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1.
Heliyon ; 10(7): e28894, 2024 Apr 15.
Article in English | MEDLINE | ID: mdl-38623258

ABSTRACT

The bioaccessibility and bioavailability of phenolic compounds (PC) influence directly their role in disease prevention/control. Studies have evaluated this ability through complex plant and food matrices, which may reflect more a synergistic effect of the matrix than the ability of the PCs, hindering their individual exploitation in nutraceutical or pharmaceutical applications. In the present study ten pure PCs representing major classes were evaluated for their bioaccessibility and intestinal absorption in an in vitro simulated gastrointestinal digestion (SGD). This is the first study concerning the bioaccessibility evaluation of pure phloretin, phloroglucinol, naringin, naringenin and daidzein, while no in vitro SGD has been performed before for the other compounds considered here. PCs were analyzed through ultra-high-performance liquid chromatography coupled with diode-array detection and tandem mass spectrometry (UHPLC-DAD-MSn). Most of the compounds remained present along the gastrointestinal tract, and the bioaccessibility was in general higher than 50%, except for quercetin, epigallocatechin gallate, and ellagic acid. All compounds were highly absorbed in the intestine, with phloretin showing the lowest percentage at about 82%. The study findings provide new knowledge on the bioaccessibility and intestinal absorption of different PCs classes.

2.
Chem Bio Eng ; 1(1): 44-52, 2024 Feb 22.
Article in English | MEDLINE | ID: mdl-38434799

ABSTRACT

Artemisinin, a drug used to treat malaria, can be chemically synthesized or extracted from Artemisia annua L. However, the extraction method for artemisinin from biomass needs to be more sustainable while maintaining or enhancing its bioactivity. This work investigates the use of aqueous solutions of salts and ionic liquids with hydrotropic properties as alternative solvents for artemisinin extraction from Artemisia annua L. Among the investigated solvents, aqueous solutions of cholinium salicylate and sodium salicylate were found to be the most promising. To optimize the extraction process, a response surface method was further applied, in which the extraction time, hydrotrope concentration, and temperature were optimized. The optimized conditions resulted in extraction yields of up to 6.50 and 6.44 mg·g-1, obtained with aqueous solutions of sodium salicylate and cholinium salicylate, respectively. The extracts obtained were tested for their antimalarial activity, showing a higher efficacy against the Plasmodium falciparum strain compared with pure (synthetic) artemisinin or extracts obtained with conventional organic solvents. Characterization of the extracts revealed the presence of artemisinin together with other compounds, such as artemitin, chrysosplenol D, arteannuin B, and arteannuin J. These compounds act synergistically with artemisinin and enhance the antimalarial activity of the obtained extracts. Given the growing concern about artemisinin resistance, the results here obtained pave the way for the development of sustainable and biobased antimalarial drugs.

3.
Int J Mol Sci ; 24(7)2023 Mar 25.
Article in English | MEDLINE | ID: mdl-37047195

ABSTRACT

E. globulus leaves have been mainly exploited for essential oil recovery or for energy generation in industrial pulp mills, neglecting the abundance of valuable families of extractives, namely, triterpenic acids, that might open new ways for the integrated valorization of this biomass. Therefore, this study highlights the lipophilic characterization of E. globulus leaves before and after hydrodistillation, aiming at the integrated valorization of both essential oils and triterpenic acids. The lipophilic composition of E. globulus leaves after hydrodistillation is reported for the first time. Extracts were obtained by dichloromethane Soxhlet extraction and analyzed by gas chromatography-mass spectrometry. In addition, their cytotoxicity on different cell lines representative of the innate immune system, skin, liver, and intestine were evaluated. Triterpenic acids, such as betulonic, oleanolic, betulinic and ursolic acids, were found to be the main components of these lipophilic extracts, ranging from 30.63-37.14 g kg-1 of dry weight (dw), and representing 87.7-89.0% w/w of the total content of the identified compounds. In particular, ursolic acid was the major constituent of all extracts, representing 46.8-50.7% w/w of the total content of the identified compounds. Other constituents, such as fatty acids, long-chain aliphatic alcohols and ß-sitosterol were also found in smaller amounts in the studied extracts. This study also demonstrates that the hydrodistillation process does not affect the recovery of compounds of greatest interest, namely, triterpenic acids. Therefore, the results establish that this biomass residue can be considered as a promising source of value-added bioactive compounds, opening new strategies for upgrading pulp industry residues within an integrated biorefinery context.


Subject(s)
Eucalyptus , Oils, Volatile , Triterpenes , Eucalyptus/chemistry , Fatty Acids , Plant Extracts/pharmacology , Plant Extracts/chemistry , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Alcohols , Triterpenes/pharmacology , Triterpenes/chemistry
4.
Int J Mol Sci ; 23(19)2022 Sep 22.
Article in English | MEDLINE | ID: mdl-36232458

ABSTRACT

The chemical composition, investigated by gas chromatography-mass spectrometry, and antibacterial activity of lipophilic extractives of three varieties of Opuntia ficus-indica roots from Algeria are reported in this paper for the first time. The results obtained revealed a total of 55 compounds, including fatty acids, sterols, monoglycerides and long chain aliphatic alcohols that were identified and quantified. ß-Sitosterol was found as the major compound of the roots of the three varieties. Furthermore, considerable amounts of essential fatty acids (ω3, ω6, and ω9) such as oleic, linoleic, and linolenic acids were also identified. The green variety was the richest among the three studied varieties. The antibacterial activity, evaluated with disc diffusion method, revealed that lipophilic extracts were effective mainly against Gram-positive Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA) (19~23 mm). Gram-negative strains mainly Pseudomonas aeruginosa gave an inhibition zone of 18 mm, which is considered high antibacterial activity. The minimal inhibitory concentrations of the tested bacteria revealed interesting values against the majority of bacteria tested: 75-100 µg mL-1 for Bacillus sp., 250-350 µg/mL for the two Staphylococcus strains, 550-600 µg mL-1 for E. coli, and 750-950 µg mL-1 obtained with Pseudomonas sp. This study allows us to conclude that the lipophilic fractions of cactus roots possess interesting phytochemicals such as steroids, some fatty acids and long chain alcohols that acted as antibiotic-like compounds countering pathogenic strains.


Subject(s)
Methicillin-Resistant Staphylococcus aureus , Opuntia , Phytosterols , Alcohols/pharmacology , Algeria , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Escherichia coli , Linolenic Acids/pharmacology , Microbial Sensitivity Tests , Monoglycerides/pharmacology , Opuntia/chemistry , Phytochemicals/analysis , Phytochemicals/pharmacology , Phytosterols/pharmacology , Plant Extracts/chemistry
5.
Food Chem X ; 16: 100468, 2022 Dec 30.
Article in English | MEDLINE | ID: mdl-36281231

ABSTRACT

The accumulation of advanced glycation end-products (AGEs) in the body is implicated in numerous diseases, being methylglyoxal (MGO) one of the main precursors. One of the strategies to reduce AGEs accumulation might be acting in an early stage of glycation by trapping MGO. Thus, this work aimed to evaluate, for the first time, the potential of elderberries polyphenols to trap MGO, access the formation of MGO adducts, and evaluate the cytoprotection effect in HepG2 and Caco-2 cells. The results demonstrated that monoglycosylated anthocyanins (cyanidin-3-glucoside and cyanidin-3-sambubioside) are very efficient in trapping MGO, forming mono- and di-adducts. Quercetin-3-glucoside and quercetin-3-rutinoside reacted slowly, while diglycosylated anthocyanins did not react. The trapping of MGO by elderberry monoglycosylated anthocyanins significantly decreased the MGO cytotoxicity in HepG2 cells (∼70 % of cell viability), while the effect in Caco-2 cells was lower (∼50 %). Thus, elderberry phenolics present antiglycation potential by trapping MGO.

6.
Molecules ; 27(2)2022 Jan 13.
Article in English | MEDLINE | ID: mdl-35056798

ABSTRACT

Zizyphus lotus L. is a perennial shrub particularly used in Algerian folk medicine, but little is known concerning the lipophilic compounds in the most frequently used parts, namely, root bark, pulp, leaves and seeds, which are associated with health benefits. In this vein, the lipophilic fractions of these morphological parts of Z. lotus from Morocco were studied by gas chromatography-mass spectrometry (GC-MS), and their antiproliferative and antimicrobial activities were evaluated. GC-MS analysis allowed the identification and quantification of 99 lipophilic compounds, including fatty acids, long-chain aliphatic alcohols, pentacyclic triterpenic compounds, sterols, monoglycerides, aromatic compounds and other minor components. Lipophilic extracts of pulp, leaves and seeds were revealed to be mainly composed of fatty acids, representing 54.3-88.6% of the total compounds detected. The leaves and seeds were particularly rich in unsaturated fatty acids, namely, (9Z,12Z)-octadeca-9,12-dienoic acid (2431 mg kg-1 of dry weight) and (9Z)-octadec-9-enoic acid (6255 mg kg-1 of dry weight). In contrast, root bark contained a high content of pentacyclic triterpenic compounds, particularly betulinic acid, accounting for 9838 mg kg-1 of dry weight. Root bark extract showed promising antiproliferative activity against a triple-negative breast cancer cell line, MDA-MB-231, with a half-maximal inhibitory concentration (IC50) = 4.23 ± 0.18 µg mL-1 of extract. Leaf extract displayed interesting antimicrobial activity against Escherichia coli, methicillin-sensitive Staphylococcus aureus and Staphylococcus epidermis, presenting minimum inhibitory concentration (MIC) values from 1024 to 2048 µg mL-1 of extract. Our results demonstrate that Zizyphus lotus L. is a source of promising bioactive components, which can be exploited as natural ingredients in pharmaceutical formulations.


Subject(s)
Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Plant Extracts/chemistry , Plant Extracts/pharmacology , Ziziphus/chemistry , Alcohols/analysis , Anti-Bacterial Agents/analysis , Antineoplastic Agents, Phytogenic/analysis , Cell Line, Tumor , Cell Survival/drug effects , Escherichia coli/drug effects , Fatty Acids/analysis , Gas Chromatography-Mass Spectrometry , Humans , Microbial Sensitivity Tests , Monoglycerides/analysis , Morocco , Plant Extracts/analysis , Staphylococcus aureus/drug effects , Staphylococcus epidermidis/drug effects , Sterols/analysis , Triterpenes/analysis
7.
Biomolecules ; 11(8)2021 08 17.
Article in English | MEDLINE | ID: mdl-34439888

ABSTRACT

The main goal of this study was to chemically characterize an aqueous S. nigra flower extract and validate it as a bioactive agent. The elderflower aqueous extraction was performed at different temperatures (50, 70 and 90 °C). The extract obtained at 90 °C exhibited the highest phenolic content and antiradical activity. Therefore, this extract was analyzed by GC-MS and HPLC-MS, which allowed the identification of 46 compounds, being quercetin and chlorogenic acid derivatives representative of 86% of the total of phenolic compounds identified in hydrophilic fraction of the aqueous extract. Naringenin (27.2%) was the major compound present in the lipophilic fraction. The antiproliferative effects of the S. nigra extract were evaluated using the colon cancer cell lines RKO, HCT-116, Caco-2 and the extract's antigenotoxic potential was evaluated by the Comet assay in RKO cells. The RKO cells were the most susceptible to S. nigra flower extract (IC50 = 1250 µg mL-1). Moreover, the extract showed antimicrobial activity against Gram-positive bacteria, particularly Staphylococcus aureus and S. epidermidis. These results show that S. nigra-based extracts can be an important dietary source of bioactive phenolic compounds that contribute to health-span improving life quality, demonstrating their potential as nutraceutical, functional foods and/or cosmetic components for therapeutic purposes.


Subject(s)
Cell Proliferation/drug effects , Flowers/chemistry , Gram-Positive Bacteria/drug effects , Phenols , Plant Extracts/pharmacology , Sambucus nigra/metabolism , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antioxidants/chemistry , Antioxidants/pharmacology , Cell Line, Tumor , Humans , Phenols/chemistry , Phenols/pharmacology
8.
Foods ; 10(5)2021 Apr 21.
Article in English | MEDLINE | ID: mdl-33919394

ABSTRACT

Macroalgae of the genus Ulva have long been used as human food. Local environmental conditions, among other factors, can have an impact on their nutrient and phytochemical composition, as well as on the value of the seaweed for food and non-food applications. This study is the first to initiate a comparison between commercial Ulva spp. from different European origins, France (FR, wild-harvested Ulva spp.), and Portugal (PT, farm-raised Ulva rigida), in terms of proximate composition, esterified fatty acids (FA), and polar lipids. The ash content was higher in PT samples, while FR samples had higher levels of proteins, lipids, and carbohydrates and other compounds. The profile of esterified FA, as well as FA-containing polar lipids at the class and species levels were also significantly different. The FR samples showed about three-fold higher amount of n-3 polyunsaturated FA, while PT samples showed two-fold higher content of monounsaturated FA. Quantification of glycolipids and phospholipids revealed, respectively, two-fold and three-fold higher levels in PT samples. Despite the differences found, the polar lipids identified in both batches included some lipid species with recognized bioactivity, valuing Ulva biomass with functional properties, increasing their added value, and promoting new applications, namely in nutraceutical and food markets.

9.
Molecules ; 27(1)2021 Dec 31.
Article in English | MEDLINE | ID: mdl-35011475

ABSTRACT

The extraction of proanthocyanidins (PACs), despite being an important and limiting aspect of their industrial application, is still largely unexplored. Herein, the possibility of combining eutectic solvents (ESs) with microwave assisted extraction (MAE) in the extraction of PACs from grape pomace (GP) is explored, aiming to improve not only the extraction yield but also the mean degree of polymerization (mDP). The combination of choline chloride with lactic acid was shown to be the most effective combination for PACs extraction yield (135 mgPAC/gGP) and, despite the occurrence of some depolymerization, also enabled us to achieve the highest mDP (7.13). Additionally, the combination with MAE enabled the process to be completed in 3.56 min, resulting in a considerably reduced extraction time.


Subject(s)
Chemical Fractionation/methods , Microwaves , Proanthocyanidins/chemistry , Proanthocyanidins/isolation & purification , Solvents/chemistry , Vitis/chemistry , Algorithms , Analysis of Variance , Models, Theoretical , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Spectrum Analysis , Temperature
10.
Foods ; 11(1)2021 Dec 31.
Article in English | MEDLINE | ID: mdl-35010230

ABSTRACT

Improvement of dietary and ecological biodiversity, namely by exploring autochthonous varieties, is a key point to the construction of a more sustainable food system and planetary health. However, the environmental sustainability continues to face huge challenges, reflecting the importance of achieving a better understanding about the functional role of biodiversity in ecosystems. Thus, the main objective of this research is to contribute to the sustainable valorization of Sambucus nigra L. berries through a comprehensive approach to evaluate the effects of elderberry's cultivar, harvest year, and plantation field on the physicochemical berry composition. Moreover, the nutritional value of elderberry juice and respective dried pomace was determined. This complementary information is of huge utility for the rational and, as much as possible, integral use of elderberries. The harvest year, followed by field and the interaction of harvest × field, accounted for the highest impact on the berry's physicochemical parameters, indicating the importance of the combined impact of the macro- and mesoclimate conditions on plant metabolism. Elderberry juice and dried pomace are a good source of carbohydrates (ca. 12 and 82%, respectively) and have low amounts of fat (≤2.5%), making them low-energy foods. Dried pomace may also represent a potential alternative source of vegetal protein (ca. 6%).

11.
Antioxidants (Basel) ; 9(11)2020 Nov 13.
Article in English | MEDLINE | ID: mdl-33202853

ABSTRACT

Currently available proanthocyanidins extraction methods rely on dedicated crops and have low specificity and yield which limits their industrial application. Consequently, the development of novel methodologies and the use of sustainable sources is of great importance. Eutectic solvents have been proposed has good alternatives for conventional solvents due to their low price, easiness of preparation, biocompatibility and ability of being custom made to a specific application. Herein the effective extraction of proanthocyanidins from grape pomace and the possibility of tuning the extract's characteristics such as mean degree of polymerization and galloylation percentage is explored by means of varying the composition of a quaternary eutectic solvent composed by choline chloride, glycerol, ethanol and water. It was found that mean degree of polymerization values can vary from 6.0 to 7.37 and galloylation percentage can vary from 32.5% to 47.1% while maintaining extraction yield above 72.2 mg of proanthocyanidins per g of biomass. Furthermore, the increase of temperature up to 100 °C has showed a significant effect on the extraction yield being possible to increase it by 238% when compared to the conventional extraction method.

12.
Antioxidants (Basel) ; 9(8)2020 Aug 07.
Article in English | MEDLINE | ID: mdl-32784698

ABSTRACT

Fruit enzymatic browning (EB) inhibition continues to be a challenge in the Food Industry. This physiological disorder results mainly from the oxidation of natural phenolic compounds by polyphenoloxidase (PPO) and peroxidase (POX) leading to the formation of brown pigments. EB can be controlled with the application of antioxidants, reducing/inhibiting the activity of these oxidative enzymes. In this study, strawberry tree (leaves and branches) and apple byproduct were the natural-based extracts (NES) selected, as potential tissue browning inhibitors, within a first screening of fifteen natural-based extracts with antioxidant properties. Phenolic profile, total phenolic content and antioxidant activity of the selected extracts were also performed as well as their depletion effect on the oxidative enzyme's activity and browning inhibiton in fresh-cut pears. Strawberry tree extracts (leaves and branches) revealed higher total phenolic content (207.97 ± 0.01 mg GAE.gNES-1 and 104.07 ± 16.38 mg GAE.gNES-1, respectively), confirmed by the plethora of phenolic compounds identified by LC-ESI-UHR-QqTOF-HRMS and quantified by HPLC. This phytochemical composition was reflected in the low IC50 against PPO and POX obtained. Despite the lower phenolic content (6.76 ± 0.11 mg GAE.gNES-1) and antioxidant activity (IC50 = 45.59 ± 1.34 mg mL-1), apple byproduct extract showed potential in delaying browning. This study highlights the opportunity of byproducts and agricultural wastes extracts as novel anti-browning agents.

13.
Food Funct ; 11(6): 5257-5265, 2020 Jun 24.
Article in English | MEDLINE | ID: mdl-32458905

ABSTRACT

The lipophilic composition of Allium triquetrum L. bulbs, flowers and leaves was studied for the first time by GC-MS. Sixty compounds were firstly identified in A. triquetrum L. Fatty acids represented the major lipophilic family among the studied extracts, with (9Z,12Z,15Z)-octadeca-9,12,15-trienoic and (9Z,12Z)-octadeca-9,12-dienoic acids being the major constituents of this family. A long chain aliphatic ketone, namely hentriacontan-16-one, was mainly found in flowers and leaves. Flowers and leaves were also found to be rich in long chain aliphatic alkanes and alcohols, respectively. Sterols, monoglycerides, aromatic compounds and long chain aliphatic aldehydes were found in lower amounts. The antibacterial activity of A. triquetrum bulb, flower and leaf extracts against methicillin-resistant Staphylococcus aureus (MRSA) growth was in vitro assessed. Bulb and flower extracts showed significant MRSA growth inhibition. Overall, these valuable findings can contribute to the valorization of A. triquetrum L. as a source of value-added phytochemicals, specifically as antibacterial agents and for nutraceutical applications.


Subject(s)
Allium/chemistry , Anti-Bacterial Agents/pharmacology , Methicillin-Resistant Staphylococcus aureus/drug effects , Phytochemicals/pharmacology , Plant Extracts/chemistry , Plant Extracts/pharmacology , Alcohols/analysis , Aldehydes/analysis , Alkanes/analysis , Anti-Bacterial Agents/chemistry , Fatty Acids/analysis , Flowers/chemistry , Gas Chromatography-Mass Spectrometry , Ketones/analysis , Microbial Sensitivity Tests , Monoglycerides/analysis , Phytochemicals/chemistry , Phytosterols/analysis , Plant Leaves/chemistry , Plant Roots/chemistry
14.
Materials (Basel) ; 13(5)2020 Feb 28.
Article in English | MEDLINE | ID: mdl-32121128

ABSTRACT

Gold nanoparticles (AuNPs) are one of the most studied nanosystems with great potential for biomedical applications, including cancer therapy. Although some gold-based systems have been described, the use of green and faster methods that allow the control of their properties is of prime importance. Thus, the present study reports a one-minute microwave-assisted synthesis of fucoidan-coated AuNPs with controllable size and high antitumoral activity. The NPs were synthesized using a fucoidan-enriched fraction extracted from Fucus vesiculosus, as the reducing and capping agent. The ensuing monodispersed and spherical NPs exhibit tiny diameters between 5.8 and 13.4 nm for concentrations of fucoidan between 0.5 and 0.05% (w/v), respectively, as excellent colloidal stability in distinct solutions and culture media. Furthermore, the NPs present antitumoral activity against three human tumor cell lines (MNT-1, HepG2, and MG-63), and flow cytometry in combination with dark-field imaging confirmed the cellular uptake of NPs by MG-63 cell line.

15.
Int J Mol Sci ; 21(5)2020 Mar 06.
Article in English | MEDLINE | ID: mdl-32155742

ABSTRACT

Acacia dealbata biomass, either from forest exploitation or from the management of invasive species, can be a strategic topic, namely as a source of high-value compounds. In this sense, the present study aimed at the detailed characterization of the lipophilic components of different morphological parts of A. dealbata and the evaluation of their cytotoxicity in cells representative of different mammals' tissues. The chemical composition of lipophilic extracts from A. dealbata bark, wood and leaves was evaluated using gas chromatography-mass spectrometry (GC-MS). Terpenic compounds (representing 50.2%-68.4% of the total bark and leaves extracts, respectively) and sterols (60.5% of the total wood extract) were the main components of these extracts. Other constituents, such as fatty acids, long-chain aliphatic alcohols, monoglycerides, and aromatic compounds were also detected in the studied extracts. All the extracts showed low or no cytotoxicity in the different cells tested, demonstrating their safety profile and highlighting their potential to be used in nutraceutical or pharmaceutical applications. This study is therefore an important contribution to the valorization of A. dealbata, demonstrating the potential of this species as a source of high value lipophilic compounds.


Subject(s)
Acacia/chemistry , Fatty Acids/isolation & purification , Fatty Acids/pharmacology , Neoplasms/pathology , Phytosterols/pharmacology , Plant Extracts/pharmacology , Animals , Cell Survival , Humans , Mice , Neoplasms/drug therapy , Plant Leaves/chemistry , Tumor Cells, Cultured
16.
Carbohydr Polym ; 230: 115604, 2020 Feb 15.
Article in English | MEDLINE | ID: mdl-31887959

ABSTRACT

Conductive natural-based separators for application in polymer electrolyte fuel cells (PEFCs) were fabricated by combining a bacterial polysaccharide, i.e. bacterial cellulose (BC), and an algae sulphated polysaccharide, i.e. fucoidan (Fuc). The diffusion of fucoidan aqueous solution containing a natural-based cross-linker, viz. tannic acid, into the wet BC nanofibrous three-dimensional network, followed by thermal cross-linking, originated fully bio-based proton exchange membranes (PEMs). The PEMs present thermal-oxidative stability in the range of 180-200 °C and good dynamic mechanical performance (storage modulus ≥ 460 MPa). Additionally, the BC/Fuc membranes exhibit protonic conductivity that increases with increasing relative humidity (RH), which is a typical feature for numerous water-mediated proton conductors. The traditional Arrhenius-type plots demonstrate a linear behaviour with a maximum protonic conductivity of 1.6 mS cm-1 at 94 °C and 98 % RH. The results showed that these fully bio-based conductive membranes have potential as eco-friendly alternatives to other PEMs for application in PEFCs.


Subject(s)
Bioelectric Energy Sources , Cellulose/analogs & derivatives , Membranes, Artificial , Polysaccharides/chemistry , Protons , Electric Conductivity , Fucus/chemistry , Hot Temperature , Oxidation-Reduction
17.
Biomolecules ; 9(12)2019 12 09.
Article in English | MEDLINE | ID: mdl-31835386

ABSTRACT

The current interest of the scientific community for the exploitation of high-value compounds from macroalgae is related to the increasing knowledge of their biological activities and health benefits. Macroalgae phenolic compounds, particularly phlorotannins, have gained particular attention due to their specific bioactivities, including antioxidant, antiproliferative, or antidiabetic. Notwithstanding, the characterization of macroalgae phenolic compounds is a multi-step task, with high challenges associated with their isolation and characterization, due to the highly complex and polysaccharide-rich matrix of macroalgae. Therefore, this fraction is far from being fully explored. In fact, a critical revision of the extraction and characterization methodologies already used in the analysis of phenolic compounds from macroalgae is lacking in the literature, and it is of uttermost importance to compile validated methodologies and discourage misleading practices. The aim of this review is to discuss the state-of-the-art of phenolic compounds already identified in green, red, and brown macroalgae, reviewing their structural classification, as well as critically discussing extraction methodologies, chromatographic separation techniques, and the analytical strategies for their characterization, including information about structural identification techniques and key spectroscopic profiles. For the first time, mass spectrometry data of phlorotannins, a chemical family quite exclusive of macroalgae, is compiled and discussed.


Subject(s)
Liquid-Liquid Extraction/methods , Phenols/isolation & purification , Seaweed/chemistry , Solid Phase Extraction/methods , Antioxidants/analysis , Antioxidants/chemistry , Chemical Fractionation/methods , Chromatography, High Pressure Liquid/methods , Hypoglycemic Agents/analysis , Hypoglycemic Agents/chemistry , Mass Spectrometry/methods , Phenols/analysis , Phenols/chemistry , Polysaccharides/analysis , Polysaccharides/chemistry , Solvents , Tannins/analysis , Tannins/chemistry , Tannins/isolation & purification
18.
Antioxidants (Basel) ; 8(12)2019 Nov 30.
Article in English | MEDLINE | ID: mdl-31801290

ABSTRACT

Salix spp. have been exploited for energy generation, along with folk medicine use of bark extracts for antipyretic and analgesic benefits. Bark phenolic components, rather than salicin, have demonstrated interesting bioactivities, which may ensure the sustainable bioprospection of Salix bark. Therefore, this study highlights the detailed phenolic characterization, as well as the in vitro antioxidant, anti-hypertensive, Staphylococcus aureus growth inhibitory effects, and biocompatibility of Salix atrocinerea Brot., Salix fragilis L., and Salix viminalis L. bark polar extracts. Fifteen phenolic compounds were characterized by ultra-high-performance liquid chromatography-ultraviolet detection-mass spectrometry analysis, from which two flavan-3-ols, an acetophenone, five flavanones, and a flavonol were detected, for the first time, as their bark components. Salix bark extracts demonstrated strong free radical scavenging activity (5.58-23.62 µg mL-1 IC50 range), effective inhibition on angiotensin-I converting enzyme (58-84%), and S. aureus bactericidal action at 1250-2500 µg mL-1 (6-8 log CFU mL-1 reduction range). All tested Salix bark extracts did not show cytotoxic potential against Caco-2 cells, as well as S. atrocinerea Brot. and S. fragilis L. extracts at 625 and 1250 µg mL-1 against HaCaT and L929 cells. These valuable findings can pave innovative and safer food, nutraceutical, and/or cosmetic applications of Salix bark phenolic-containing fractions.

19.
Mar Drugs ; 17(10)2019 Sep 28.
Article in English | MEDLINE | ID: mdl-31569367

ABSTRACT

Marine resources are considered as a very promising source of bioactive molecules, and macroalgae in particular have gained special attention, due to their structurally diverse composition. Particular interest has been devoted to the brown macroalga Bifurcaria bifurcata, due to their abundance in bioactive linear diterpenes. In this appraisal, a thorough review concerning the methodologies used in the extraction, fractionation, and identification of diterpenes from B. bifurcata is provided and discussed in detail. An exhaustive compilation of the mass spectra and nuclear magnetic resonance (NMR) data are also provided. The in vitro and in chemico assays already performed to assess different biological activities attributed to B. bifurcata diterpenes are also reviewed, emphasizing the use of isolated components, enriched fractions, or crude extracts. The associated major strengths and challenges for the exploitation of B. bifurcata diterpenes for high-value applications are critically discussed.


Subject(s)
Diterpenes/pharmacology , Phaeophyceae/chemistry , Plant Extracts/isolation & purification , Seaweed/chemistry , Anti-Infective Agents/isolation & purification , Antioxidants/isolation & purification , Diterpenes/isolation & purification , Green Chemistry Technology/methods , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure
20.
Int J Mol Sci ; 20(17)2019 Aug 30.
Article in English | MEDLINE | ID: mdl-31480214

ABSTRACT

Substantial amounts of vine wastes are produced during vineyard management, and the chemical profiling of high-value lipophilic phytochemicals is becoming crucial in order to find a complementary route towards their integrated valorisation. The prospection of bioactive phytochemicals from unripe grape, vine shoot, vine cane, stalk and leaf dichloromethane extracts was carried out by gas chromatography-mass spectrometry (GC-MS), analysing samples from a mixture of four red Vitis vinifera L. varieties (Baga, Aragonez, Água Santa and Shiraz), collected at Bairrada Appellation, as a representative case study of typical multi-variety Portuguese vineyards. Vine wastes showed distinct amounts of lipophilic extract, ranging from 0.68% (vine canes) to 13.35% (vine leaves) at dry weight (dw). Thirty-three components were identified, including fatty acids and alcohols, sterols and triterpenoids accounting for amounts from 118.9 mg/100 g dw to 1512.0 mg/100 g dw. The integrated study revealed that unripe grape, stalk and leaf dichloromethane extracts stood out as possible sources of triterpenic compounds (103.2 to 653.5 mg/100 g dw), with lupeol, ursolic and oleanolic acids prevailing. Leaf extract is also reported as an undervalued source of α-tocopherol, as the major component detected in this matrix (300.5 mg/100 g dw). These exploratory results are a relevant contribution for the exploitation of undervalued vine residues as a source of health-promoting components with the potential to be used as supplements or nutraceutical ingredients.


Subject(s)
Lipids/chemistry , Phytochemicals/pharmacology , Vitis/chemistry , Waste Products/analysis , Alcohols/analysis , Fatty Acids/analysis , Plant Extracts/chemistry , Sterols/analysis , Triterpenes/analysis
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