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Research on natural sources of polyunsaturated fatty acids (PUFAs) for both food and nutraceutical prospects has significantly grown in recent years. Some plant oils and lipid extracts contain carotenoids, xanthophylls, sterols, and/or phenolic compounds that can provoke a lipid hydroperoxides (LOOHs) overestimation when quantifying them using nonselective colorimetric assays. Herein, we have optimized a mid-infrared method using Fourier-transform infrared spectroscopy coupled with attenuated total reflectance (ATR) to quantify LOOHs in oils or lipid extracts. This method is based on the conversion of triphenylphosphine (TPP) to triphenylphosphine oxide (TPPO) in the presence of hydroperoxides, with a direct assessment of TPPO levels following the formation of an oil film on the ATR crystal's surface, allowing for a low detection limit of 0.5 mmol of LOOH kg−1. The concentration of oil and TPP, as well as the reaction time, were optimized. It was demonstrated that the presence of pigments, unsaponifiable compounds, phenolics, and/or PUFAs on oils, do not disrupt the analysis. Furthermore, the stoichiometry of the TPP/LOOH reaction was examined, confirming the reliability of the method in detecting various forms of hydroperoxides. An accelerated oxidation study was carried out and the hydroperoxide contents measured using TPP/TPPO were found to be comparable to those obtained using the ferric thiocyanate method. Our method offers a fast, simple, robust, and sensitive approach to accurately quantify hydroperoxides, regardless of the chemical composition of oil or lipid extracts. Practical Application: The hydroperoxide assay method outlined in this study allows for the rapid and straightforward detection of hydroperoxides in pure oil matrices. The method's elevated sensitivity facilitates the early identification of oxidation indicators in oils, especially those with significant carotenoid or xanthophyll contents since these compounds may affect the results when using

Olive extracellular vesicles and synthetic liposomes were evaluated as carriers of antioxidants to stabilize oil-in-water emulsions against oxidative degradation. For this, hydroxytyrosol, rosmarinic acid and their lipophilic counterparts, (hydroxytyrosyl dodecanoate esters or eicosyl rosmarinate esters) were loaded into these carrier vesicles and the antioxidant efficiencies of these formulations were compared with those of the corresponding antioxidants alone. Using the conjugated autoxidizable triene assay (CAT assay), our results shows that loaded synthetic liposome mimicking the lipid membrane composition of olive extracellular vesicle allowed to enhance the antioxidant effect of the loaded antioxidant especially with the two lipophilic hydroxytyrosol and rosmarinic acid esters. On the contrary, the loading of the studied antioxidant into the olive extracellular vesicles did not result in an improvement of the antioxidant activity. The antioxidant effects of loaded vesicles were also evaluated in rapeseed oil (1% w/w)-in-water emulsions that were stored at 40°C for 21 days and for which oxidative status was monitored by the quantification of primary and secondary oxidation compounds. In that case, the boosting effect of liposomal carriers was not confirmed. This could be due to a different type of emulsions compared to the one used with the CAT assay as different surfactants and oxidation inducers were employed. Additionally, the limited physical stability of the carrier could be involved as liposomes loaded with the most lipophilic antioxidants, namely hydroxytyrosyl dodecanoate and eicosyl rosmarinate were shown to be instable for period exceeding 10 days of storage.

Lipid oxidation constitutes the main source of degradation of lipid-rich foods, including food emulsions. The complexity of the reactions at play combined with the increased demand from consumers for less processed and more natural foods result in additional challenges in controlling this phenomenon. This review provides an overview of the insights acquired over the past two decades on the understanding of lipid oxidation in oil-in-water (O/W) emulsions. After introducing the general structure of O/W emulsions and the classical mechanisms of lipid oxidation, the contribution of less studied oxidation products and the spatiotemporal resolution of these reactions will be discussed. We then highlight the impact of emulsion formulation on the mechanisms, taking into consideration the new trends in terms of emulsifiers as well as their own sensitivity to oxidation. Finally, novel antioxidant strategies that have emerged to meet the recent consumer's demand will be detailed. In an era defined by the pursuit of healthier, more natural, and sustainable food choices, a comprehensive understanding of lipid oxidation in emulsions is not only an academic quest, but also a crucial step towards meeting the evolving expectations of consumers and ensuring the quality and stability of lipid-rich food products.

Infant follow-on formulas (IFF) mimic human milk. This study aimed to identify the key structural levers that influence oxidative stability of IFF. Representative model IFF of marketed products in term of lipid composition were formulated with varying droplet size, lipid droplet core composition, and interfacial composition using different emulsifiers (soy lecithin or dairy phospholipids [DPL]). The oxidative stability of model IFF was assessed in accelerated storage conditions. No significant stabilization effect based on the lipid droplet core composition was observed. However, the nature of the interface, influenced by the emulsifier type, had an impact. Model IFF with DPL showed no loss of tocopherols and peroxide value was up to twice lower than those with soy lecithin after 20 days. This effect was particularly pronounced for the 0.4µm droplets. These results suggest that model IFF with DPL had a greater oxidative stability, likely due to the presence of sphingomyelin and the formation of a rigidified domain at the droplet surface. Model IFF with 0.4 µm droplets stabilized with soy lecithin, especially when added to the water phase, showed a tocopherols loss twice as high as that of IFF with DPL. These results indicate that oxidative stability of IFF is more influenced by the chemical environment rather than droplet size. Practical Application: Infant follow-on formulas (IFF) aim to ensure an adequate nutritional intake to support the proper development and infant growth. Therefore, IFF must be stable against degradation phenomena such as lipid oxidation and have a composition and structure that are as biomimetic as possible to mature breast milk. This study provides key information for the development of IFF with a lipid composition and structure that are suitable for the infant nutritional needs and have an acceptable resistance to lipid oxidation. More generally, these results can be applied to all dispersed systems in the form of oil-in-water emulsions wit

This study investigated the influence of deep eutectic solvent (DES) acidity/alkalinity on the extraction profiles of phenolics and other biomolecules (phytic acid, reducing sugar, and protein) in defatted rice bran (DFRB). The DES with varying pH levels were prepared using different hydrogen bond acceptors (choline chloride (ChCl) and potassium carbonate (K2CO3)) and hydrogen bond donors (lactic acid, urea, and glycerol). The results reveal that the acidic DES (ChCl-lactic acid; pH 0.42) demonstrated superior extraction efficiency for total phenolic acids (4.33 mg/g), phytic acid (50.30 mg/g), and reducing sugar (57.05 mg/g) while having the lowest protein content (5.96 mg/g). The alkaline DES (K2CO3-glycerol; pH 11.21) showed the highest levels of total phenolic acid (5.49 mg/g) and protein content (12.81 mg/g), with lower quantities of phytic acid (1.04 mg/g) and reducing sugar (2.28 mg/g). The weakly acidic DES (ChCl-glycerol; pH 4.72) exhibited predominantly total phenolics (3.46 mg/g) with lower content of protein (6.22 mg/g), reducing sugar (1.68 mg/g) and phytic acid (0.20 mg/g). The weakly alkaline DES (ChCl-urea; pH 8.41) resulted in lower extraction yields for total phenolics (2.81 mg/g), protein (7.45 mg/g), phytic acid (0.10 mg/g), and reducing sugar (7.36 mg/g). The study also explored the distribution of phenolics among various DESs, with the alkaline DES (K2CO3-glycerol) containing the highest concentration of free phenolics. Notably, ChCl-based DESs predominantly contained soluble esterified bound phenolics and soluble glycosylated bound phenolics. Furthermore, a significant correlation between antioxidant activities and phenolic contents was observed. In conclusion, this study has revealed that the acidity and alkalinity of a DES significantly impact the extraction of phenolics and other value-added biomolecules in DFRB. These findings highlight the potential for manipulating the properties of DESs through pH variation, making them versatile solven

Background: Deep eutectic solvents (DESs) have garnered significant interest in natural products research, owing to their green and natural attributes in comparison to conventional solvents. However, the approach of demonstrating that DESs are superior extractants has led to an underestimation of their full potential in this field. This perspective disregards crucial challenges related to their practical application and potential scalability, mainly the difficulty of target component separation from intermolecular network forming by DESs. Conversely, the DESs unique features can enhance aspects such as solubilization, stabilization, and storage of natural products, as well as improve their biological activities. By addressing key challenges and limitations, we aim to provide valuable insights into the potential of DESs in this domain. Methodology: In this review, we conducted an exhaustive literature search to gather relevant articles about DESs and their applications in bioactive natural product research. The gathered literature was analyzed, and a systematic thematic categorization was performed, emphasizing studies where the use of DESs yielded relevant outcomes that could potentially present an advantage in the exploration of bioactive natural products. The approach in structuring this review aimed to provide an overview of the potential and challenges associated with DESs in the domain of bioactive natural product research, transcending their conventional role as mere extraction solvents. Results: Through this critical analysis of the literature, this review delves into the potential of DESs as effective solvents for the solubilization, stabilization, and storage of bioactive natural products. In addition, it highlights the ability of DESs to improve the biological activities of natural products, as well as to be used as formulation media for the transport of pharmaceutical active ingredients. By revealing these advances, the review contributes to a more comple

The main objective of infant follow-on formulas, consumed from the age of 6 to 12 months, is to mimic the composition of breast milk in order to meet the nutritional needs of infant. In this context, their composition is governed in Europe by a strict regulation that has evolved in 2020 to force manufacturers to improve the nutritional profile of the formulas. The objective of this dataset was to collect the ingredient lists and nutritional values of infant follow-on formulas present on the world market with a focus on the lipid fraction. The data collection was carried out from December 2020 to April 2021 directly on the product packaging or on the websites of the different brands. Only “classic” infant follow-on formulas that are widely consumed were listed. Thus, the ingredient lists and nutritional values of 91 infant formulas were collected. The nutritional values are systematically presented for 100 g of powder, for 100 Kcal and for 100 mL of formula. The sources of fats, emulsifiers and vitamins A and E were also extracted from the ingredient lists. This dataset can be used as a tool for the formulation of infant follow-on formulas or to situate the positioning of products in relation to the market.

A series of hydrophobic natural deep eutectic solvents (HNADESs) have been employed to extract lupeol from lupin seed coat at 30 and 70°C. The extraction yields have been compared with those obtained with conventional organic solvents. In general, lupeol extraction yields (LEYs) obtained when using HNADES are somewhat smaller than those obtained if organic solvents are used. However, the nature of the HNADES mixtures as green solvents represents a superior performance in terms of sustainability of the extraction process. Additionally, an investigation has been carried out in order to compare the LEYs obtained when using the HNADES mixtures with those obtained if the isolated precursor compounds are employed at a temperature (70°C) where both HNADES and the corresponding precursor compounds are liquids. Surprisingly, LEYs for lupeol at 70°C were found to be, in some cases, slightly higher if the precursor compounds are used in comparison with the proper HNADES mixtures. It seems that the unique properties of the HNADES mixtures are not enough to perform better as extractants in comparison with the isolated precursor compounds at moderate temperatures, at least for the case of lupeol from lupin seed coat. Some hints are presented to explain these results., [Practical Applications]: The demand to use by-products, such as raw materials, to obtain potential bioactive compounds is gaining strong attention in the last years. The use of green solvents to extract these compounds is also envisaged to obtain substances in an environment-friendly way and with high sustainability for the economy and end-consumers. The main aim of this work is the extraction of lupeol from lupin seed coat by using on one side different hydrophobic natural deep eutectic solvent (HNADES) mixtures, and on the other side by using the precursor compounds of the mixtures, in order to evaluate the efficiency of these green extraction solvents in the recovery of bioactive compounds with health benefits from waste material. Our results show that lupeol can be extracted both with the HNADES mixtures and with their precursor components at moderate temperatures with similar efficiency. This work questions the need of using HNADES as clean extraction solvents as the precursor compounds have themselves interesting extracting capacities.

Lipid oxidation is a major concern in the food, cosmetic, and pharmaceutical sectors. The degradation of unsaturated lipids affects the nutritional, physicochemical, and organoleptic properties of products and can lead to off-flavors and to the formation of potentially harmful oxidation compounds. To prevent or slow down lipid oxidation, different antioxidant additives are used alone or in combination to achieve the best possible efficiency with the minimum possible quantities. In manufactured products, that is, heterogeneous systems containing lipids as emulsions or bulk phase, the efficiency of an antioxidant is determined not only by its chemical reactivity, but also by its physical properties and its interaction with other compounds present in the products. The antioxidants most widely used on the industrial scale are probably tocopherols, either as natural extracts or pure synthetic molecules. Considerable research has been conducted on their antioxidant activity, but results regarding their efficiency are contradictory. Here, we review the known mechanisms behind the antioxidant activity of tocopherols and discuss the chemical and physical features that determine their efficacy. We first describe their chemical reactivity linked with the main factors that modulate it between efficient antioxidant capacity and potential prooxidant effects. We then describe their chemical interactions with other molecules (phenolic compounds, metals, vitamin C, carotenes, proteins, and phospholipids) that have potential additive, synergistic, or antagonist effects. Finally, we discuss other physical parameters that influence their activity in complex systems including their specific interactions with surfactants in emulsions and their behavior in the presence of association colloids in bulk oils.

Background: The oxidation of formulated products, especially when enriched in lipids, is a complex phenomenon that affects the overall quality of manufactured food, cosmetic and pharmaceutical products. Avoiding lipid oxidation is therefore crucial, especially as manufacturers are incorporating higher amounts of unsaturated lipids into their products for health reasons, thereby making them more sensitive to oxidative degradation. Even though the efficiency of synthetic antioxidants has been recognized, both consumers and manufacturers are looking for more innovative, healthy and quality products while rejecting synthetic additives due to their concern about safety, along with their environmental impact issues. Hypothesis/Purpose: To solve this issue, and to propose efficient, long-term economic and environmental solutions, both the fundamental research to better understand the lipid oxidation mechanisms and the plant biomass, which have shown to be rich in compounds and have raised interest for the isolation of novel naturally occurring antioxidants, are essential. Results and conclusion: A review of the different works that have been conducted by our team will be presented, with the aim at highlighting how: - The fundamental research is essential to better understand the chemistry behind the oxidation of formulated products that are enriched in lipids. - The plant biomass may be the source of novel naturally occurring antioxidants, which could be used to substitute the synthetic ones. - An approach using the concept of bio mimicry with NaDES could respond to the challenges of sustainable transformation and recovery of biomass and open up great eco-innovative opportunities.

Preventing oxidation and microbial spoilage are both major concerns in food industries. In this context, this study aimed to valorize the total rapeseed meal proteins with controlled enzymatic proteolysis to generate potent mineral-chelating peptides from cruciferins while keeping intact the antimicrobial napins. Implementation of proteolysis of total rapeseed protein isolate with the Prolyve® enzyme highlighted an interesting selective hydrolysis of the cruciferins. Hence, the mechanism of this particular hydrolysis was investigated through a Design of Experiments method to obtain a model for the prediction of kinetics (cruciferin degradation and napin purity) according to the operating conditions applied. Then, multicriteria optimization was implemented to maximize the napin purity and yield while minimizing both enzymatic cost and reaction time. Antioxidant assays of the peptide fraction obtained under the optimal conditions proved the high metal-chelating activity preservation (EC50 = 247 ± 27 µg) for more than three times faster production. This fraction might counteract lipid oxidation or serve as preventing agents for micronutrient deficiencies, and the resulting purified napins may have applications in food safety against microbial contamination. These results can greatly help the development of rapeseed meal applications in food industries.

Deep eutectic solvents (DESs) are a mixture of hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) molecules that can consist, respectively, of natural plant metabolites such as sugars, carboxylic acids, amino acids, and ionic molecules, which are for the vast majority ammonium salts. Media such as DESs are modular tools of sustainability that can be pointed toward the extraction of bioactive molecules due to their excellent physicochemical properties, their relatively low price, and accessibility. The present review focuses on the application of DESs for protein extraction and purification. The in-depth effects and principles that apply to DES-mediated extraction using various renewable biomasses will be discussed as well. One of the most important observations being made is that DESs have a clear ability to maintain the biological and/or functional activity of the extracted proteins, as well as increase their stability compared to traditional solvents. They demonstrate true potential for a reproducible but more importantly, scalable protein extraction and purification compared to traditional methods while enabling waste valorization in some particular cases.