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1.
Mar Drugs ; 21(8)2023 Aug 01.
Article in English | MEDLINE | ID: mdl-37623717

ABSTRACT

Carpobrotus edulis (L.) N.E.Br. (Hottentot-fig) is a problematic invasive species found in coastal areas worldwide. Mechanical removal is a common control method, leaving the removed biomass available as a possible source of natural phytochemicals with prospective commercial applications. While the Hottentot-fig's vegetative organs have been studied previously, this work establishes for the first time a seasonal and spatial comparative analysis of its nutritional, chemical, and bioactivity profiles (in three locations over four seasons). Proximate and mineral contents were assessed, along with its phenolic composition and in vitro antioxidant and anti-inflammatory properties. Hottentot-fig's biomass offered a good supply of nutrients, mainly carbohydrates, proteins, and minerals, with a tendency for higher concentrations of the most relevant minerals and proteins in autumn and winter, and in plants from sites A (Ria de Alvor lagoon) and B (Ancão beach). The extracts were rich in polyphenolics, with higher levels in spring and summer, especially for luteolin-7-O-glucoside and salicylic and coumaric acids. The extracts were also effective antioxidants, with stronger radical scavenging activities in spring and summer, along with anti-inflammatory properties. Our results suggest that the usually discarded plant material of this invasive halophyte could be valuable as a source of natural products with potential biotechnological applications in the food and nutraceutical industries.


Subject(s)
Antioxidants , Dietary Supplements , Prospective Studies , Seasons , Antioxidants/pharmacology , Plant Extracts
2.
Molecules ; 28(3)2023 Jan 25.
Article in English | MEDLINE | ID: mdl-36770845

ABSTRACT

In this work, a new analytical approach is proposed for monitoring biogenic volatile organic compounds (BVOCs) by combining headspace bar adsorptive microextraction (HS-BAµE) with gas chromatography-mass spectrometry (GC-MS). The HS-BAµE methodology was developed, optimized, validated and applied for the analysis of BVOCs emitted from two tree species (Eucalyptus globulus Labill. and Pinus pinaster Aiton) and compared with headspace solid phase microextraction (HS-SPME), commonly accepted as a reference technique. To achieve optimum experimental conditions, numerous assays were carried out by both methodologies, studying the release of the five major monoterpenoids (α-pinene, ß-pinene, myrcene, limonene and 1,8-cineole) from the leaves of the tree species, whereas the maximum selectivity and efficiency were obtained using an activated carbon and PDMS/DVB fiber as sorbent phases for HS-BAµE and HS-SPME, respectively. Under optimized experimental conditions, both methodologies showed similar profiling and proportional responses, although the latter present a higher sensitivity in the analytical configuration used. For the five monoterpenoids studied, acceptable detection limits (LODs = 5.0 µg L-1) and suitable linear dynamic ranges (20.0-100.0 mg L-1; r2 ≥ 0.9959) were achieved, and intra- and inter-day studies proved that both methodologies exhibited good results (RSD and %RE ≤ 19.9%), which indicates a good fit for the assessment of BVOCs by the HS-BAµE/GC-MS methodology. Assays performed on sampled leaves by both optimized and validated methodologies showed high levels of the five major BVOCs released from E. globulus Labill. (10.2 ± 1.3 to 7828.0 ± 40.0 µg g-1) and P. pinaster Aiton (9.2 ± 1.4 to 3503.8 ± 396.3 µg g-1), which might act as potential fuel during forest fire's propagation, particularly under extreme atmospheric conditions. This is the first time that BAµE technology was applied in the HS sampling mode, and, in addition to other advantages, it has proven to be an effective and promising analytical alternative for monitoring VOCs, given its great simplicity, easy handling and low cost.


Subject(s)
Trees , Volatile Organic Compounds , Adsorption , Solid Phase Microextraction/methods , Gas Chromatography-Mass Spectrometry , Eucalyptol
3.
Foods ; 10(11)2021 Nov 19.
Article in English | MEDLINE | ID: mdl-34829146

ABSTRACT

Marrubium vulgare L., known as horehound, is a widespread and widely known plant that is used in beer breweries and also as a traditional remedy in Tunisia. In this study, methanolic extracts of plants harvested from five different locations were investigated for their antioxidant activities using three assays (ferric reducing power, radical scavenging activity, and ß-carotene-linoleic acid bleaching assay) as well as the total phenolic content. The mineral composition of the plant was also investigated concerning the following elements: Fe, Mg, Ca, Cu, Zn, Mn, K, and three heavy metals, Ni, Pb, and Cd. Marrubiin, the major bioactive diterpenoid lactone, was quantified by NMR in the samples. The essential oils were obtained by hydrodistillation, and their radical scavenging activity was investigated. The toxicity of essential oils was evaluated against Artemia salina (the brine shrimp larva). The essential oil showed a weak radical scavenging activity and low toxicity. Data obtained from the five different locations showed that the antioxidant activity, as well as the total phenolic and marrubiin content, were strongly affected by the harvest sites. The metal content in the samples showed differences with the harvest location, but there was always a great abundance of calcium, magnesium, and potassium.

4.
Molecules ; 26(11)2021 May 22.
Article in English | MEDLINE | ID: mdl-34067333

ABSTRACT

This work entailed the development, optimization, validation, and application of a novel analytical approach, using the bar adsorptive microextraction technique (BAµE), for the determination of the six most common tricyclic antidepressants (TCAs; amitriptyline, mianserin, trimipramine, imipramine, mirtazapine and dosulepin) in urine matrices. To achieve this goal, we employed, for the first time, new generation microextraction devices coated with convenient sorbent phases, polymers and novel activated carbons prepared from biomaterial waste, in combination with large-volume-injection gas chromatography-mass spectrometry operating in selected-ion monitoring mode (LVI-GC-MS(SIM)). Preliminary assays on sorbent coatings, showed that the polymeric phases present a much more effective performance, as the tested biosorbents exhibited low efficiency for application in microextraction techniques. By using BAµE coated with C18 polymer, under optimized experimental conditions, the detection limits achieved for the six TCAs ranged from 0.2 to 1.6 µg L-1 and, weighted linear regressions resulted in remarkable linearity (r2 > 0.9960) between 10.0 and 1000.0 µg L-1. The developed analytical methodology (BAµE(C18)/LVI-GC-MS(SIM)) provided suitable matrix effects (90.2-112.9%, RSD ≤ 13.9%), high recovery yields (92.3-111.5%, RSD ≤ 12.3%) and a remarkable overall process efficiency (ranging from 84.9% to 124.3%, RSD ≤ 13.9%). The developed and validated methodology was successfully applied for screening the six TCAs in real urine matrices. The proposed analytical methodology proved to be an eco-user-friendly approach to monitor trace levels of TCAs in complex urine matrices and an outstanding analytical alternative in comparison with other microextraction-based techniques.


Subject(s)
Antidepressive Agents, Tricyclic/urine , Solid Phase Microextraction/methods , Urinalysis/methods , Adsorption , Biocompatible Materials/chemistry , Charcoal/chemistry , Gas Chromatography-Mass Spectrometry , Humans , Hydrogen-Ion Concentration , Ions , Limit of Detection , Liquid Phase Microextraction/methods , Polymers/chemistry , Polypropylenes/chemistry , Reproducibility of Results , Urinalysis/standards , Water/chemistry
5.
Plants (Basel) ; 10(3)2021 Mar 16.
Article in English | MEDLINE | ID: mdl-33809590

ABSTRACT

In our endeavor to identify salt-tolerant plants with potential veterinary uses in ruminants' production strategies, we focused on Cladium mariscus L. Pohl (sawgrass), due to its high total phenolic and tannin content, anti-radical properties, and ethnomedicinal uses. Aerial parts were collected along the year in Southern Portugal and evaluated for the nutritional profile and in vitro organic matter digestibility (IVOMD), aiming for its use as feed. Acetone extracts were appraised for total contents in phenolics (TPC), flavonoids (TFC), and tannins (CTC), as well as the chemical composition by HPLC-DAD and in vitro antioxidant and anti-inflammatory properties, targeting its exploitation as phytotherapeutic products. Sawgrass biomass has a limited nutritive value, due to its high neutral detergent fiber (NDF; 596-690 g kg-1 dry matter (DM)) and acid detergent fiber (ADF; 330-418 g kg-1 DM) contents, low crude protein (51.8-87.3 g kg-1 DM) and IVOMD (172-317 g kg-1 organic matter (OM)). Despite differences among seasons, the mineral profile was adequate. The extracts were rich in TPC (88-112 mg g-1), CTC (115-169 mg g-1), and TFC (18.5-20.2 mg g-1), and displayed significant antioxidant capacity, particularly in summer and autumn, whilst no seasonal influence was detected for anti-inflammatory properties (30% reduction of nitric oxide production). Eleven phenolics were quantified: chlorogenic, ferulic, and syringic acids were the most abundant, especially in the autumn sample. Overall, despite the low nutritional interest, sawgrass extracts hold the potential as a source of antioxidant and anti-inflammatory phenolic compounds.

6.
Molecules ; 26(8)2021 Apr 09.
Article in English | MEDLINE | ID: mdl-33918766

ABSTRACT

The analysis of controlled drugs in forensic matrices, i.e., urine, blood, plasma, saliva, and hair, is one of the current hot topics in the clinical and toxicological context. The use of microextraction-based approaches has gained considerable notoriety, mainly due to the great simplicity, cost-benefit, and environmental sustainability. For this reason, the application of these innovative techniques has become more relevant than ever in programs for monitoring priority substances such as the main illicit drugs, e.g., opioids, stimulants, cannabinoids, hallucinogens, dissociative drugs, and related compounds. The present contribution aims to make a comprehensive review on the state-of-the art advantages and future trends on the application of microextraction-based techniques for screening-controlled drugs in the forensic context.


Subject(s)
Forensic Medicine , Liquid Phase Microextraction/methods , Pharmaceutical Preparations/analysis , Solid Phase Microextraction/methods , Humans , Illicit Drugs/analysis
7.
Environ Sci Pollut Res Int ; 28(14): 17228-17243, 2021 Apr.
Article in English | MEDLINE | ID: mdl-33394452

ABSTRACT

The increased use of pharmaceutical and personal care products (PPCPs) has contributed to the contamination of water systems and put pressure on the development of new techniques to deal with this problem. Acetaminophen (paracetamol), a common analgesic and antipyretic drug, and caffeine, a known central nervous system stimulant, are being used frequently by many people and found in large amounts in wastewater systems. In this work, their removal, by photocatalytic degradation, was promoted using magnetic nanoparticles (NPs) based on iron oxides. Besides being obtained from cheap and plentiful source, the magnetic properties of these NPs provide an easy way to separate them from the solution when the reaction is complete. Three types of hematite-based NPs, one pure (1) and two of them composed by a magnetite core partially (2) or completely (3) covered by a hematite shell, were synthesized and characterized. Sample 2 was the best photocatalyst for both pollutants' photo-assisted degradation. Under UV-vis irradiation and using a 0.13 g catalyst/L solution, the total acetaminophen and caffeine degradation (20 ppm/150 mL) was achieved in 45 min and 60 min, respectively. The identification of some of the intermediate products was carried out by liquid chromatography in combination with electrospray ionization mass spectrometry. A complementary Density Functional Theory (DFT) study revealed the relative stability of several species formed during the acetaminophen and caffeine degradation processes and gave some insight about the most favorable degradation pathways.


Subject(s)
Magnetite Nanoparticles , Water Pollutants, Chemical , Acetaminophen , Caffeine , Catalysis , Ferric Compounds , Ferrosoferric Oxide , Humans , Kinetics , Titanium , Water Pollutants, Chemical/analysis
8.
Nat Prod Res ; 35(22): 4753-4756, 2021 Nov.
Article in English | MEDLINE | ID: mdl-32013559

ABSTRACT

This work reports for the first time the in vitro anti-oxidant (towards DPPH, ABTS, copper and iron), enzymatic inhibitory (on AChE, BuChE, α-glucosidase, α-amylase and tyrosinase), cytotoxicity (towards HepG2 and HEK 293 cells), and metabolomics (by HPLC-MS) of extracts from organs of Malcolmia littorea (L.) R.Br. Extracts were constituted mainly by phenolic acids and flavonoids, and main compounds were salicylic acid and luteolin-7-O-glucoside. Samples showed reduced radical scavenging and metal chelating capacity, and only the methanol extracts reduced iron. The root's ethanol and methanol extracts, and the aerial organ's ethanol extract exhibited the highest AChE inhibition. The root's ethanol extract displayed dual anti-cholinesterase activity. Samples showed a low capacity to inhibit α-amylase, but a high α-glucosidase inhibition was obtained with the root's and flower's ethanol extracts, and flower's methanol extract. Overall, samples displayed a high inhibition against tyrosinase, reduced HepG2 cellular viability and were less toxic towards HEK 293 cells.


Subject(s)
Antioxidants , Brassicaceae , Antioxidants/pharmacology , Enzyme Inhibitors/pharmacology , HEK293 Cells , Humans , Phytochemicals , Plant Extracts/pharmacology , Salt-Tolerant Plants
9.
Food Chem ; 333: 127536, 2020 Dec 15.
Article in English | MEDLINE | ID: mdl-32707417

ABSTRACT

Some halophyte plants are currently used in gourmet cuisine due to their unique organoleptic properties. Moreover, they exhibit excellent nutritional and functional properties, being rich in polyphenolics and vitamins. These compounds are associated to strong antioxidant activity and enhanced health benefits. This work compared the nutritional properties and antioxidant potential of three species (Mesembryanthemum nodiflorum, Suaeda maritima and Sarcocornia fruticosa) collected in saltmarshes from Portugal and Spain with those of cultivated plants. The latter were generally more succulent and had higher contents of minerals than plants obtained from the wild and contained less fibre. All species assayed are a good source of proteins, fibres and minerals. Additionally, they are good sources of carotenoids and vitamins A, C and B6 and showed good antioxidant potential particularly S. maritima. Chromatographic analysis of the phenolic profile revealed that ferulic and caffeic acids as the most relevant phenolic compounds detected in the halophytes tested.


Subject(s)
Nutritive Value , Salt-Tolerant Plants/growth & development , Salt-Tolerant Plants/metabolism , Antioxidants/metabolism , Chenopodiaceae/growth & development , Chenopodiaceae/metabolism , Phenols/metabolism
10.
Molecules ; 25(9)2020 May 02.
Article in English | MEDLINE | ID: mdl-32370134

ABSTRACT

: In the present work we propose, for the first time, bar adsorptive microextraction coated with carbon-based phase mixtures, followed by microliquid desorption and high performance liquid chromatography-diode array detection (BAµE-µLD/HPLC-DAD) analysis, to enhance the performance of the determination of traces of benzotriazoles (BTRs), benzothiazoles (BTs), and benzenesulfonamide derivatives (BSDs) in environmental water matrices. Assessing six carbon-based sorbents (CA1, CN1, B test EUR, SX PLUS, SX 1, and R) with different selectivity properties allowed us to tailor the best phase mixture (R, 12.5%/CN1, 87.5%) that has convenient porosity, texture, and surface chemistry (pHPZC,mix ~6.5) for trace analysis of benzenesulfonamide, 1-hydroxybenzotriazole, 1H-benzotriazole, 5-methyl-1H-benzotriazole, benzothiazole, and 1,3-benzothiazol-2-ol chemicals in aqueous media. Optimized experimental conditions provided average recoveries ranging from 37.9% to 59.2%, appropriate linear dynamic ranges (5.0 to 120.0 µg L-1; r2 ≥ 0.9964), limits of detection between 1.0 and 1.4 µg L-1, and good precisions (relative standard deviation (RSD) ≤ 9.3%). The proposed methodology (BAµE(R, 12.5%/CN1, 87.5%)-µLD/HPLC-DAD) also proved to be a suitable sorption-based static microextraction alternative to monitor traces of BTRs, BTs, and BSDs in rain, waste, tap, and estuarine water samples. From the data obtained, the proposed approach showed that the BAµE technique with the addition of lab-made devices allows users to adapt the technique to use sorbents or mixtures of sorbents with the best selectivity characteristics whenever distinct classes of target analytes occur simultaneously in the same application.


Subject(s)
Benzothiazoles/analysis , Carbon/chemistry , Environmental Monitoring/methods , Solid Phase Microextraction , Sulfonamides/chemistry , Triazoles/analysis , Water Pollutants, Chemical/analysis , Chromatography, High Pressure Liquid , Environmental Monitoring/instrumentation , Sensitivity and Specificity , Solid Phase Microextraction/instrumentation , Solid Phase Microextraction/methods , Benzenesulfonamides
11.
Molecules ; 25(6)2020 Mar 22.
Article in English | MEDLINE | ID: mdl-32235801

ABSTRACT

We developed, optimized and validated a fast analytical cycle using high throughput bar adsorptive microextraction and microliquid desorption (HT-BAµE-µLD) for the extraction and desorption of ketamine and norketamine in up to 100 urine samples simultaneously, resulting in an assay time of only 0.45 min/sample. The identification and quantification were carried out using large volume injection-gas chromatography-mass spectrometry operating in the selected ion monitoring mode (LVI-GC-MS(SIM)). Several parameters that could influencing HT-BAµE were assayed and optimized in order to maximize the recovery yields of ketamine and norketamine from aqueous media. These included sorbent selectivity, desorption solvent and time, as well as shaking rate, microextraction time, matrix pH, ionic strength and polarity. Under optimized experimental conditions, suitable sensitivity (1.0 µg L-1), accuracy (85.5-112.1%), precision (≤15%) and recovery yields (84.9-105.0%) were achieved. Compared to existing methods, the herein described analytical cycle is much faster, environmentally friendly and cost-effective for the quantification of ketamine and norketamine in urine samples. To our knowledge, this is the first work that employs a high throughput based microextraction approach for the simultaneous extraction and subsequent desorption of ketamine and norketamine in up to 100 urine samples simultaneously.


Subject(s)
Gas Chromatography-Mass Spectrometry/instrumentation , Ketamine/analogs & derivatives , Ketamine/urine , Liquid Phase Microextraction/methods , Solid Phase Microextraction/methods , Urine/chemistry , Adsorption , Gas Chromatography-Mass Spectrometry/methods , Humans , Ketamine/analysis , Ketamine/chemistry , Limit of Detection , Reproducibility of Results , Solvents/chemistry , Water/chemistry
12.
ACS Appl Bio Mater ; 3(4): 2078-2091, 2020 Apr 20.
Article in English | MEDLINE | ID: mdl-35025329

ABSTRACT

Thirteen carbon materials comprising commercial activated carbons and lab-made materials (activated carbons, hydrochars, and low-T and high-T activated hydrochars) were assayed as sorbent coatings in bar adsorptive microextration (BAµE) to monitor trace levels of ten common pharmaceutical compounds (PhCs) in environmental water matrices including surface water, seawater, tap water, and wastewater. Polar and nonpolar pharmaceuticals were selected, sulfamethoxazole, triclosan, carbamazepine, diclofenac, mefenamic acid, 17-α-ethinylestradiol, 17-ß-estradiol, estrone, gemfibrozil, and clofibric acid, as model compounds to cover distinct therapeutic classes. Despite having a less-developed porosity, data showed that "in-house" prepared low-T activated hydrochars, obtained from carbohydrates and an eutectic salt mixture at low temperature (i.e., 180 °C) and autogenerated pressure, compete with the best commercial activated carbons for this particular application. The combination of a micro and mesopore network with a rich oxygen-based surface chemistry yielding an acidic nature allowed these low-T activated hydrochars to present the best overall recoveries (between 20.9 and 82.4%) for the simultaneous determination of the ten target PhCs with very distinct chemical properties using high performance liquid chromatography-diode array detection (HPLC-DAD).

13.
Biomolecules ; 10(1)2019 12 20.
Article in English | MEDLINE | ID: mdl-31877674

ABSTRACT

Ximenia (Ximeniaamericana L.) is a shrub, or small tree, native from Africa and spread across different continents. In Angola, the seeds oil is used by local populations, to prevent sunburn, to smooth and hydrate the skin, and to give it a pleasant color and elasticity, to prevent stretch marks, in pregnant woman, and also as hair conditioner. Herein, an oil sold in the region (LPO), and two others extracted in laboratory, from seeds collected in the same region, were investigated in terms of their composition, chemical properties, UV transmission. The three oils are similar although the LPO is more acidic, 0.48 mg KOH/g. GC-MS analysis indicated that the major components are the fatty acids, oleic (31.82%), nervonic (11.09%), ximenic (10.22%), and hexacosa-17,20,23-trienoic acids (14.59%). Long chain fatty acids, n ≥ 20, accounted for 51.1% of the total fatty acids. A thin film of the oil showed a reduction in transmittance from 200 to 300 nm. Viscosity studies of the LPO indicated that at normal temperature of skin, the oil can be spread over the skin as a thin film. At concentrations up to 10 µg/mL, the LPO is not toxic to human keratinocytes, suggesting the safety of this oil.


Subject(s)
Cosmetics/analysis , Olacaceae/chemistry , Plant Oils/chemistry , Angola , Fatty Acids/chemistry , Fatty Acids/pharmacology , Humans , Keratinocytes/cytology , Keratinocytes/drug effects , Plant Oils/pharmacology , Seeds/chemistry
14.
Molecules ; 24(5)2019 Mar 07.
Article in English | MEDLINE | ID: mdl-30866456

ABSTRACT

Multi-spheres adsorptive microextraction using powdered activated carbons (ACs) was studied as a novel enrichment approach, followed by liquid desorption and high-performance liquid chromatography with diode array detection (MSAµE(AC)-LD/HPLC-DAD) to monitor caffeine (CAF) and acetaminophen (ACF) traces in environmental matrices. In this study, commercial activated carbons (N, NOX, and R) were tested, with the latter showing a much better performance for the analysis of both anthropogenic drugs. The main parameters affecting the efficiency of the proposed methodology are fully discussed using commercial AC(R). Textural and surface chemistry properties of the ACs sample were correlated with the analytical results. Assays performed on 30 mL of water samples spiked at 10 µg L-1 under optimized experimental conditions, yielding recoveries of 75.3% for ACF and 82.6% for CAF. The methodology also showed excellent linear dynamic ranges for both drugs with determination coefficients higher than 0.9976, limits of detection and quantification of 0.8⁻1.2 µg L-1 and 2.8⁻4.0 µg L-1, respectively, and suitable precision (RSD < 13.8%). By using the standard addition method, the application of the present method to environmental matrices, including superficial, sea, and wastewater samples, allowed very good performance at the trace level. The proposed methodology proved to be a feasible alternative for polar compound analysis, showing to be easy to implement, reliable, and sensitive, with the possibility to reuse and store the analytical devices loaded with the target compounds for later analysis.


Subject(s)
Acetaminophen/isolation & purification , Caffeine/isolation & purification , Solid Phase Microextraction/methods , Water/analysis , Adsorption , Charcoal/chemistry , Chromatography, High Pressure Liquid/methods , Limit of Detection , Water Pollutants, Chemical/isolation & purification
15.
Nat Prod Res ; 32(5): 600-604, 2018 Mar.
Article in English | MEDLINE | ID: mdl-28494617

ABSTRACT

This work reports for the first time the in vitro anti Leishmania infantum activity of acetone and dichloromethane (DCM) extracts from 25 extremophile plants from Southern Portugal. DCM extracts from Inula chritmoides and Spergularia rubra were active against axenic promastigotes and intracellular amastigotes, had anti-inflammatory properties on lipopolysaccharide (LPS)-stimulated macrophages, inhibited acetylcholinesterase and had no haemolytic activity on human erythrocytes. Eleven phenolics were identified by high-performance liquid chromatography with diode-array detection (HPLC-DAD) in I. crithmoides and one phenolic in S. rubra. Isolation and identification of the active molecules is in progress.


Subject(s)
Antiprotozoal Agents/pharmacology , Caryophyllaceae/chemistry , Inula/chemistry , Leishmania infantum/drug effects , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Cell Line , Cholinesterase Inhibitors/pharmacology , Drug Evaluation, Preclinical/methods , Erythrocytes/drug effects , Extremophiles/chemistry , Humans , Lipopolysaccharides/pharmacology , Macrophages/drug effects , Mice , Plant Extracts/chemistry , Plant Extracts/pharmacology , Portugal
16.
Food Chem Toxicol ; 111: 525-536, 2018 Jan.
Article in English | MEDLINE | ID: mdl-29217268

ABSTRACT

Bidens tripartita L. is a traditional phyto-remedy used in several countries, yet there is still a paucity of data on its biological potential. We aimed to provide new insights on the pharmacological potential of extracts prepared from B. tripartita via highlighting its antioxidant, key enzymes inhibitory potency, and DNA protecting effects. Phytochemical profile was established using High-Performance Liquid Chromatography with Diode-Array Detection (HPLC-DAD) and bioactive compound(s) docked against target enzymes using in silico methods. Cytotoxicity against three cancer cell lines was assessed using the methylthiazolyldiphenyl-tetrazolium bromide (MTT) cell viability test. The main compounds were luteolin-7-glucoside (cynaroside), chlorogenic acid, and epicatechin in the extracts. The methanol extract exhibited the highest radical scavenging activity. Ethyl acetate extract showed strongest α-amylase inhibitory activity, while the best α-glucosidase inhibitory effect recorded for the methanol extract. Molecular docking showed that cynaroside strongly interact to α-glucosidase cavity by establishing six hydrogen bonds. B. tripartita extracts were found to protect supercoiled form of pUC19 plasmid (>70%) and also showed anti-proliferative properties. Results amassed in the present study add on to a growing body of literature on the multi-pharmacological potency of B. tripartita which can be applied to bio-products development geared towards management of common diseases.


Subject(s)
Bidens/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Cell Line , Cell Survival/drug effects , Chromatography, High Pressure Liquid , Computer Simulation , Molecular Docking Simulation , alpha-Glucosidases/chemistry , alpha-Glucosidases/metabolism
17.
Food Chem Toxicol ; 107(Pt B): 581-589, 2017 Sep.
Article in English | MEDLINE | ID: mdl-28428087

ABSTRACT

Aromatic halophyte plants are an outstanding source of bioactive compounds and natural products with potential use in the food industry. This work reports the in vitro antioxidant activity, toxicity, polyphenolic profile and mineral contents of infusions and decoctions from stems, leaves and flowers of Crithmum maritimum L., an aromatic and edible maritime halophyte (sea fennel). Aspalathus linearis (Burm.f.) Dahlg. (rooibos) herbal tea was used as a reference. Sea fennel's tisanes, particularly from leaves, were rich in phenolic compounds and five of them (p-hydroxybenzoic and ferulic acids, epicatechin, pyrocatechol and 4-hydroxybenzaldehyde) were here described in C. maritimum for the first time. Chlorogenic acid was the dominant phenolic determined. Na was the most abundant mineral in all tisanes followed by Ca and Mg in leaves' tisanes and K in flowers. Sea fennel's samples had a similar antioxidant activity than those from A. linearis, and had no significant toxicity towards four different mammalian cell lines. Altogether, our results suggest that sea fennel can be a source of products and/or molecules for the food industry with antioxidant properties and minerals in the form, for example, of innovative health-promoting herbal beverages.


Subject(s)
Antioxidants/analysis , Apiaceae/chemistry , Aspalathus/chemistry , Minerals/analysis , Pinus/chemistry , Plant Extracts/analysis , Beverages/analysis , Food Industry , Plant Leaves/chemistry
18.
Pharm Biol ; 55(1): 1348-1357, 2017 Dec.
Article in English | MEDLINE | ID: mdl-28301958

ABSTRACT

CONTEXT: Several Polygonum species (Polygonaceae) are used in traditional medicine in Asia, Europe and Africa to treat inflammation and diabetes. OBJECTIVE: Evaluate the in vitro antioxidant, anti-inflammatory and antidiabetic potential of methanol and dichloromethane extracts of leaves and roots of the halophyte Polygonum maritimum L. MATERIAL AND METHODS: Antioxidant activity was determined (up to 1 mg/mL) as radical-scavenging activity (RSA) of 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS), copper (CCA) and iron (ICA) chelating activities and iron reducing power (FRAP). NO production was measured in lipopolysaccharide (LPS)-stimulated macrophages for 24 h at concentrations up to 100 µg/mL and antidiabetic potential was assessed by α-amylase and α-glucosidase inhibition (up to 10 mg/mL) assays. The phytochemical composition of the extracts was determined by gas chromatography-mass spectrometry (GC-MS). RESULTS: The methanol leaf extract had the highest activity against DPPH• (IC50 = 26 µg/mL) and ABTS+• (IC50 = 140 µg/mL), FRAP (IC50 = 48 µg/mL) and CCA (IC50 = 770 µg/mL). Only the dichloromethane leaf extract (LDCM) showed anti-inflammatory activity (IC50 = 48 µg/mL). The methanol root (IC50 = 19 µg/mL) and leaf (IC50 = 29 µg/mL) extracts strongly inhibited baker's yeast α-glucosidase, but LDCM had higher rat's α-glucosidase inhibition (IC50 = 2527 µg/mL) than acarbose (IC50 = 4638 µg/mL). GC-MS analysis identified ß-sitosterol, stigmasterol, 1-octacosanol and linolenic acid as possible molecules responsible for the observed bioactivities. CONCLUSIONS: Our findings suggest P. maritimum as a source of high-value health promoting commodities for alleviating symptoms associated with oxidative and inflammatory diseases, including diabetes.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Hypoglycemic Agents/pharmacology , Plant Extracts/pharmacology , Polygonum , Animals , Antioxidants/pharmacology , Cell Survival/drug effects , Cells, Cultured , Gas Chromatography-Mass Spectrometry , Mice , Phytochemicals/analysis , Polygonum/chemistry , Rats
19.
Biomed Pharmacother ; 87: 27-36, 2017 Mar.
Article in English | MEDLINE | ID: mdl-28040595

ABSTRACT

In this study, Methanolic extracts of Euphorbia denticulata parts (flowers, leaf, stem, and mix of aerial parts) were assessed for a panoply of bioactivities. Inhibitory potential against key enzymes involved in diabetes (α-glucosidase and α-amylase), obesity (pancreatic lipase), neurodegenerative diseases (cholinesterases), and hyperpigmentation (tyrosinase) was evaluated. The antioxidant and antibacterial properties were also assessed. The total phenolic, flavonoid, and phytochemical profile were established using HPLC/DAD and molecular modelling studies on specific target compounds were performed in silico. The flower extract was found to be rich in phenolics and flavonoids, (60.11±1.40mgGAE/g and 42.04±0.16mgRE/g respectively), which tend to correlate with the high radical scavenging activity of this extract (120.34±3.33mgTE/g and 165.42±2.16mgTE/g for DPPH and ABTS respectively). Catechin, epicatechin, gallic acid, p-OH-Benzoic acid, rosmarinic acid, and epigallocatechin gallate, found in significant abundance in the extracts were assessed using molecular modelling with the aim to study their docking properties on a set of six enzymes used in this study. The extracts were moderately effective with MIC values ranging between 1.56 to 6.25mg/ml, but potent growth inhibitors of MRSA strains. Results amassed herein can be used as a stimulus for further studies geared towards the development of novel phyto-pharmaceuticals.


Subject(s)
Euphorbia , Flavonoids/isolation & purification , Phenols/isolation & purification , Phytochemicals/isolation & purification , Plant Extracts/isolation & purification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Drug Compounding , Flavonoids/chemistry , Flavonoids/pharmacology , Methicillin-Resistant Staphylococcus aureus/drug effects , Methicillin-Resistant Staphylococcus aureus/physiology , Molecular Docking Simulation/methods , Phenols/chemistry , Phenols/pharmacology , Phytochemicals/chemistry , Phytochemicals/pharmacology , Plant Components, Aerial , Plant Extracts/chemistry , Plant Extracts/pharmacology
20.
Mar Drugs ; 14(10)2016 Oct 11.
Article in English | MEDLINE | ID: mdl-27727161

ABSTRACT

Among marine organisms, sponges are the richest sources of pharmacologically-active compounds. Stemming from a previous lead discovery program that gathered a comprehensive library of organic extracts of marine sponges from the off-shore region of Portugal, crude extracts of Erylus cf. deficiens collected in the Gorringe Bank (Atlantic Ocean) were tested in the innovative high throughput screening (HTS) assay for inhibitors of indoleamine 2,3-dioxygenase (IDO) and showed activity. Bioassay guided fractionation of the dichloromethane extract led to the isolation of four new glycolipids, named erylusamide A-D. The structures of the isolated compounds were established by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) and chemical derivatization. The metabolites shared a pentasaccharide moiety constituted by unusual highly acetylated ᴅ-glucose moieties as well as ᴅ-xylose and ᴅ-galactose. The aglycones were unprecedented long chain dihydroxyketo amides. Erylusamides A, B and D differ in the length of the hydrocarbon chain, while erylusamide C is a structural isomer of erylusamide B.


Subject(s)
Glycolipids/chemistry , Animals , Atlantic Ocean , COS Cells/drug effects , Chlorocebus aethiops , Glycolipids/pharmacology , Porifera , Portugal , Structure-Activity Relationship
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