In the present study we investigated the capacities of a panel of 25 solid sorbents represented by layered structures, inorganic oxides and hydroxides, and phyllosilicates, to effectively remove in high yield Tartrazine (E102) and Brilliant Blue FCF (E133) from aqueous solutions, and more notable, green colored food matrices. Quantification of the title compounds have been achieved by HPLC-DAD analyses. Contents of E102 and E133 in real samples were in the range 1.3-36.5 μg/mL and 1.0-20.1 μg/mL, respectively. After a treatment of 1 min., in most cases a complete bleaching of solutions and deep coloring of the solid phase was recorded. The most effective solids to this aim were seen to be aluminium based ayered double hydroxides. In the case of magnesium oxide for E102, and magnesium aluminium D. benzensulfonate SDS 01 H8L and Florisil for E133, a selective adsorption (>99.9 %) of only one dye was observed. The adsorption recorded was strictly dependent on the loading of the sorbent. Related values were 300 mg for the separation of E102 by magnesium oxide from all the five food matrices under investigation, and in the range 200 mg-300 mg for magnesium aluminium D. benzensulfonate SDS 01 H8L and Florisil in the case of E133. The application of Langmuir and Freundlich models suggested that the adsorption may take place in the inner layers of the solids with a favourable thermodynamique outcome. Findings described herein offer the concrete possibility of quantifications of individual dyes in matrices containing more than one food colorant.
Several processes have been developed in the past to selectively extract oleuropein and its aglycones from olive derived materials. In the present manuscript, we outline a novel approach for processing olive leaves aqueous extracts. This allowed first to select microwave irradiation as the methodology able to provide a large enrichment in oleuropein. Subsequently, the use of lamellar solids led to the selective and high yield concentration of the same. Adsorption on solids also largely contributed to the long term chemical stability of oleuropein. Finally, an eco-friendly, readily available, and reusable catalyst like H2SO4 supported on silica was applied for the hydrolysis of oleuropein into hydroxytyrosol and elenolic acid. This latter was in turn selectively isolated by an acid-base work-up providing its monoaldehydic dihydropyran form (7.8 % extractive yield), that was unequivocally characterized by GC-MS. The isolation of elenolic acid in pure form is described herein for the first time.
A series of five naturally occurring oxyprenylated phenylpropanoids, namely, the coumarins auraptene (7-geranyloxycoumarin) 1 and 7-isopentenyloxycoumarin 2, and the coumaric acid and ferulic acid derivatives, 4’-isopentenyloxycoumaric acid 3, boropinic acid 4, and 4’-geranyloxyferulic acid 5 were tested for their effects on mitochondrial functionality using the organophosphate pesticides glyphosate and chlorpyrifos, and resveratrol, as the reference. While not showing an appreciable in vitro antioxidant activity, and virtually no or a little effect on the viability of non-cancer cell lines BEAS-2B and SHSY-5Y, all phytochemicals exhibited a marked protective effect on mitochondrial potential and activity, with values that were comparable to resveratrol. Auraptene 1 and 7-isopentenyloxycoumarin 2 were seen to be the most effective secondary metabolite to this concern, in particular in being able to completely abolish the decrease of mitochondrial potential induced by increasing concentration of both glyphosate and chlorpyrifos. All the compounds tested also exhibited a protective effect on mitochondrial activity. The potency displayed will shed more light on the molecular basis of the beneficial effects of auraptene, 7-isopentenyloxycoumarin, and structurally related oxyprenylated phenylpropanoids reported to date in the literature.
Nowadays, several processes to enrich desired bioactive compounds in plant extracts have been developed. The objective of the present study was to assess the performance of bovine serum albumin in increasing the extractive yields of anthraquinones and diarylheptanoids from their respective raw plant powder extracts. Aloe emodin, rhein, emodin, and chrysophanol, from Polygonum cuspidatum, Senna alexandrina, Rhamnus frangula, and Rheum palmatum, and curcumin from Curcuma longa were analyzed in parent dry extracts, solubilized either with water, ethanol, or hydro-alcoholic mixtures, and in ones treated with aqueous solutions of bovine serum albumin by HPLC with UV/Vis detection. The different ratios between the volumes of solvents, powdered plant extracts, and bovine serum albumin were tested. The addition of albumin provided an increase in the yields of aloe emodin in the range 7.8–50.4-fold; of rhein in the range 6.1–14.1-fold; of emodin in the range 19.7–39.7-fold; of chrysophanol in the range 15.1–28.7-fold; and, finally, of curcumin of 32.1-fold. The addition of bovine serum albumin in the processing of plant extracts has been shown to be a novel and a valid alternative, comparing favourably to already reported methodologies. The easy-to-handle procedures, readily accessible facilities, and the employment of cheap substrates and reagents represent the most evident advantages of the methodology described herein.
6 September 2023 in Food and Bioproducts Processing
The present study explores the glutathione peroxidase (GPx)-like mimicking activity of selected natural phenylpropanoids, their oxyprenylated derivatives, and natural and semisynthetic cannabinoids using a revised version of Iwaoka's assay based on the application of GC-MS and HPLC-DAD. Thus, naturally occurring phenylpropanoids, including ferulic acid, p-coumaric acid, and umbelliferone, together with their oxyprenylated derivatives, were synthesized and tested for catalytic effects on 1,4-dithiotrhreitol (DTTred) oxidation. While ferulic acid and p-coumaric acid displayed an appreciable GPx-like activity, their oxyprenylated counterparts exhibited a reduction in catalytic efficiency, suggesting that the carboxylic acid and free phenolic hydroxyl groups play a key role in the observed activity. Coumarin derivatives showed minimal activity, likely due to their rigid ring system. Among cannabinoids, cannabidiol (CBD) and cannabigerol (CBG) enhanced DTT oxidation, with CBG displaying a nearly comparable effect to the reference catalyst Ebselen®. Structure-activity relationship analysis of semisynthetic CBG ethers and esters revealed that substitution patterns strongly influence catalytic performance, with diethyl and di-n-propyl derivatives demonstrating the highest GPx-like behavior. Overall, this work identifies cinnamic acids, CBG, and some of their etherified analogues as promising GPx mimetics and provides mechanistic insight into the redox properties of phenylpropanoids and cannabinoids, which may support future antioxidant drug design.