eight prominent methodologies: Microscopy Examination, Molecular Biology, Remote Sensing, Community Involvement, Ecological Methods, Artificial Intelligence, Chemical Analysis, and Macro Photography. Each method is evaluated for its respective advantages and disadvantages, considering factors such as precision, scalability, cost, and data quality. Furthermore, the review identifies current obstacles that inhibit the optimal utilization of these technologies, ranging from technical limitations and high operational costs to issues of data inconsistency and subjectivity. Finally, the review posits a future outlook, advocating for the development of integrated, standardized systems that amalgamate the strengths of individual approaches. Such advancement will pave the way for more effective and sustainable strategies for biofouling identification and management.
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Incrustação Biológica , Incrustação Biológica/prevenção & controle , Biofilmes , Ecossistema , Inteligência ArtificialRESUMO
Updated understanding on the effect of biofouling on corrosion rate is needed to protect marine structures as climate change is altering seawater physiochemistry and biofouling organism distribution. Multi-disciplinary techniques can improve understanding of biofouling development and associated corrosion rates on metals immersed in natural seawater (NSW). In this study, the development of biofouling and corrosion on welded Nickel Aluminium Bronze (NAB) was investigated through long-term immersion tests in NSW, simulated seawater (SSW) and air. Biofouling was affected by geographic location within the marina and influenced corrosion extent. The corrosion rate of NAB was accelerated in the initial months of exposure in NSW (1.27 mm.yr-1) and then settled to 0.11 mm.yr-1 (annual average). This was significantly higher than the 0.06 mm.yr-1 corrosion rate measured in SSW, which matched published rates. The results suggest that corrosion rates for cast NAB should be revised to take account of biofouling and updated seawater physiochemistry.
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Incrustação Biológica , Biofilmes , Alumínio/química , Níquel , Corrosão , Água do Mar/químicaRESUMO
Thermal bubble-driven micro-pumps are an upcoming micro-actuator technology that can be directly integrated into micro/mesofluidic channels, have no moving parts, and leverage existing mass production fabrication approaches. These micro-pumps consist of a high-power micro-resistor that boils fluid in microseconds to create a high-pressure vapor bubble which performs mechanical work. As such, these micro-pumps hold great promise for micro/mesofluidic systems such as lab-on-a-chip technologies. However, to date, no current work has studied the interaction of these micro-pumps with biofluids such as blood and protein-rich fluids. In this study, the effects of organic fouling due to egg albumin and bovine whole blood are characterized using stroboscopic high-speed imaging and a custom deep learning neural network based on transfer learning of RESNET-18. It was found that the growth of a fouling film inhibited vapor bubble formation. A new metric to quantify the extent of fouling was proposed using the decrease in vapor bubble area as a function of the number of micro-pump firing events. Fouling due to egg albumin and bovine whole blood was found to significantly degrade pump performance as well as the lifetime of thermal bubble-driven micro-pumps to less than 104 firings, which may necessitate the use of protective thin film coatings to prevent the buildup of a fouling layer.
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Incrustação Biológica , Incrustação Biológica/prevenção & controle , Animais , Bovinos , Albuminas , Dispositivos Lab-On-A-Chip , Soroalbumina Bovina/químicaRESUMO
Our research focuses on developing environmentally friendly biodegradable ultrafiltration (UF) membranes for small-scale water purification in areas lacking infrastructure or during emergencies. To address biofouling challenges without resorting to harmful chemicals, we incorporate bio-based extracts, such as methyl gallate from A. occidentale leaves, a Malaysian ulam herb, known for its quorum sensing inhibition (QSI) properties. The methyl gallate enriched extract was purified by solvent partitioning and integrated into cellulose-based UF membranes (0 to 7.5% w w-1) through phase inversion technique. The resulting membranes exhibited enhanced anti-organic fouling and anti-biofouling properties, with flux recovery ratio (FRR) of 87.84 ± 2.00% against bovine serum albumin and FRRs of 76.67 ± 1.89% and 69.57 ± 1.77% against E. coli and S. aureus, respectively. The CA/MG-5 membrane showed a 224% improvement in pure water flux (PWF) compared to the neat CA membrane. Our innovative approach significantly improves PWF, presenting an environmentally friendly method for biofouling prevention in UF membrane applications.
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Anacardium , Incrustação Biológica , Escherichia coli , Membranas Artificiais , Extratos Vegetais , Ultrafiltração , Purificação da Água , Incrustação Biológica/prevenção & controle , Ultrafiltração/métodos , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Escherichia coli/efeitos dos fármacos , Anacardium/química , Purificação da Água/métodos , Staphylococcus aureus/efeitos dos fármacos , Ácido Gálico/análogos & derivados , Ácido Gálico/farmacologia , Ácido Gálico/química , Soroalbumina Bovina/químicaRESUMO
Despite the Baltic Sea being one of the most intensive shipping regions in the world the potential magnitude of the biofouled hulls in this region is unknown. This study estimated the biofouling load to Baltic Sea Region (BSR) based on the wetted surface area (WSA) method with regard to country, ship type and donor bioregion. WSA flux reached 656 km2, of which 86% was associated with ships operating inside and 14% was WSA flux brought by ships from outside of the Baltic Sea. Most of the WSA was transported to Swedish, Finnish and Danish ports as well. The highest WSA flux was assigned to roll-on/roll-off, passenger and general cargo ships. The high biofouling potential in BSR indicates a potential high risk to the environment and, therefore there is an urgent need for appropriate guidelines to be introduced into daily use by the commercial shipping community.
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Incrustação Biológica , Oceanos e Mares , Navios , Incrustação Biológica/prevenção & controle , Água do MarRESUMO
To improve the durability of the photobioreactor antibiofouling surface for microalgal cultivation, a series of photoreactive poly(2,2,2-trifluoroethyl methacrylate) (PTFEMA) were successfully synthesized and used to modify ethylene-vinyl acetate (EVA) films by a surface coating and UV light grafting method. Fourier transform infrared (FT-IR) spectra, X-ray photoelectron spectroscopy analysis (XPS) and fluorescence microscopy results indicated that PTFEMA were fixed successfully onto the EVA film surface through a covalent bond. During the microalgal adhesion assay, the number of EVA-PTFEMA film-adhered microalgae was 41.4% lower than that of the EVA film. Moreover, the number of microalgae attached to the EVA-PTFEMA film decreased by 61.7% after cleaning, while that of EVA film decreased by only 49.1%. It was found that the contact angle of EVA-PTFEMA film surface increased, and remained stable when immersed in acid and alkali solution for up to 90 days. HIGHLIGHTSDurable photobioreactor antibiofouling surfaces for microalgal cultivation were prepared successfully.The contact angle of antibiofouling coating surface remained stable in acid and base environment for 90 days.The attached microalgae on antibiofouling surface decreased 41.4% than those of unmodified surface.The attached microalgae on antibiofouling surface could be cleaned by 61.7% through changing the flow velocity of microalgal suspension.
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Quorum quenching (QQ) by cell entrapping beads (CEBs) is known to inhibit biofouling by its biological and physical cleaning effect. Although there are better QQ media reported, due to the ease of fabrication of QQ-CEBs, this study focused on improving the quality of CEBs by comparing two distinct bead-making methods - polyvinyl alcohol-alginate (PVA-alginate) and phase inversion - and on finding the optimum concentration of QQ bacteria in the CEBs. The evaluation of PVA-alginate bead showed better uniformity, and higher mechanical and chemical strength in comparison with the phase inversion bead. Through the operations of two control membrane bioreactors (MBRs) (no bead, vacant bead) and four QQ-MBRs with different Rhodococcus sp. BH4 concentrations (2.5-15 mg cell ml-1) in PVA-alginate CEBs, the maximum QQ effect was observed by 5 mg ml-1 BH4 concentration beads. This implies that an optimum cell concentration of QQ-CEBs is crucial to economically improve MBR performance using QQ.
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Incrustação Biológica , Percepção de Quorum , Incrustação Biológica/prevenção & controle , Biofilmes , Membranas Artificiais , Bactérias , Alginatos , Reatores Biológicos/microbiologia , Álcool de PolivinilRESUMO
Marine biofouling is a major concern for the maritime industry, environment, and human health. Biocides which are currently used in marine coatings to prevent this phenomenon are toxic to the marine environment, and therefore a search for antifoulants with environmentally safe properties is needed. A large number of scientific papers have been published showing natural and synthetic compounds with potential to prevent the attachment of macro- and microfouling marine organisms on submerged surfaces. Flavonoids are a class of compounds which are highly present in nature, including in marine organisms, and have been found in a wide range of biological activities. Some natural and synthetic flavonoids have been evaluated over the last few years for their potential to prevent the settlement and/or the growth of marine organisms on submerged structures, thereby preventing marine biofouling. This review compiles, for the first-time, natural flavonoids as well as their synthetic analogues with attributed antifouling activity against macrofouling and microfouling marine organisms.
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Incrustação Biológica , Desinfetantes , Humanos , Incrustação Biológica/prevenção & controle , Organismos Aquáticos , Desinfetantes/farmacologiaRESUMO
Marine biofouling, caused by the deposition and accumulation of marine organisms on submerged surfaces, represents a huge concern for the maritime industries and also contributes to environmental pollution and health concerns. The most effective way to prevent this phenomenon is the use of biocide-based coatings which have proven to cause serious damage to marine ecosystems. Several research groups have focused on the search for new environmentally friendly antifoulants, including marine and terrestrial natural products and synthetic analogues. Some of these compounds have been incorporated into marine coatings and display interesting antifouling activities caused by the interference with the biofilm-forming species as well as by the inhibition of the settlement of macroorganisms. This review highlights the proof-of-concept studies of emerging natural or synthetic antifouling compounds in coatings, from lab-made to commercial ones, performed between 2019 and 2023 and their results in the field or in in vivo laboratorial tests.
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Organismos Aquáticos , Incrustação Biológica , Produtos Biológicos , Incrustação Biológica/prevenção & controle , Produtos Biológicos/farmacologia , Animais , Biofilmes/efeitos dos fármacos , Desinfetantes/farmacologia , HumanosRESUMO
Anaerobic membrane bioreactor (AnMBR) for wastewater treatment has attracted much interest due to its efficacy in providing high-quality effluent with minimal energy costs. However, membrane biofouling represents the main bottleneck for AnMBR because it diminishes flux and necessitates frequent replacement of membranes. In this study, we assessed the feasibility of combining bacteriophages and UV-C irradiation to provide a chemical-free approach to remove biofoulants on the membrane. The combination of bacteriophage and UV-C resulted in better log cells removal and ca. 2× higher extracellular polymeric substance (EPS) concentration reduction in mature biofoulants compared to either UV-C or bacteriophage alone. The cleaning mechanism behind this combined approach is by 1) reducing the relative abundance of Acinetobacter spp. and selected bacteria (e.g., Paludibacter, Pseudomonas, Cloacibacterium, and gram-positive Firmicutes) associated with the membrane biofilm and 2) forming cavities in the biofilm to maintain water flux through the membrane. When the combined treatment was further compared with the common chemical cleaning procedure, a similar reduction on the cell numbers was observed (1.4 log). However, the combined treatment was less effective in removing EPS compared with chemical cleaning. These results suggest that the combination of UV-C and bacteriophage have an additive effect in biofouling reduction, representing a potential chemical-free method to remove reversible biofoulants on membrane fitted to an AnMBR.
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Bacteriófagos/fisiologia , Biofilmes/crescimento & desenvolvimento , Incrustação Biológica/prevenção & controle , Reatores Biológicos/microbiologia , Membranas/química , Raios Ultravioleta , Purificação da Água/métodos , Anaerobiose , Bactérias/virologia , Biofilmes/efeitos da radiação , Membranas/efeitos da radiação , Membranas/virologia , Águas Residuárias/químicaRESUMO
Marine biofouling remains a huge concern for maritime industries and for environmental health. Although the current biocide-based antifouling coatings can prevent marine biofouling, their use has been associated with toxicity for the marine environment, being urgent to find sustainable alternatives. Previously, our research group has identified a prenylated chalcone (1) with promising antifouling activity against the settlement of larvae of the macrofouling species Mytilus galloprovincialis (EC50 = 16.48⯵M and LC50 > 200⯵M) and lower ecotoxicity when compared to Econea®, a commercial antifouling agent in use. Herein, a series of chalcone 1 analogues were designed and synthesized in order to obtain optimized antifouling compounds with improved potency while maintaining low ecotoxicity. Compounds 8, 15, 24, and 27 showed promising antifouling activity against the settlement of M. galloprovincialis larvae, being dihydrochalcone 27 the most potent. The effect of compound 24 was associated with the inhibition of acetylcholinesterase activity. Among the synthesized compounds, compound 24 also showed potent complementary activity against Navicula sp. (EC50 = 4.86⯵M), similarly to the lead chalcone 1 (EC50 = 6.75⯵M). Regarding the structure-activity relationship, the overall results demonstrate that the substitution of the chalcone of the lead compound 1 by a dihydrochalcone scaffold resulted in an optimized potency against the settlement of mussel larvae. Marine polyurethane (PU)-based coatings containing the best performed compound concerning anti-settlement activity (dihydrochalcone 27) were prepared, and mussel larvae adherence was reduced compared to control PU coatings.
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Incrustação Biológica , Larva , Mytilus , Animais , Incrustação Biológica/prevenção & controle , Larva/efeitos dos fármacos , Mytilus/efeitos dos fármacos , Chalconas/farmacologia , Chalconas/química , Relação Estrutura-Atividade , Chalcona/farmacologia , Chalcona/análogos & derivados , Chalcona/química , Desinfetantes/toxicidade , Desinfetantes/farmacologiaRESUMO
Due to the adverse environmental impacts of toxic heavy metal-based antifoulants, the screening of environmentally friendly antifoulants has become important for the development of marine antifouling technology. Compared with the traditional lengthy and costly screening method, computer-aided drug design (CADD) offers a promising and efficient solution that can accelerate the screening process of green antifoulants. In this study, we selected barnacle chitin synthase (CHS, an important enzyme for barnacle settlement and development) as the target protein for docking screening. Three CHS genes were identified in the barnacle Amphibalanus amphitrite, and their encoded proteins were found to share a conserved glycosyltransferase domain. Molecular docking of 31,561 marine natural products with AaCHSs revealed that zoanthamine alkaloids had the best binding affinity (-11.8 to -12.6â¯kcal/mol) to AaCHSs. Considering that the low abundance of zoanthamine alkaloids in marine organisms would limit their application as antifoulants, a marine fungal-derived natural product, mycoepoxydiene (MED), which has a similar chemical structure to zoanthamine alkaloids and the potential for large-scale production by fermentation, was selected and validated for stable binding to AaCHS2L2 using molecular docking and molecular dynamics simulations. Finally, the efficacy of MED in inhibiting cyprid settlement of A. amphitrite was confirmed by a bioassay that demonstrated an EC50 of 1.97⯵g/mL, suggesting its potential as an antifoulant candidate. Our research confirmed the reliability of using AaCHSs as antifouling targets and has provided insights for the efficient discovery of green antifoulants by CADD.
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Alcaloides , Incrustação Biológica , Thoracica , Animais , Quitina Sintase/genética , Quitina Sintase/metabolismo , Simulação de Acoplamento Molecular , Reprodutibilidade dos Testes , Incrustação Biológica/prevenção & controle , Alcaloides/farmacologia , LarvaRESUMO
The red algal genus Portieria is a prolific producer of halogenated monoterpenoids. In this study, we isolated and characterised monoterpenoids from the Okinawan red algae Portieria hornemannii. A new polyhalogenated cyclic monoterpenoid, 2(R)-chloro-1,6(S)-dibromo-3(8)(Z)-ochtoden-4(R)-ol (1), along with three known monoterpenoids, (2R,3(8)E,4S,6R)-6-bromo-2-chloro-1,4-oxido-3(8)-ochtodene (2), 1-bromo-2-chloroochtoda-3(8),5-dien-4-one (3), and 2-chloro-1-hydroxyochtoda-3(8),5-dien-4-one (4) were isolated from the methanol extract of three populations of P. hornemannii. These compounds were characterised using a combination of spectroscopic methods and chemical synthesis, and the absolute stereochemistry of compounds 1 and 2 was determined. In addition, all isolated compounds were screened for their anti-biofouling activity against the mussel Mytilus galloprovincialis, and 1 exhibited strong activity. Therefore, halogenated monoterpenoids have the potential to be used as natural anti-biofouling drugs.