DHBA Research Articles

Proanthocyanidins biotransformed by Saccharomyces cerevisiae prevent the pathogenesis of steatosis and progression to steatohepatitis in vitro

Oligomeric and polymeric proanthocyanidins (PAC) were biotransformed with Saccharomyces cerevisiae to improve bioavailability and bioactivity. Biotransformation significantly increased the bioavailability of PAC in vitro and generated many metabolites, most notably, 3-aminophenol, pyrogallol, phloroglucinol, 4-hydroxyphenylacetamide, 2,4-dihydroxy-6-methylbenzaldehyde, 2,4,6-trihydroxyacetophenone, and 2-hydroxyphenylacetic, 3-aminosalicylic, dihydroxybenzoic, 2-hydroxycinnamic, 3-phenyllactic, and gallic acids. The bioactivity of biotransformed (BT)-PAC and non-BT-PAC was compared using palmitic acid (PA)-induced steatosis/nonalcoholic fatty liver disease (NAFLD) and PA + bacterial lipopolysaccharide-induced nonalcoholic steatohepatitis (NASH) models of AML12 hepatocytes. BT-PAC reduced the PA-induced cellular oxidative stress and lipid accumulation by activating the nuclear factor erythroid 2-related factor 2 (Nrf2)/antioxidant response element (ARE) pathway and modulating key regulators of cellular lipid metabolism. BT-PAC reduced the progression of steatosis to NASH in vitro by suppressing toll-like receptor 4-mediated cellular inflammation. Non-BT-PAC was less potent in the reduction of cellular lipotoxicity and inflammation. S. cerevisiae-mediated biotransformation significantly enhances the bioavailability of PAC and the bioactivity against steatosis and NASH.

Valorization of Defatted Cherry Seed Residues from Liquor Processing by Matrix Solid-Phase Dispersion Extraction: A Sustainable Strategy for Production of Phenolic-Rich Extracts with Antioxidant Potential.

The integrated valorization of food chain waste is one of the most promising alternatives in the transition to a sustainable bioeconomy. Thus, an efficient solid-phase matrix dispersion extraction method, using experimental factorial design and response surface methodology, has been developed and optimized for the recovery of polyphenols from defatted cherry seeds obtained after cherry liquor manufacture and subsequent fatty acid extraction, evaluating the effect of each processing step on the composition and phenolic content of sweet cherry residues. The phenolic extracts before fermentation showed the highest content of total polyphenols (TPC) and flavonoids (TFC) (3 ± 1 mg QE·g-1 and 1.37 ± 0.08 mg GAE·g-1, respectively), while the highest antioxidant capacity was obtained in the defatted seed extracts after both fermentation and distillation. In addition, high-performance liquid chromatography coupled to a quadrupole time-of-flight mass spectrometer (HPLC-ESI-QTOF-MS) was used to determine the phenolic profile. Dihydroxybenzoic acid, neochlorogenic acid, caffeic acid, and quercetin were the main phenolics found, showing differences in concentration between the stages of liquor production. The results underline the prospective of cherry by-products for obtaining phenol-rich bioactive extracts for possible use in different industrial sectors, offering a feasible solution for the cascade valorization of cherry agri-food waste.

Enzymatic degradation and metabolic pathway of phenanthrene by manglicolous filamentous fungus Trichoderma sp. CNSC-2

Manglicolous filamentous fungi release extracellular lignolytic enzymes that can readily degrade polycyclic aromatic hydrocarbons (PAHs). The present study emphasizes the role of the extracellular enzyme in phenanthrene degradation by the manglicolous fungus Trichoderma sp. CNSC-2 isolated from the Indian Sundarban mangrove ecosystem. The removal efficiency reached 64.05 ± 0.75 % in 50 mg l−1 phenanthrene-amended mineral salt medium at pH 5.6 after 10 days of incubation. Phenanthrene removal was optimized at different pH, nutrient sources, and Cu2+ concentrations. The degradation significantly increased to 67.75 ± 4.32 % at pH 6 (P < 0.0001). The addition of Cu2+ (30 mg l−1) increased the degradation to 78.15 ± 0.36 % (P < 0.0001). The validation experiment confirmed the increase in phenanthrene degradation up to 79.9 ± 1.67 % under optimized conditions. The Lac1 and CytP450 genes encoding for extracellular and intracellular enzymes, respectively, were identified. The GC-MS derived phenanthrene degradation metabolites, i.e., phthalic acid, isobutyl 2-pentyl ester derivative, 1, 2 benzene dicarboxylic acid, butyl 2-methyl propyl ester derivative, TMS derivative of benzoic acid and 3,5 dihydroxy benzoic acid determined two possible metabolic pathways. The laccase enzyme activity was higher in the presence of Phe+Cu2+ (P < 0.0001), indicating the enzyme induction potential of PAH and Cu2+ ions. Purified laccase had a molecular weight of 45 kDa and was highly stable at pH 4–6 and temperature 20–50 °C. The enzyme retained 47 %, 87 %, and 63 % of enzyme activity at 30 mg l−1 concentration of Pb2+, Cd2+, and Hg2+. However, laccase activity was induced by 1.37 folds in the presence of 30 mg l−1 Cu2+ concentration. Thus, the study suggests the potential role of Trichoderma sp. CNSC-2 in phenanthrene degradation.

Assessing the RP-LC-MS-Based Metabolic Profile of Hass Avocados Marketed in Europe from Different Geographical Origins (Peru, Chile, and Spain) over the Whole Season.

Spain dominates avocado production in Europe, with the Hass variety being the most prominent. Despite this, Spanish production satisfies less than 10% of the overall avocado demand in Europe. Consequently, the European avocado market heavily relies on imports from overseas, primarily sourced from Peru and Chile. Herein, a comprehensive characterization of the metabolic profile of Hass avocado fruits from Spain, Peru, and Chile, available in the European market throughout the year, was carried out. The determination of relevant substances was performed using high- and low-resolution RP-LC-MS. Remarkable quantitative differences regarding phenolic compounds, amino acids, and nucleosides were observed. Principal component analysis revealed a natural clustering of avocados according to geographical origin. Moreover, a specific metabolic pattern was established for each avocado-producing country using supervised partial least squares discriminant analysis. Spanish fruits exhibited high levels of coumaric acid malonyl-hexose II, coumaric acid hexose II, and ferulic acid hexose II, together with considerably low levels of pantothenic acid and uridine. Chilean avocado fruits presented high concentrations of abscisic acid, uridine, ferulic acid, succinic acid, and tryptophan. Fruits from Peru showed high concentrations of dihydroxybenzoic acid hexose, alongside very low levels of p-coumaric acid, ferulic acid, coumaric acid malonyl-hexose I, and ferulic acid hexose II.

Chemically modified polymeric resins with catechol derivatives for adsorption, separation and recovery of gallium from acidic solutions

Ion-exchange has been extensively explored for the adsorption, separation, and recovery of metal ions. The use of eco-friendly, low-cost, selective, and reusable resins are important for the development of separation technologies for critical elements. Herein, novel chelating adsorbents were synthesized and studied for the selective extraction, separation, and recovery of gallium (Ga) from acidic solutions. Four chelating adsorbents were prepared using 3,4 dihydroxybenzoic acid, and 3,4,5-trihydroxybenzoic acid to functionalize pre-aminated polymeric resins through amide linkage. Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy analysis confirmed the functionalization of the resins and revealed that their surface morphology was significantly improved after the chemical modification. Their adsorption performance was investigated, and maximum Ga-adsorption capacity was found at pH 3. Equilibrium Ga-adsorption isotherms were better demonstrated by the Langmuir isotherm model, and adsorption kinetics were better explained by Pseudo-second order model. The proposed new adsorbents were 10–4800 times more selective for Ga than Zn, Al, Cd, Sb, Fe, As and Mn in acidic conditions. Moreover, high Ga selectivity (SelGa/M >1.5) was accomplished in the binary solution of Ga:Zn and Ga:As in 1:10, 1:50 and 1:100 metal ratios, which suggests that adsorbents can separate Ga from Zn and As solution effectively. Desorption preliminary experiments showed > 60% desorption of Ga over 4 adsorption/desorption cycles. The adsorption mechanism was confirmed by XPS and FTIR studies. This study indicates that the synthesized adsorbents could be used for industrial applications, due to their low-cost, abundant raw materials, mature synthetic routes, and lower environmental impact.

Phenotypic, molecular, and functional characterization of COQ7-related primary CoQ10 deficiency: Hypomorphic variants and two distinct disease entities.

Primary coenzyme Q10 (CoQ10) deficiency is a group of inborn errors of metabolism caused by defects in CoQ10 biosynthesis. Biallelic pathogenic variants in COQ7, encoding mitochondrial 5-demethoxyubiquinone hydroxylase, have been reported in nine patients from seven families. We identified five new patients with COQ7-related primary CoQ10 deficiency, performed clinical assessment of the patients, and studied the functional effects of current and previously reported COQ7 variants and potential treatment options. The main clinical features included a neonatal-onset presentation with severe neuromuscular, cardiorespiratory and renal involvement and a late-onset disease presenting with progressive neuropathy, lower extremity weakness, abnormal gait, and variable developmental delay. Baker's yeast orthologue of COQ7, CAT5, is required for growth on oxidative carbon sources and cat5Δ strain demonstrates oxidative growth defect. Expression of wild-type CAT5 could completely rescue the defect; however, yeast CAT5 harboring equivalent human pathogenic variants could not. Interestingly, cat5Δ yeast harboring p.Arg57Gln (equivalent to human p.Arg54Gln), p.Arg112Trp (equivalent to p.Arg107Trp), p.Ile69Asn (equivalent to p.Ile66Asn) and combination of p.Lys108Met and p.Leu116Pro (equivalent to the complex allele p.[Thr103Met;Leu111Pro]) partially rescued the growth defects, indicating these variants are hypomorphic alleles. Supplementation with 2,4 dihydroxybenzoic acid (2,4-diHB) rescued the growth defect of both the leaky and severe mutants. Overexpression of COQ8 and 2,4-diHB supplementation synergistically restored oxidative growth and respiratory defect. Overall, we define two distinct disease presentations of COQ7-related disorder with emerging genotype-phenotype correlation and validate the use of the yeast model for functional studies of COQ7 variants.

Synthesis of Multiple Emission Carbon Dots from Dihydroxybenzoic Acid via Decarboxylation Process.

Carbon dots (CDs), as a new zero-dimensional carbon-based nanomaterial with desirable optical properties, exhibit great potential for many application fields. However, the preparation technique of multiple emission CDs with high yield is difficult and complex. Therefore, exploring the large-scale and straightforward synthesis of multicolor CDs from a simple carbon source is necessary. In this work, the solvent-free method prepares a series of multicolor emission CDs from dihydroxybenzoic acid (DHBA). The maximum emission wavelengths are 408, 445, 553, 580, and 610 nm, respectively, covering the visible light region. The 2,4- and 2,6-CDs possess the longer emission wavelength caused by the 2,4-, and 2,6-DHBA easily undergo decarboxylation to form the larger sp2 domain graphitized structure. These CDs incorporated with g-C3N4 can significantly improve the photocatalytic water-splitting hydrogen production rate by extending the visible light absorption and enhancing the charge separation efficiency. The long-wavelength emission CDs can further enhance photocatalytic activity primarily by improving visible light absorption efficiency.

Improvement of phenolic acid autotoxicity in tea plantations by Pseudomonas fluorescens ZL22

Accumulation of phenolic acids, such as p-hydroxybenzoic acid (PHBA), 3,4 dihydroxybenzoic acid (PA), and cinnamic acid (CA) causes a decline in tea plantation soil quality. Bacterial strains that can balance phenolic acid autotoxicity (PAA) in tea tree rhizosphere soil are used to improve tea plantation soil. In this study, the effects of Pseudomonas fluorescens ZL22 on soil restoration and PAA regulation in tea plantations were investigated. ZL22 carries a complete pathway for degrading PHBA and PA to acetyl coenzyme A. ZL22 can colonise and reduce PHBA by 96% and PA by 98% in tea rhizosphere soil within 30 days. The cooccurrence of ZL22 and low CA levels further promotes lettuce seed growth and substantially increases tea production. ZL22 effectively regulates PAA to a safe level in rhizospheric soil, alleviating the inhibition of microbiota by PAA, increases the abundance of genera associated with soil N, C, and S cycling, and creates optimum pH (approximately 4.2) and organic carbon (approximately 25 g/kg), and available N (approximately 62 mg/kg) contents for secondary metabolite accumulation in tea leaves. The application of P. fluorescens ZL22 controls PAA, which synergistically improves plant growth and soil nutrition, thereby promoting tea production and quality.

Functionalization of cellulose adsorbents with catechol derivatives for the effective separation and recovery of gallium from acidic solutions

The selective extraction, separation, and recovery of gallium (Ga), one of the critical elements, is essential due to its role in clean energy technologies and its low reserves. Herein, different catechol derivatives (Pn)-functionalized cellulose substrates were developed using 3,4 dihydroxybenzoic acid (P1), 3,4,5-trihydroxybenzoic acid (P2), and 3,4-dihydroxyhydrocinnamic acid (P3) through esterification reaction and used for selective extraction of gallium from dilute acidic solutions. Adsorption experiments at pH 3 displayed a maximum Ga adsorption capacity of 31.50, 14.22, and 29.50 mg g−1 for P1, P2, and P3, respectively. Langmuir isotherm was illustrated as the best-fitting model to explain the equilibrium adsorption. Kinetic data were best fitted with pseudo-second order and intraparticle diffusion model, indicating that the adsorption process involves chemisorption as well as intraparticle diffusion. The newly synthesized adsorbents P1 and P3 are 10–300 times more selective for Ga than As, Fe, Al, Cd, and Ge from the mixed solution (pH 3.0) of 1:1 metal ratio. Moreover, high selectivity for gallium was achieved from binary solutions of Ga:Zn, Ga:Ge, and Ga:As in 1:10 (SelGa/M > 5), 1:50 (SelGa/M > 2), and 1:100 (SelGa/M > 2) metal ratio, suggesting that the adsorbent can separate Ga (III) from Zn (II), Ge (IV), and As (III) at the optimal conditions. The adsorbents (P1-P3) were characterized with various spectroscopic and microscopic techniques showing that the surface morphology of cellulose was greatly changed after functionalization. The Fourier-transform infrared spectroscopy (FT-IR), Scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDS) analysis demonstrated that the adsorption of Ga onto the developed adsorbers was attributed to chelation between hydroxyl groups of catechol and gallium ions. This study shows the synthesis of low-cost, sustainable adsorbents for the selective recovery of gallium in dilute acidic solutions.

Effects of air humidity and soil moisture on secondary metabolites in the leaves and roots of Betula pendula of different competitive status.

Plant secondary metabolites (PSMs) defend plants against abiotic stresses, including those caused by climate change and against biotic stresses, such as herbivory and competition. There is a trade-off between allocating available carbon to growth and defence in stressful environments. However, our knowledge about trade-off is limited, especially when abiotic and biotic stresses co-occur. We aimed to understand the combined effect of increasing precipitation and humidity, the tree's competitive status, and canopy position on leaf secondary metabolites (LSMs) and fine root secondary metabolites (RSMs) in Betula pendula. We sampled 8-year-old B. pendula trees growing in the free air humidity manipulation (FAHM) experimental site, where treatments included elevated relative air humidity and elevated soil moisture. A high-performance liquid chromatography-quadrupole-time of flight mass spectrometer (HPLC-qTOF-MS) was used to analyse secondary metabolites. Our results showed accumulation of LSM depends on the canopy position and competitive status. Flavonoids (FLA), dihydroxybenzoic acids (HBA), jasmonates (JA) and terpene glucosides (TG) were higher in the upper canopy, and FLA, monoaryl compounds (MAR) and sesquiterpenoids (ST) were higher in dominant trees. The FAHM treatments had a more distinct effect on RSM than on LSM. The RSMs were lower in elevated air humidity and soil moisture conditions than in control conditions. The RSM content depended on the competitive status and was higher in suppressed trees. Our study suggests that young B. pendula will allocate similar amounts of carbon to constitutive chemical leaf defence, but a lower amount to root defence (per fine root biomass) under higher humidity.

Phosphonium based anion exchange resin for enrichment of phenolic acids

The aim of this work is to investigate the efficiency of a phosphonium-based strong anion exchange sorbent for the extraction of some selected phenolic acids. The material was synthesized through chloromethylation of a porous poly(styrene-divinylbenzene) substrate with high degree of crosslinking, followed by quaternarization with tributyl phosphine. The parameters affecting the solid phase extraction of five phenolic acids, namely chlorogenic acid, caffeic acid, dihydroxybenzoic acid, ferulic acid and rosmarinic acid were optimized. The sample pH and the type, volume and concentration of the eluting solutions were investigated. The analysis of the phenolic acids after extraction was performed using HPLC with diode array detection. Limit of detection, limit of quantitation, linear range, correlation coefficient and reproducibility for the determination of the phenolic acids were estimated. The retention of the phenolic acids on the developed phase was studied using breakthrough analysis. The experimental breakthrough curves were fitted by Boltzmann's function, and the regression parameters were utilized for the determination of the breakthrough parameters. The results obtained using the developed phase were compared with those obtained by the commercially available Oasis MAX sorbent. The proposed approach was successfully applied for the extraction and pre-concentration of rosmarinic acid from rosemary leaf (Rosmarini folium) alcoholic extract.

Is acute low-dose gamma irradiation an effective elicitor for secondary metabolism in Leontopodium alpinum (Cass.) callus culture?

Leontopodium alpinum Cass. (Edelweiss) is a protected species in some European countries and has become of growing interest for exploitation by the food supplements and cosmetics industry, due to its valuable composition in bioactive and biocompatible compounds. Small scale field cultivation and in vitro biotechnological approaches are economically viable alternatives to the production via chemical synthesis. In this study, we aimed to compare two performant L. alpinum callus culture lines and to investigate the effect of acute low dose gamma irradiation on biomass accumulation (Gi), total phenolic content (TPC), total flavonoid content (TFC), antioxidant activity (DPPH) and secondary metabolites’ profile. A purple, pigmented line (PC) was obtained under lightning conditions and in the absence of light, an unpigmented greenish line (GC) was established. Both lines displayed impressive proliferative capacity after 14 days of culture, with an 18.31 ( ± 1.83) fold mass increase for PC and a 13.27 ( ± 2.42) for GC. In respect to Gi, TPC, TFC and DPPH, the purple callus line significantly outperformed the unpigmented line. According to the UPLC-HRMS analysis of the methanolic extracts, both callus lines displayed similar metabolic profiles, having similar quantities of 3,5-dicaffeoylquinic acid, leontopodic acids A and B, but 60% higher concentration of chlorogenic acid in the GC line. In the methanolic callus extracts, 9 economically important phenylpropanoid derivatives were identified. The two callus lines responded differently to low dose gamma irradiation. Although the control values measured for Gi, TPC, TFC and DPPH were significantly higher in the PC line, this line was generally negatively impacted by the gamma treatments. On the contrary, higher, but not significant, values were registered in some GC variants post irradiation with 25, 30 and 40 Gy. UPLC-HRMS investigations emphasized the overproduction of 7 compounds, post irradiation with all doses, for the PC line, while for the unpigmented line only one compound was stimulated by all irradiation treatments. The highest stimulative effect was obtained for the 35 and 40 Gy experimental variants, in the GC line, where dihydroxybenzoic acid glucoside accumulation was increased by 160%. The results of this study showed, for the first time, the different responses of two distinct L. alpinum callus lines using gamma irradiation elicitation method, which can be successfully applied to stimulate the production of certain industrially important compounds as chlorogenic acid, dicaffeoylquinic acid isomers or characteristic glucaric acids.

Supramolecular Organization in Salts of Riluzole with Dihydroxybenzoic Acids—The Key Role of the Mutual Arrangement of OH Groups

Intermolecular interactions, in particular hydrogen bonds, play a key role in crystal engineering. The ability to form hydrogen bonds of various types and strengths causes competition between supramolecular synthons in pharmaceutical multicomponent crystals. In this work, we investigate the influence of positional isomerism on the packing arrangements and the network of hydrogen bonds in multicomponent crystals of the drug riluzole with hydroxyl derivatives of salicylic acid. The supramolecular organization of the riluzole salt containing 2,6-dihydroxybenzoic acid differs from that of the solid forms with 2,4- and 2,5-dihydroxybenzoic acids. Because the second OH group is not at position 6 in the latter crystals, intermolecular charge-assisted hydrogen bonds are formed. According to periodic DFT calculations, the enthalpy of these H-bonds exceeds 30 kJ·mol-1. The positional isomerism appears to have little effect on the enthalpy of the primary supramolecular synthon (65-70 kJ·mol-1), but it does result in the formation of a two-dimensional network of hydrogen bonds and an increase in the overall lattice energy. According to the results of the present study, 2,6-dihydroxybenzoic acid can be treated as a promising counterion for the design of pharmaceutical multicomponent crystals.

Alnus nitida and urea-doped Alnus nitida-based silver nanoparticles synthesis, characterization, their effects on the biomass and elicitation of secondary metabolites in wheat seeds under in vitro conditions

Nano-fertilizers are superior to conventional fertilizers, but their effectiveness has not yet been adequately explored in the field of agriculture. In this study, silver nanoparticles using leaves extract of an Alnus nitida plant were synthesized and further doped with urea to enhance the plant biomass and metabolic contents. The synthesized Alnus nitida silver nanoparticles (A.N-AgNPs) and urea-doped silver nanoparticles (U-AgNPs) were characterized using Scanning Electron Microscopy, Transmission Electron Microscopy, Powder X-ray Diffraction, and Energy Dispersive X-ray. The wheat seeds were grown in media under controlled conditions in the plant growth chamber. The effectiveness of nanoparticles was studied using different A.N-AgNPs and U-AgNPs concentrations (0.75 μg/ml, 1.5 μg/ml, 3 μg/ml, 6 μg/ml, and 15 μg/ml). They were compared with a control group that received no dose of nanoparticles. The plant biomass, yield parameters, and wheat quality were analyzed. The effect of silver nanoparticles and U-AgNPs were examined in developing wheat seeds and their potency in combating biotic stresses such as nematodes, herbivores, fungi, insects, weeds and bacteria; abiotic stresses such as salinity, ultraviolet radiation, heavy metals, temperature, drought, floods etc. In the seedlings, six possible phytochemicals at a spray dose of 6 μg/ml of U-AgNPs were identified such as dihydroxybenzoic acids, vanillic acid, apigenin glucosidase, p-coumaric acid, sinapic acid, and ferulic acid whereas in other treatments the number of phenolic compounds was lesser in number as well as in concentrations. Moreover, various parameters of the wheat plants, including their dry weight and fresh weight, were assessed and compared with control group. The findings of the study indicated that A.N-AgNPs and U-AgNPs act as metabolite elicitors that induced secondary metabolite production (total phenolic, flavonoid, and chlorophyll contents). In addition, U-AgNPs provided a nitrogen source and were considered a smart nitrogen fertilizer that enhanced the plant biomass, yields, and metabolite production.

Specific Features of the Oxidative Addition of Triarylantimony to Dihydroxybenzoic Acids

Tris(2-methoxyphenyl)antimony and tris(3-fluorophenyl)antimony react with 2,3-dihydroxybenzoic and 3,4-dihydroxybenzoic acids in the presence of tert-butyl hydroperoxide to form carboxycatecholato-О,О'-triarylantimony. Under similar conditions, tris(4-fluorophenyl)antimony reacts with 2,3-dihydroxybenzoic acid to form tris(4-fluorophenyl)antimony dicarboxylate. Structural features of the reaction products are determined by X-ray diffraction (XRD) (CIF files CCDC nos. 2126358 (I), 2124252 (II·H2O·Et2O), 2121839 (III·0.5С6Н6), and 2131083 (IV·2.5С6Н6).

Specific Features of the Oxidative Addition of Triarylantimony to Dihydroxybenzoic Acids

Specific Features of the Oxidative Addition of Triarylantimony to Dihydroxybenzoic Acids

Metabolomics-Based Profiling via a Chemometric Approach to Investigate the Antidiabetic Property of Different Parts and Origins of Pistacia lentiscus L.

Pistacia lentiscus L. is a medicinal plant that grows spontaneously throughout the Mediterranean basin and is traditionally used to treat diseases, including diabetes. The aim of this work consists of the evaluation of the α-glucosidase inhibitory effect (i.e., antidiabetic activity in vitro) of different extracts from the leaves, stem barks and fruits of P. lentiscus harvested on mountains and the littoral of Tizi-Ouzou in Algeria. Metabolomic profiling combined with a chemometric approach highlighted the variation of the antidiabetic properties of P. lentiscus according to the plant's part and origin. A multiblock OPLS analysis showed that the metabolites most involved in α-glucosidase inhibition activity were mainly found in the stem bark extracts. The highest inhibitory activity was found for the stem bark extracts, with averaged inhibition percentage values of 84.7% and 69.9% for the harvested samples from the littoral and mountain, respectively. On the other hand, the fruit extracts showed a lower effect (13.6%) at both locations. The UHPLC-ESI-HRMS characterization of the metabolites most likely responsible for the α-glucosidase-inhibitory activity allowed the identification of six compounds: epigallocatechin(4a>8)epigallocatechin (two isomers), (epi)gallocatechin-3'-O-galloyl-(epi)gallocatechin (two isomers), 3,5-O-digalloylquinic acid and dihydroxy benzoic acid pentoside.

Antioxidant and Antimicrobial Effects of Baby Leaves of Amaranthus tricolor L. Harvested as Vegetable in Correlation with Their Phytochemical Composition.

Amaranth is used as a spinach replacement; therefore, it is sometimes called Chinese Spinach. So far, the activity of the plant has not been associated with the presence of specific compounds. Three cultivars of Amaranthus tricolor L. were investigated for their antioxidant and antimicrobial activities. The correlation between the bioactivity and metabolite profiles was investigated in order to indicate active compounds in A. tricolor. The phytochemical profile of a total of nine extracts was studied by HPLC-DAD-ESI/HRMS, revealing the presence of 52 compounds. The highest antioxidant activity was noticed in the Red cultivar (0.06 mmol TE/g DE (Trolox Equivalent/Dry Extract Weight) and was related to the presence of amino acids, flavonoids and phenolic acids, as well as individual compounds such as tuberonic acid hexoside. All studied extracts revealed antimicrobial activity. Gram-positive bacteria were more susceptible to N-(carboxyacetyl) phenylalanine, phenylalanine, tuberonic acid and succinic acid and Gram-negative bacteria to dopa, tryptophan, norleucine, tuberonic acid hexoside, quercetin-O-hexoside, luteolin-O-rhamnosylhexoside, luteolin-6-C-hexoside succinic acid, gallic acid-O-hexoside, dihydroxybenzoic acid and hydroxybenzoic acid. Maleic acid showed promising antifungal activity. In summary, A. tricolor is a good source of antioxidant and antimicrobial compounds.

Dimethyl Carbonate as a Mobile-Phase Modifier for Normal-Phase and Hydrophilic Interaction Liquid Chromatography

We studied the use of dimethyl carbonate (DMC) as a non-toxic, aprotic modifier for hydrophilic liquid interaction chromatography (HILIC) and as a modifier for normal-phase liquid chromatography (LC). A comparison of ethyl acetate (EA) and DMC as organic mobile-phase modifiers in hexane for normal-phase LC of phthalates was conducted with a silica column and showed that retention factors (k) at the same modifier percentage were about a factor of two greater for DMC. Detection at 215 nm, possible with DMC, allowed for the better detection of the phthalates by a factor of 10, compared with EA detection, best at a 254 nm wavelength. Using a core-shell silica column, HILIC separations of trans-ferulic acid, syringic acid, and vanillic acid were compared between acetonitrile (MeCN) and DMC as the organic portion of the mobile phase, from 80–95%. The analyte retention for DMC, when compared to MeCN, was about 1.5 times greater, with only a moderate increase in back pressure. Plate count and peak asymmetry were somewhat better for the DMC chromatograms, compared to those with MeCN. Seven mono- and di-hydroxybenzoic acid positional isomers could be resolved effectively with DMC. Sorbate and benzoate preservatives in commercial drinks were also determined.

Corn distiller’s dried grains with solubles as a target for fermentation to improve bioactive functionality for animal feed and as a source for a novel microorganism with antibacterial activity

Plant-based bioenergy by-products such as corn distillers’ dried grains with solubles (DDGS) are widely utilized as animal feed sources and feed ingredients due to their balanced nutritional profile and animal health protective functional qualities. Bioprocessing of this bioenergy by-product using beneficial lactic acid bacteria (LAB)-based fermentation strategy to improve animal-health targeted functional qualities has wider relevance for animal feed applications. In this study, liquid extracts of corn DDGS were fermented with Lactiplantibacillus plantarum and Lactobacillus helveticus. The unfermented and fermented extracts were then analyzed (at 0, 24, 48 and 72-h) for their total soluble phenolic content (TSP), phenolic profile, antioxidant activity via ABTS and DPPH radical scavenging activity, and antimicrobial activity against the gut pathogen Helicobacter pylori using in vitro assay models. Statistical differences in antioxidant activity and phenolic content were observed among the unfermented and fermented extracts. The major phenolic compounds detected in corn DDGS were gallic, dihydroxybenzoic, p-coumaric, caffeic and ferulic acid, and catechin. Antimicrobial activity against H. pylori was observed for the unfermented extracts and the antimicrobial activity was attributed to the growth of a corn DDGS-endemic culture. The culture was isolated, sequenced, and identified as Bacillus amyloliquefaciens. Results of this study indicated that processing strategies of by-products such as LAB- based fermentation of corn DDGS could affect its bioactive-linked functional qualities due to microbial interaction with the phytochemicals. Furthermore, plant by-products can serve as novel sources of beneficial microflora that have relevance in wider agriculture, food safety, and therapeutic applications.