Chemoenzymatic Synthesis and Anti-Inflammatory Activity of Fatty Acid Amides Prepared from Bertholletia excelsa (Brazil Nut) Triglycerides

Barata, Pedro H. S.; Sarquis, Ícaro Rodrigues; Carvalho, Helison Oliveira; Barros, Albenise Santana Alves; Rodrigues, Alex Bruno Lobato; Galué-Parra, Adan; Silva, Edilene O.; Carvalho, José Carlos Tavares; Ferreira, Irlon M.

doi:10.21577/0103-5053.20200041

Cited by 7 publications

(6 citation statements)

References 27 publications

(34 reference statements)

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“…Other biological activities reported for Brasilnut tree in vitro are antiplasmodic and antiparasitic activity against Trypanosoma cruzi (Campos et al, 2005), and anti-inflammatory and antioxidant activity of its oil (Barata et al, 2020). These biological activities described for Brasilnut tree are related to the presence of secondary metabolites such as triterpenes, saponins, steroids, tocopherols, phenolic acids, flavonoids and derivatives, sequiterpenes, norisoprenoids, fatty acid derivatives, coumarins, xanthones and depsides (Silva et al, 2017).…”

Section: Discussionmentioning

confidence: 99%

Antimicrobial activity of amazon medicinal plants

Souza Júnior,

Santos,

Prado

et al. 2023

Acta Sci. Biol. Sci.

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In recent decades, an increase in resistance of bacteria and fungi to antimicrobials has been observed. Therefore, have each other investigated the antimicrobial potential of plants with medicinal properties. In this context, the Amazon has a high variability of plants with potentially active compounds. Thus, the present study aimed to evaluate the antimicrobial activity of ethanol extracts from Amazonian medicinal plants. Leaves and stems of 19 plant species were dried, crushed and extracted by cold maceration with ethanol. The extracts were dried and solubilized at a concentration of 100 mg mL-1 to done antimicrobial activity assays using the agar diffusion method against gram-positive and gram-negative bacteria, and fungi of the genus Candida. Of the total of 38 extracts analyzed, 14 (36.8%) had antimicrobial activity against at least one of the microorganisms tested. The Brazilnut tree stem extract was active against the highest number of microorganisms, three bacteria (S. aureus, E. coli and K. pneumoniae) and three fungi (C. tropicalis, C. parapsilosis and C. krusei). The mulateiro leaf extract was active against three microorganisms, the saracura-mira stem extract against two, and the other extracts only against one microorganism. K. pneumoniae was the most sensitive microorganism, and the most resistant was C. albicans. The lowest values for minimum inhibitory concentration (MIC) for antibacterial activity were for stone-breaker stem extract against K. pneumoniae (0.048 mg mL-1), and for antifungal activity for Brasilnut tree stem against C. krusei (3.125 mg mL-1), stone-breaker leaf against C. guillermondii (3.125 mg mL-1), and mulateiro leaf against C. tropicalis (3.125 mg mL-1). The lowest values of minimum microbicidal concentration (MMC) were for the extracts of stone-breaker stem against K. pneumoniae (0.192 mg mL-1) and mulateiro leaf against C. tropicalis (3.125 mg mL-1). The tested Amazonian medicinal plants had antimicrobial activity, especially Brazilnut tree, this being the first report for this plant species.

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Section: Discussionmentioning

confidence: 99%

Antimicrobial activity of amazon medicinal plants

Souza Júnior,

Santos,

Prado

et al. 2023

Acta Sci. Biol. Sci.

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“…The band at 3013 cm −1 was attributed to the C-H stretching vibration of the unsaturated fatty acids. The high-intensity peaks at 2934 cm −1 and 2848 cm −1 are due to asymmetric and symmetric aliphatic C-H stretchings, respectively [23]. The strong absorption band at 1754 cm −1 is assigned to the stretching vibration of the ester carbonyl group in the triglycerides.…”

Section: Fourier Transform Infrared Spectroscopy Analysismentioning

confidence: 96%

“…However, based on Amazon biodiversity, numerous advances have been made in recent years to demonstrate the health benefits of oils from Amazon, and among these, B. excelsa seed oil stands out. The oils extracted from the seed of B. excelsa show notable high nutritional value and several biological activities, such as healing, antioxidant, and anti-inflammatory activities [21][22][23]. Furthermore, this oil has a high stearic acid content and low concentration of other saturated fats, excellent characteristics for the oil phase in the preparation of NLCs [24].…”

Section: Fatty Acid Composition Of the Vegetable Oilsmentioning

confidence: 99%

Green Extraction of Annatto Seed Oily Extract and Its Use as a Pharmaceutical Material for the Production of Lipid Nanoparticles

et al. 2022

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This work developd nanomaterials formulated from annatto seed oily extract (ASE), myristic acid (tetradecanoic acid), and their fatty acid esters. The annatto seed oily extract was obtained using only soybean oil (ASE + SO) and Brazil nut oil (ASE + BNO). The UV/VIS analysis of the oily extracts showed three characteristic peaks of the bixin molecule at 430, 456 and 486 nm. The lipid nanoparticles obtained using myristic acid and ASE + BNO or only BNO showed better results than the oil soybean extract, i.e., the particle size was <200 nm, PDI value was in the range of 0.2–0.3, and had no visual physical instability as they kept stable for 28 days at 4 °C. Lipid nanoemulsions were also produced with esters of myristic acid and ASE + BNO. These fatty acid esters significantly influenced the particle size of nanoemulsions. For instance, methyl tetradecanoate led to the smallest particle size nanoemulsions (124 nm), homogeneous size distribution, and high physical stability under 4 and 32 °C for 28 days. This work demonstrates that the chemical composition of vegetable oils and myristic acid esters, the storage temperature, the chain length of fatty acid esters (FAE), and their use as co-lipids improve the physical stability of lipid nanoemulsions and nanoparticles from annatto seed oily extract.

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“…The results showed that in the LPS that was co-cultured with CO oil and in the emulsion containing CO oil, cell activity had no significant indigenous effect. Therefore, LPS could be used as an inducer in the anti-inflammatory experiment, as it has no significant effect on the cells themselves [26]. NO is an endogenous gaseous signal molecule that can produce a type of inflammatory mediator via macrophage when macrophages were stimulated by LPS [27].…”

Section: Analysis Of Anti-inflammatory Capacities Of Co Oil and Emulsionmentioning

confidence: 99%

The Antioxidant, Anti-Inflammatory and Moisturizing Effects of Camellia oleifera Oil and Its Potential Applications

Zhou,

Peng,

et al. 2024

Molecules

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Camellia oleifera oil (CO oil) extracted from C. oleifera seeds has a 2300-year consumption history in China. However, there is relatively little research regarding its non-edible uses. This study determined the physicochemical properties of CO oil extracted via direct pressing, identified its main components using GC-MS, and evaluated its antioxidant, moisturizing, and anti-inflammatory activities. The results revealed that CO oil’s acid, peroxide, iodine, and saponification values were 1.06 ± 0.031 mg/g, 0.24 ± 0.01 g/100 g, 65.14 ± 8.22 g/100 g, and 180.41 ± 5.60 mg/g, respectively. CO oil’s tocopherol, polyphenol, and squalene contents were 82.21 ± 9.07 mg/kg, 181.37 ± 3.76 mg/kg, and 53.39 ± 6.58 mg/kg, respectively; its unsaturated fatty acid (UFA) content was 87.44%, and its saturated fatty acid (SFA) content was 12.56%. CO oil also demonstrated excellent moisture retention properties, anti-inflammatory effects, and certain free radical scavenging. A highly stable CO oil emulsion with competent microbiological detection was developed using formulation optimization. Using CO oil in the emulsion significantly improved the formulation’s antioxidant and moisturizing properties compared with those of the emulsion formulation that did not include CO oil. The prepared emulsion was not cytotoxic to cells and could reduce cells’ NO content; therefore, it may have potential nutritional value in medicine and cosmetics.

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Chemoenzymatic Synthesis and Anti-Inflammatory Activity of Fatty Acid Amides Prepared from Bertholletia excelsa (Brazil Nut) Triglycerides

Cited by 7 publications

References 27 publications

Antimicrobial activity of amazon medicinal plants

Antimicrobial activity of amazon medicinal plants

Green Extraction of Annatto Seed Oily Extract and Its Use as a Pharmaceutical Material for the Production of Lipid Nanoparticles

The Antioxidant, Anti-Inflammatory and Moisturizing Effects of Camellia oleifera Oil and Its Potential Applications

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