The slip agents oleamide and erucamide reduce biofouling by marine benthic organisms (diatoms, biofilms and abalones)

Getachew, Paulos; Getachew, Mehader; Joo, Jin; Choi, Yanghee; Hwang, Dong Soo; Hong, Yong‐Ki

doi:10.1007/s13530-016-0295-8

Cited by 28 publications

(25 citation statements)

References 31 publications

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“…Interestingly, 13-decosenamide is a fatty acid detected in EL, ML, HS, and MS, and, concordant to our bioactivity results, was most abundant in HS (HS 100%, MS 77%, ML 40%, EL 29%). This fatty acid (synonym: Erucamide) was reported as an antifouling agent against the settlement and adhesion of some marine organisms such as diatoms, microbial films, and abalones at a 4% concentration (118 mM; 39.8 mg/mL) [35]. Such a high concentration compared to the extract concentration used in this study (30 µg/mL) does not provide any evidence that 13-decosenamide is involved in the observed biofouling activity.…”

Section: Discussionmentioning

confidence: 63%

The Marine Seagrass Halophila stipulacea as a Source of Bioactive Metabolites against Obesity and Biofouling

et al. 2020

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Marine organisms, including seagrasses, are important sources of biologically active molecules for the treatment of human diseases. In this study, organic extracts of the marine seagrass Halophila stipulacea obtained by different polarities from leaves (L) and stems (S) (hexane [HL, HS], ethyl acetate [EL, ES], and methanol [ML, MS]) were tested for different bioactivities. The screening comprehended the cytotoxicity activity against cancer cell lines grown as a monolayer culture or as multicellular spheroids (cancer), glucose uptake in cells (diabetes), reduction of lipid content in fatty acid-overloaded liver cells (steatosis), and lipid-reducing activity in zebrafish larvae (obesity), as well as the antifouling activity against marine bacteria (microfouling) and mussel larval settlement (macrofouling). HL, EL, HS, and ES extracts showed statistically significant cytotoxicity against cancer cell lines. The extracts did not have any significant effect on glucose uptake and on the reduction of lipids in liver cells. The EL and ML extracts reduced neutral lipid contents on the larvae of zebrafish with EC50 values of 2.2 µg/mL for EL and 1.2 µg/mL for ML. For the antifouling activity, the HS and ML extracts showed a significant inhibitory effect (p < 0.05) against the settlement of Mytilus galloprovincialis plantigrade larvae. The metabolite profiling using HR-LC-MS/MS and GNPS (The Global Natural Product Social Molecular Networking) analyses identified a variety of known primary and secondary metabolites in the extracts, along with some unreported molecules. Various compounds were detected with known activities on cancer (polyphenols: Luteolin, apeginin, matairesinol), on metabolic diseases (polyphenols: cirsimarin, spiraeoside, 2,4-dihydroxyheptadec-16-ynyl acetate; amino acids: N-acetyl-L-tyrosine), or on antifouling (fatty acids: 13-decosenamide; cinnamic acids: 3-hydroxy-4-methoxycinnamic acid, alpha-cyano-4-hydroxycinnamic), which could be, in part, responsible for the observed bioactivities. In summary, this study revealed that Halophila stipulacea is a rich source of metabolites with promising activities against obesity and biofouling and suggests that this seagrass could be useful for drug discovery in the future.

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Section: Discussionmentioning

confidence: 63%

The Marine Seagrass Halophila stipulacea as a Source of Bioactive Metabolites against Obesity and Biofouling

et al. 2020

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“…Plants growing in the low-water area showed abundant levels of the aforementioned metabolites, including hexatriacontane (disappeared from the roots), tetracosane, 1-heptacosanol, and tridecanal [35], which was found in plant stems (Figure 3 and Supplementary Table S1). Furthermore, a lipid metabolite, 9-octadecenamide (Z) (oleamide), known to play an important role in making the plant surfaces slide [36,37], was found only in the roots of plants growing in the low-water area (Figure 3 and Supplementary Table S1).…”

Section: Resultsmentioning

confidence: 99%

Lipophilic Metabolites and Anatomical Acclimatization of Cleome amblyocarpa in the Drought and Extra-Water Areas of the Arid Desert of UAE

Soliman

Abouleish

Abou-Hashem

et al. 2019

Plants

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Plants adapt to different environmental conditions by developing structural and metabolic mechanisms. In this study, anatomical features and lipophilic metabolites were investigated in Cleome amblyocarpa Barr. & Murb., Cleomaceae plants growing in the arid desert of United Arab Emirates (UAE) in either low-water or extra-water areas, which were caused by the surrounding road run-off. The plant showed the presence of shaggy-like trichomes. The plant also developed special mechanisms to ensure its survival via release of lipophilic metabolites. The lipophilic metabolites, stained red with Sudan III, were apparently released by glandular trichomes and idioblasts of the shoot and roots, respectively. The identified lipophilic metabolites included those required for drought tolerance, protection against pathogens invasion, and detoxification. Plants growing in the low-water area caused an increase in the production of lipophilic metabolites—in particular, hydrocarbons and terpenoids. The lipophilic metabolites are known to provide the plant with unique waxy surfaces that reduce water loss and avoid penetration by pathogens. The release of lipid metabolites and the presence of shaggy-like trichomes represented unique features of the species that have never been reported. The provided chemical ecology information can be extended for several plant-related applications, particularly including drought tolerance.

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“…Some of the main compounds from the liquid chemistries including Octadecanamide and 13-Docosenamide have useful applications as adhesives and sealant chemicals, anti-adhesive agents, as well as lubricants and or surface agents (NCBI, 2020a., andNCBI, 2020b). According to Getachew et al (2016) corrosion inhibitors and slip agents. Specific compounds, such as pyrrole and its derivatives, can be useful as intermediates in the synthesis of pharmaceuticals, perfumes, agrochemicals, and dyes (Marcilla et al, 2012, andKaur et al, 2017).…”

Section: Gas Chromatography-mass Spectrometry Analysismentioning

confidence: 99%

Characterization and pyrolysis of post-consumer leather shoe waste for the recovery of valuable chemicals

2021

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Majority of post-consumer leather footwear currently ends up in landfill sites with adverse environmental impacts. Current waste recovery options have proven largely unsuccessful in minimizing this waste stream. This study investigates whether leather from post-consumer footwear can be pyrolyzed using gram-scale (fixed-bed) and microgram-scale (TGA) pyrolysis reactors. The investigation was conducted using final pyrolysis process temperatures between 450 and 650 °C and solid residence times of 5 to 15 minutes. The purpose of the experiments was to assess the waste recovery potential of leather pyrolysis products for valuable chemicals. The pyrolysis product fractions (solid, liquid, and gas) distribution were investigated, optimal pyrolysis conditions presented, and the product fractions characterized for their elemental and chemical composition using ultimate and GC-MS analysis. The distribution of the product fractions proved leather footwear pyrolysis was viable under the given conditions. The completion of leather footwear pyrolysis was evident at 650°C since the solid yield reached a constant value of approximately 25 wt.%. The liquid fraction was maximized within the temperature range of 550-650°C (Max= 54 wt.%), suggesting optimal pyrolysis conditions within this range. The higher heating values (HHVs) of the pyrolysis leather oil (33.6 MJ/kg) and char (25.6 MJ/kg) suggested their potential application for energy or fuel. The liquid fraction comprised predominantly of nitrogen derivatives and potential applications areas include use in the production of fertilizers, chemical feedstocks, or the pharmaceutical industry. This study proved that leather from post-consumer footwear can be pyrolyzed and provided valuable insight into its characterization and potential applications areas.

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The slip agents oleamide and erucamide reduce biofouling by marine benthic organisms (diatoms, biofilms and abalones)

Cited by 28 publications

References 31 publications

The Marine Seagrass Halophila stipulacea as a Source of Bioactive Metabolites against Obesity and Biofouling

The Marine Seagrass Halophila stipulacea as a Source of Bioactive Metabolites against Obesity and Biofouling

Lipophilic Metabolites and Anatomical Acclimatization of Cleome amblyocarpa in the Drought and Extra-Water Areas of the Arid Desert of UAE

Characterization and pyrolysis of post-consumer leather shoe waste for the recovery of valuable chemicals

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