Surmounting the off-flavor challenge in plant-based foods.

Plant-based food products have been receiving an astronomical amount of attention recently, and their demand will most likely soar in the future. However, their unpleasant, intrinsic flavor and odor are the major obstacles limiting consumer's acceptance. These off-flavors are often described as "green," "grassy," "beany," "fatty" and "bitter." This review highlights the presence and formation of common off-flavor volatiles (aldehydes, alcohols, ketones, pyrazines, furans) and nonvolatiles (phenolics, saponins, peptides, alkaloids) from a variety of plant-based foods, including legumes (e.g. lentil, soy, pea), fruits (e.g. apple, grape, watermelon) and vegetables (e.g. carrot, potato, radish). These compounds are formed through various pathways, including lipid oxidation, ethanol fermentation and Maillard reaction (and Strecker degradation). The effect of off-flavor compounds as received by the human taste receptors, along with its possible link of bioactivity (e.g. anti-inflammatory effect), are briefly discussed on a molecular level. Generation of off-flavor compounds in plants is markedly affected by the species, cultivar, geographical location, climate conditions, farming and harvest practices. The effects of genome editing (i.e. CRISPR-Cas9), various processing technologies, such as antioxidant supplementation, enzyme treatment, extrusion, fermentation, pressure application, and different storage and packaging conditions, have been increasingly studied in recent years to mitigate the formation of off-flavors in plant foods. The information presented in this review could be useful for agricultural practitioners, fruits and vegetables industry, and meat and dairy analogue manufacturers to improve the flavor properties of plant-based foods.

Tyramine-derived hydroxycinnamic acid amides in plant foods: sources, synthesis, health effects and potential applications in food industry.

Tyramine-derived hydroxycinnamic acid amines (HCAAT) are naturally occurring group of secondary metabolites present in various plant genera, such as Allium, Cannabis, Lycium, Polyganotum and Solanum. It belongs to the neutral, water-insoluble compounds and plays a role in plant growth, development and defence mechanism. The past two decades have seen a shift in the study of HCAAT from its role in plants to its potent biological activities. This review highlights the sources, roles in plants, biosynthetic pathways, metabolic engineering and chemical synthesis of HCAAT. The biological properties of HCAAT remain the focus in this paper, including antioxidant, anti-inflammatory, anti-cancer, anti-diabetic, anti-melanogenesis and neuroprotective properties. The effects of food processing and technology on HCAAT are also discussed. Given the current research gap, this review proposes future directions on the study of HCAAT, as well as its potential applications in food and pharmaceutical industry.

Lignanamides: sources, biosynthesis and potential health benefits - a minireview.

Lignanamides are natural plant secondary metabolites derived from oxidative coupling mechanism with hydroxycinnamic acid amides as intermediates. These compounds display powerful anti-inflammatory, antioxidant, anti-cancer and anti-hyperlipidemic capacities in vitro, cell culture and in vivo studies. With strong potential to be utilized as protective agents against human chronic diseases, these compounds have attracted the interest of researchers. This review aims to discuss current understanding on the sources, classification, biosynthesis of lignanamides in plants, and importantly their biological activity and potential health benefits. The general biosynthesis pathway for lignanamides is comprehensively summarized, though some details in molecular regulation of the coupling process have yet to be elucidated. Lignanamides deserves additional clinical studies involving animal and human subjects, to prove its health benefits.

Hydroxycinnamic acids on gut microbiota and health.

Hydroxycinnamic acids (HCAs) are a major class of phenolic acids with the characteristic phenylpropanoid C6 -C3 backbone. Its typically conjugated status with plant cell wall components and liberation by limited enzymes might be the reason for its neglect by researchers compared to flavonoid-type polyphenols. The polyphenol-gut microbiota interactions and their impact on human health have captured the interest of researchers recently. In addition, there has been a significant progress over the past few years in understanding the gut microbiota-modulating effect of HCA using animal model studies. This review discusses the metabolism of HCA in the digestive tract, HCA-gut microbiota interactions, and its link to colorectal cancer, inflammatory bowel diseases, mental-cognitive impairments, nonalcoholic liver disease, and obesity. The effects of food matrix and processing technologies on HCA bioavailability and HCA-gut microbiota interactions, and HCA safety concerns are also featured in this review. This paper has provided an in-depth insight on HCA-gut microbiota relationship and identified the current literature gaps for future research.

Application of extrusion technology in plant food processing byproducts: An overview.

The food processing industry generates an immense amount of waste, which leads to major concerns for its environmental impact. However, most of these wastes, such as plant-derived byproducts, are still nutritionally adequate for use in food manufacturing. Extrusion is one of the most versatile and commercially successful processing technologies, with its widespread applications in the production of pasta, snacks, crackers, and meat analogues. It allows a high degree of user control over the processing parameters that significantly alters the quality of final products. This review features the past research on manufacture of extruded foods with integration of various plant food processing byproducts. The impact of extrusion parameters and adding various byproducts on the nutritional, physicochemical, sensory, and microbiological properties of food products are comprehensively discussed. This paper also provides fundamental knowledge and practical techniques for food manufacturers and researchers on the extrusion processing of plant food byproducts, which may increase economical return to the industry and reduce the environmental impact.

Hempseed in food industry: Nutritional value, health benefits, and industrial applications.

Hemp (Cannabis sativa L.) seeds have been consumed in Asian communities since prehistoric times. Recently, Australia, Canada, and the United States have legalized the cultivation and consumption of hempseed at low (<0.3%) tetrahydrocannabinol levels, and there's a growing interest in hempseed due to its nutritional value and pharmaceutical potential. This review aims to summarize the chemical composition, nutritional value, and potential health benefits of hempseed, as researched via in vitro and in vivo trials. The application of hempseed in the food industry is limited due to its poor performance on some functional properties, so the latest processing methods developed to improve these properties were compared. Additionally, manufacturing technologies incorporating hemp seeds into existing food products are also elaborated. This review would promote further in-depth research on this recently approved food resources and maximize its utilization in new food product development.

Transformation of hempseed (Cannabis sativa L.) oil cake proteome, structure and functionality after extrusion.

The entire protein fractions from hempseed, its oil cake (30-40% protein) and the extruded protein isolate (>90% protein) were investigated. The first semi-quantitative mass spectrometry-based proteomics on hempseed was performed, leading to a sum of 1879 differentially abundant proteins being identified from individual pairwise comparisons of each extruded group compared to unextruded hempseed cake. The 'free-form' amino acid content and total amino acid content of hempseed oil cake were enhanced by up to 315% and 18%, respectively, after extrusion. Changes in the structure and thermal properties of hempseed protein were confirmed through circular dichroism, Fourier transform infrared spectroscopy, scanning electron microscopy and differential scanning calorimetry. The proteomic and structural transformation in the extruded hempseed protein fractions contributed to greater values in majority of tested functionality parameters, such as protein solubility, water and oil binding capacity, emulsification properties, and in vitro digestibility, as compared to their unextruded counterparts.

Enhanced Lignanamide Absorption and Antioxidative Effect of Extruded Hempseed (Cannabis sativa L.) Hull in Caco-2 Intestinal Cell Culture.

Despite the latest pursuit to discover novel phenolic compounds in hempseed and its biological properties, it remains a mystery whether they can be absorbed in the human body. Extrusion treatment and extraction of the free phenolic fraction significantly (p < 0.05) improved human Caco-2 intestinal cell absorption for hempseed hull lignanamides including cannabisin B (Papp value of 1.35 × 10-5 ± 1.0 × 10-6) as compared to the bound fraction of raw hull (Papp value of 2.82 × 10-6 ± 5.2 × 10-7). Co-supplementation of the flavonoid naringenin (20 µM) further improved these absorption rates. Higher cellular antioxidant activity was observed in the free extraction fractions. Treatment with the free phenolic fraction of extruded hempseed hull (100 mg/mL) alleviated tert-butyl hydroperoxide's (25 µM) negative effects on cell viability, intracellular malondialdehyde levels, apoptosis induction, glutathione S-transferase, and glutathione levels. RNA-sequencing with the limma method unveiled a total of 2795 differentially expressed genes in 21 day-old Caco-2 intestinal cells, suggesting the changes in cell metabolism after exposure to extruded hempseed hull extract. This study could promote the utilization of extrusion technology to improve the absorption and antioxidant capacities of bioactive phenolics in plant food processing byproducts.

Nutrient-Dense Shelf-Stable Vegetable Powders and Extruded Snacks Made from Carrots and Broccoli.

Perishable fresh vegetables that do not meet cosmetic standards and by-products of processing are currently wasted. Broccoli and carrots were selected as model vegetables to demonstrate that they can be converted into nutrient-dense and shelf-stable food ingredients and formulated into convenient ready-to-eat snacks. Broccoli powder was a rich source of protein (30%) and dietary fibre (28%). Carrot powder had lower protein (6.5%) and dietary fibre content (24%) and was higher in sugar (47%) compared to broccoli powder (21%). Compared to the whole-vegetable powders, pomace powders were richer in fibre but had lower levels of total carbohydrates. There was a reduced expansion of extruded snacks with increasing levels of the vegetable component in the formulation. Processing and storage for 12 months at 25 °C or 40 °C resulted in changes in the measured soluble phenolic content. Changes during storage were dependent on the temperature and time. The changes may be in part due to the changes in the material properties of the matrix as a consequence of processing and storage, which affect extractability. The conversion of perishable vegetables and pomace into shelf-stable nutrient-dense food ingredients and products will reduce food loss and waste in the vegetable industry.

Extrusion improves the phenolic profile and biological activities of hempseed (Cannabis sativa L.) hull.

The impact of extrusion at different barrel temperature and screw speed on the hempseed hull was investigated. The extrusion treatments showed significant (p < 0.05) increase in total phenolic content, proportion of free phenolic compounds, and DPPH and ABTS radical scavenging activities. At low screw speed (150 rpm), significantly (p < 0.05) higher α-glucosidase and acetylcholinesterase inhibition activities were observed in the extruded samples. The full factorial model revealed a significant interaction between extrusion parameters on total phenolic/flavonoid content and antioxidant activities for free fraction, and α-glucosidase and acetylcholinesterase inhibition for whole fraction. A total of 26 phenylpropionamides, including hydroxycinnamic acid amides and lignanamides, were identified by HPLC-ESI-QTOF-MS/MS. HPLC-DAD analysis showed a 25-78% increase in total phenylpropionamide content in hempseed hull after extrusion. Pearson's correlation displayed significant (p < 0.05) positive correlation of N-trans-caffeoyltyramine, the most abundant phenylpropionamide, with all biological activities (r = 0.832-0.940).

Effect of extrusion technology on hempseed (Cannabis sativa L.) oil cake: Polyphenol profile and biological activities.

Effects of extrusion with varying barrel temperature, moisture content, and screw speed on hempseed oil cake were studied for the first time. Extrusion at lower moisture (30%) and higher screw speed (300 rpm) significantly increased the proportion of free polyphenols, flavonoids, and phenylpropionamide content, and α -glucosidase and acetylcholinesterase inhibition activities. Full factorial design confirmed the three-way interactions among all extrusion parameters for all chemical assays with the bound phenolic fraction, total flavonoid content, and DPPH inhibition activity of the free phenolic fraction. HPLC-DAD-ESI-QTOF-MS/MS analysis tentatively identified 26 phenylpropionamides, and the contents of N-trans-caffeoyltyramine (66.26 µg/g) and total phenylpropionamides (85.77 µg/g) were significantly increased after extrusion at the lower moisture and higher screw speed extrusion conditions. The higher α -glucosidase inhibition activity at higher screw speed could be due to the N-trans-caffeoyltyramine (r = 0.99, p < 0.01), while the AChE inhibition activity appeared to be influenced more by the cannabisins A-C, M (r > 0.8, p < 0.01). PRACTICAL APPLICATION: Hempseed oil cake is a byproduct of oil extraction, with high protein and high fiber contents. The results of this research could be used directly in food industry to improve the nutritional and commercial value of hempseed oil cake by extrusion technology.

Fermentation transforms the phenolic profiles and bioactivities of plant-based foods.

Phenolics are a group of compounds derived from plants that have displayed potent biological activities and health-promoting effects. Fermentation is one of the most conventional but still prevalent bioprocessing methods in the food industry, with the potential to increase phenolic content and enhance its nutritive value. This review details the biotransformation of different classes of phenolics (hydroxycinnamic and hydroxybenzoic acids, flavonoids, tannins, stilbenoids, lignans, alkylresorcinols) by various microorganisms (lactic acid bacteria, yeast, filamentous fungi) throughout the fermentation process in plant-based foods. Several researchers have commenced the use of metabolic engineering, as in recombinant Saccharomyces cerevisiae yeast and Escherichia coli, to enhance the production of this transformation. The impact of phenolics on the metabolism of microorganisms and fermentation process, although complex, is reviewed for the first time. Moreover, this paper highlights the general effect of fermentation on the food's phenolic content, and its bioaccessibility, bioavailability and bioactivities including antioxidant capacity, anti-cancer, anti-diabetic, anti-inflammation, anti-obesity properties. Phenolics of different classes are converted into compounds that are often more bioactive than the parent compounds, and fermentation generally leads to a higher phenolic content and antioxidant activity in most studies. However, biotransformation of several phenolic classes is less studied due to its low concentration and apparent insignificance to the food system. Therefore, there is potential for application of metabolic engineering to further enhance the content of different phenolic classes and bioactivities in food.

Oxidative stability of spray dried matcha-tuna oil powders.

Matcha-tuna oil and matcha-maltodextrin-tuna oil emulsions (25% oil, dry basis), formulated to have protein: carbohydrate ratios of 1:1.1, 1:2, 1:3 and 1:4, were spray dried. Confocal laser scanning microscopy showed effective emulsification of oil in all emulsions. All powders had low surface fat (2.9-4.2%). The addition of maltodextrin enhanced the bulk density and flowability of powders. Water sorption isotherms indicated that addition of maltodextrin increased water uptake of powders. The oxidative stability of the powders under accelerated conditions in an Oxipres® was highest for the matcha-tuna oil powder. Increasing amounts of added maltodextrin decreased oxidative stability. A comparison of levels of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) in neat oil and tuna oil powders over 12 weeks at 40 °C, demonstrated that % remaining EPA and DHA were higher for all spray dried powders compared to neat oil. There was a significant correlation (p < 0.01) between the amount of the loss of tea catechins and % remaining EPA and DHA after 12 weeks at 40 °C, suggesting that the catechins had a major role in protecting the tuna oil against oxidation. This study has demonstrated the potential of using a whole biomass (matcha) as the single encapsulant for protection and delivery of omega-3 oils.

Broccoli byproducts for protection and co-delivery of EGCG and tuna oil.

Neat epigallocatechin gallate (EGCG) has low bioavailability and tuna oil (TO) is prone to oxidation. Broccoli byproducts (BBP) were used for preparing TO-BBP (25% oil, dry basis) and TO-EGCG-BBP (20% oil and 20% EGCG, dry basis) powders. The gross composition and surface fat of powders and morphology of reconstituted emulsions were characterized. Oxipres® data (80 °C, 5 bar oxygen pressure) showed that the TO-EGCG-BBP formulation was more oxidatively stable [Induction period (IP) > 100 h] than TO-BBP (IP ~ 20 h). During in vitro digestion, 90% of EGCG was recovered in the whole intestinal digesta of the TO-EGCG-BBP formulation compared to 76% for the EGCG-BBP formulation and 66% for the neat EGCG. The use of BBP for co-delivering EGCG and TO increases oxidative stability of TO and improves EGCG stability during in vitro digestion. This study highlights the potential for formulating functional ingredient with BBP and contribute to food waste reduction.

Comparison of the adsorption behaviour of catechin onto cellulose and pectin.

The adsorption behaviour of catechin onto cellulose and pectin was compared. The adsorption of catechin onto the two fibres involved an initial fast adsorption phase followed by a slower adsorption as the sites became saturated and the systems moved towards equilibrium. The adsorption capacity of pectin for catechin (20.71 ±â€¯2.24 mg/g) was significantly greater than that of cellulose (2.41 ±â€¯0.05 mg/g) after equilibration for 24 h at 37 °C. The Langmuir and Freundlich models were applied to obtain the quantitative information about the adsorption of catechins to pectin and cellulose. Thermodynamic data derived from the isothermal adsorption carried out at the temperatures of 27 °C, 32 °C, 37 °C and 42 °C suggested that the adsorption was spontaneous and the binding was driven predominantly by physisorption. Fluorescence experiments confirmed the adsorption of catechins onto cellulose and pectin. The results showed that catechin adsorption capacity and adsorption mechanism were different for pectin and cellulose.

Extrusion of a Curcuminoid-Enriched Oat Fiber-Corn-Based Snack Product.

Extruded snack products were made from an oat fiber-corn flour matrix fortified with 1.5% (w/w) curcuminoids (750 mg curcuminoids/100 g) to improve the solubility and stability of curcuminoids. The effects of extruder feed moisture content (21%, 28%, and 35%) and screw speed (200 and 300 rpm) on the extrusion parameters and physical properties of final snacks were investigated. Curcuminoids lost during extrusion and curcuminoids loss during subsequent drying of extrudates were analyzed, to separate the losses occurring in each unit process. Drying post extrusion (at 50 °C for 4 hr) was essential to obtain a crunchy shelf stable product (5% moisture). Curcuminoids loss during extrusion was from 17% to 84%, with high loss for the extrusion with low feed moisture content (21%). A further curcuminoids loss of 4% to 44% occurred during drying, with much higher loss for the extrudate with high moisture content. Total curcuminoids retained after extrusion and drying was 12% to 41% (59% to 88% loss), equivalent to 180 to 616 mg curcuminoids retained per 100 g snack, levels within recommended daily dose. Curcuminoids retained after drying was stable during 80 days of storage at 25 °C. The results highlighted the importance of understanding the impact of each unit process separately (for example, extrusion and drying) on the stability of curcuminoids for the development of healthier extruded snacks. PRACTICAL APPLICATION: Extruded snacks products were developed by fortifying the snacks with oat fiber and curcuminoids in order to address the need for a healthy ready to eat food products. Some extrusion characteristics were selected to produce snack products which have favorable properties in terms of consumer acceptance.

Development of broccoli by-products as carriers for delivering EGCG.

Novel delivery systems for epigallocatechin gallate (EGCG) were developed using broccoli by-products and their fractions as carriers. Puree and pomace from broccoli by-products had higher adsorption capacities for EGCG than juice at 25 °C (43.20 mg g-1, 39.47 mg g-1 and 25.22 mg g-1 dry weight for pomace, puree and juice respectively). Chemical sorption is the rate-controlling step for EGCG-broccoli interactions. Langmuir and Freundlich models well described the adsorption of EGCG onto puree and pomace. FTIR results indicated that EGCG-puree had stronger interaction than EGCG-pomace. When the same level of EGCG (∼26 mg) was added to different matrices, more EGCG (∼20%) was recovered from the in vitro digestion system of EGCG-loaded puree than from the EGCG-loaded pomace (14%) and neat EGCG (9%). The antioxidant capacity of the whole digesta was positively correlated with the EGCG levels. Broccoli by-products are promising carriers for delivering and stabilizing EGCG through gastrointestinal digestion.

Extrusion of apple pomace increases antioxidant activity upon in vitro digestion.

Apple pomace, a by-product of juice production, is a high-fibre, high-polyphenol functional food ingredient. Extrusion (barrel moisture 15%, 20% or 30%) of apple pomace, followed by drying, allows it to be supplied in a convenient form. Extrusion caused degradation of the apple pomace cell wall structure. Water solubility was significantly increased by extrusion but oil holding capacity was reduced. Total extractable polyphenols, measured as gallic acid equivalents, were reduced by extrusion (barrel moisture 30%) but were not affected by extrusion at lower barrel moisture contents (15% or 20%). However, individual sub-groups of extractable flavanols, flavonols, phenolic acids and dihydrochalcones were increased by extrusion. There was little effect of extrusion on the release of total polyphenols from the matrix into the supernatant, as measured by total extractable polyphenols (measured as gallic acid equivalents) released during in vitro digestion. There was a marked increase in total flavanols, phenolic acids and dihydrochalones released into the supernatant during the gastric phase but changes in flavonoids were less obvious. The changes in the bioaccessibility of individual polyphenols released during intestinal digestion were dependent on the type of polyphenol and extrusion conditions. The antioxidant activity, as measured using oxygen radical absorbance capacity (ORAC) of the bioaccessible nutrients released upon in vitro intestinal digestion, was significantly enhanced by extrusion (from 78.2 to 400-500 µmol Trolox equivalents per mL at the ileal phase). The increased ORAC may be attributed in part to the increased release of individual polyphenols.

Adsorption of catechin onto cellulose and its mechanism study: Kinetic models, characterization and molecular simulation.

Catechin, an important component of flavan-3-ol, and dietary fiber are both important ingredients with many associated health benefits. The adsorption of catechin onto various dietary fiber has been studied widely, most of the researches focus on the adsorption capacities of catechin under different fibers and the adsorption types by using adsorption models. However, little is known on the dynamic adsorption process and mechanism, including the adsorption sites, interaction types, and participant molecules. In this study, the adsorption behavior and mechanism of catechin onto cellulose were examined by the time function in combination with molecular simulation. The adsorption capacities of cellulose for catechin were 2.70 and 2.82 mg/g at pH 2.0 and 7.0, respectively. The adsorption process was fitted by three stage models (rapid adsorption, saturation, and equilibrium). The features of cellulose and catechin were characterized by FTIR to identify the functional groups in the adsorption. Molecular simulation revealed that the catechin was adsorbed onto the hydrophilic surface of cellulose rather than hydrophobic one, and that the total binding energy was -8.57 kcal/mol of the hydrophilic surface, which was due to Van der Waals' force and H-bond more than electrostatic force. Furthermore, the studies on isothermal adsorption combined with adsorption at various pH illustrated the main interaction between cellulose and catechin for the binding. This work assisted understanding of the adsorption of polyphenols on to insoluble dietary fiber and has the potential of applications in functional foods.

Ovalbumin as a carrier to significantly enhance the aqueous solubility and photostability of curcumin: Interaction and binding mechanism study.

Egg ovalbumin (OVA) as a macromolecular carrier has the potential to improve the solubility and stability of insolubility bioactive molecules, however, their binding behavior and the mechanism is still ambiguous. In this work, the curcumin was selected as the target to study the interaction and binding mechanism between curcumin and OVA by thermodynamic titration technique in combination with molecular dynamic simulation. The results suggested that the binding included two steps: first, curcumin molecule entered into the hydrophobic pocket of OVA by hydrophobic interaction; and second the interaction was enhanced via hydrogen bonds, resulting in static fluorescence quenching and secondary structural change of OVA. This study provided further evidence in support of the proposed mechanism of the polyphenol-protein binding by the "Hands-gloves" model. Furthermore, when the OVA was as a carrier, the solubility of curcumin has been increased ~370 times to 32.73 µg/mL compared to that of free curcumin at pH 7.0. The photostability was enhanced significantly indicating that it is an efficient way to improve the stability of curcumin in contributing to its application in nutritional supplements or functional foods.