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1.
Food Chem ; 463(Pt 2): 141212, 2025 Jan 15.
Article de Anglais | MEDLINE | ID: mdl-39303468

RÉSUMÉ

This study focuses on the extraction of bioactive compounds from Quercus sideroxyla Bonpl., leaves which have been shown to possess health benefits. The extraction process was done using pressurized liquid extraction (PLE), which is efficient and preserves heat-sensitive compounds. Key factors in the process included the choice of solvents, pressure, temperature, and extraction duration. The Hansen solubility parameters analysis aided in selecting effective solvents, such as ethanol and benzyl alcohol. The extracts were found to contain phenolic compounds, flavonoids, and polyphenols with antioxidant properties. The UPLC-PDA-ESI-QqQ was employed for the precise identification and quantification of these compounds, demonstrating superior extraction of quinic acid and gallic acid at elevated temperatures. Notably, the extracts obtained through PLE exhibited significant inhibitory activity of the MAO-A enzyme, linked to neuronal and cognitive health, suggesting potential benefits in these areas.


Sujet(s)
Antioxydants , Inhibiteurs de la monoamine oxydase , Monoamine oxidase , Extraits de plantes , Feuilles de plante , Polyphénols , Quercus , Antioxydants/composition chimique , Antioxydants/pharmacologie , Feuilles de plante/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Inhibiteurs de la monoamine oxydase/pharmacologie , Inhibiteurs de la monoamine oxydase/composition chimique , Inhibiteurs de la monoamine oxydase/isolement et purification , Polyphénols/composition chimique , Polyphénols/pharmacologie , Polyphénols/isolement et purification , Quercus/composition chimique , Monoamine oxidase/métabolisme , Monoamine oxidase/composition chimique , Solvants/composition chimique , Chromatographie en phase liquide à haute performance
2.
Chem Biodivers ; 21(10): e202400689, 2024 Oct.
Article de Anglais | MEDLINE | ID: mdl-39248607

RÉSUMÉ

The species Mimosa gracilis var. capillipes (Benth.) Barneby is used for its antivenom properties in the Coqueiros community, municipality of Catalão, state of Goiás. This study focused on three varieties: M. gracilis Benth. var. gracilis, M. gracilis var. capillipes (Benth.) Barneby, and M. gracilis var. invisiformis Barneby. The chemical profiles of extracts from these varieties were analysed using molecular networking through liquid chromatography with tandem mass spectrometry. Additionally, the study investigated the inhibitory potential of these three varieties against the proteolytic, coagulant, and phospholipase activities of Bothrops and Crotalus venoms. In vitro results confirmed the antivenom potential of nine extracts. Remarkably, the ethanolic extracts of roots from M. gracilis var. capillipes (Benth.) Barneby and the leaves from M. gracilis Benth. var. gracilis exhibited 100 % inhibition of the tested activities. The study also revealed 19 annotated compounds through molecular networking, reported for the first time in the species M. gracilis.


Sujet(s)
Mimosa , Extraits de plantes , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Animaux , Mimosa/composition chimique , Sérums antivenimeux/isolement et purification , Sérums antivenimeux/pharmacologie , Sérums antivenimeux/composition chimique , Bothrops , Feuilles de plante/composition chimique , Spectrométrie de masse en tandem , Crotalus , Racines de plante/composition chimique , Venins de crotalidé/antagonistes et inhibiteurs , Venins de crotalidé/composition chimique , Chromatographie en phase liquide
3.
Food Chem ; 460(Pt 3): 140807, 2024 Dec 01.
Article de Anglais | MEDLINE | ID: mdl-39146719

RÉSUMÉ

Reliable analytical methods are the basis for the elucidation of phenolic compounds in foods. This study aimed to optimize and validate a method for determining 42 phenolics using reverse-phase (RP) high-performance liquid chromatography (HPLC) coupled to diode-array-detector-DAD. The performance of two RP columns was evaluated. The 150x4.6 mm 3-µm column showed superior separation quality, whereas 35 of the 42 phenolics showed a separation resolution ≥1.5. The method's linearity, precision (coefficient variation< 3.09%), recovery (87.5-103.2%), specificity, limits of detection (0.04-0.25 mg/L), and quantification (0.06-0.25 mg/L) had acceptable ranges. Thirty phenolics were quantified in Citrus peels, mainly flavanones, flavanols, flavonols, and phenolic acids, highlighting the high values of hesperidin (535-35070 mg/kg) and naringin (26-36466 mg/kg). Lemon peels named 'Lisboa,' 'Thaiti,' 'Thaiti-2000', and 'Thaiti-2001' presented the main phenolics associated with antioxidant capacity. The presented method was robust for determining 42 phenolic compounds, offering a new approach for bioactive compound quantification in food matrices.


Sujet(s)
Citrus , Fruit , Phénols , Citrus/composition chimique , Chromatographie en phase liquide à haute performance , Phénols/analyse , Phénols/composition chimique , Phénols/isolement et purification , Fruit/composition chimique , Brésil , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Chromatographie en phase inverse/méthodes , Chromatographie en phase inverse/instrumentation , Antioxydants/composition chimique , Antioxydants/analyse
4.
Inflammopharmacology ; 32(5): 3327-3345, 2024 Oct.
Article de Anglais | MEDLINE | ID: mdl-39133352

RÉSUMÉ

Wounds or chronic injuries are associated with high medical costs so, develop healing-oriented drugs is a challenge for modern medicine. The identification of new therapeutic alternatives focuses on the use of natural products. Therefore, the main goal of this study was to evaluate the healing potential and anti-inflammatory mechanism of action of extracts and the main compounds derived from Myrciaria plinioides D. Legrand leaves. The antimicrobial activity of leaf extracts was analyzed. Cell viability, cytotoxicity and genotoxicity of plant extracts and compounds were also assessed. Release of pro- and anti-inflammatory cytokines and TGF-ß by ELISA, and protein expression was determined by Western Blot. The cell migration and cell proliferation of ethanol and aqueous leaf extracts and p-coumaric acid, quercetin and caffeic acid compounds were also evaluated. The aqueous extract exhibited antibacterial activity and, after determining the safety concentrations in three assays, we showed that this extract induced p38-α MAPK phosphorylation and the same extract and the p-coumaric acid decreased COX-2 and caspase-3, -8 expression, as well as reduced the TNF-α release and stimulated the IL-10 in RAW 264.7 cells. In L929 cells, the extract and p-coumaric acid induced TGF-ß release, besides increasing the process of cell migration and proliferation. These results suggested that the healing properties of Myrciaria plinioides aqueous extract can be associated to the presence of phenolic compounds, especially p-coumaric acid, and/or glycosylated metabolites.


Sujet(s)
Anti-inflammatoires , Mouvement cellulaire , Extraits de plantes , Feuilles de plante , Cicatrisation de plaie , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Feuilles de plante/composition chimique , Animaux , Anti-inflammatoires/pharmacologie , Anti-inflammatoires/isolement et purification , Cicatrisation de plaie/effets des médicaments et des substances chimiques , Souris , Cellules RAW 264.7 , Mouvement cellulaire/effets des médicaments et des substances chimiques , Prolifération cellulaire/effets des médicaments et des substances chimiques , Survie cellulaire/effets des médicaments et des substances chimiques , Lignée cellulaire , Cytokines/métabolisme , Myrtaceae/composition chimique , Acides coumariques/pharmacologie , Acides coumariques/isolement et purification , Antibactériens/pharmacologie , Antibactériens/isolement et purification
5.
Chem Biodivers ; 21(9): e202401331, 2024 Sep.
Article de Anglais | MEDLINE | ID: mdl-39031675

RÉSUMÉ

The flowers of Yucca aloifolia ("flor de izote") are considered a millenary food in the Northeastern Highlands of Puebla, Mexico. The present investigation reports on the chemical and biological activities of the hydroalcoholic extract (YAHF) obtained from this edible source. HPLC-MS profiling revealed twenty bioactive phenolic compounds with chlorogenic acid (16.5 mg g-1 DW), quercetin (9.5 mg g-1 FW), and their glycosides (rutin and quercitrin), as well as caffeic acid (8.4 mg g-1 DW) and ferulic acid (7.9 mg g-1 DW) as major compounds dissolved in YAHF. Six metabolites had potent anti-lipase (IC50<100 µg mL-1) and anti-ornithine decarboxylase activity (IC50<100 µg mL-1), whereas thirteen exerted strong anti-alpha-glucosidase properties (IC50<100 µg mL-1). The evaluation of YAHF in mice subjected to standard oral glucose tolerance tests and prolonged administration of hypercaloric/atherogenic diet (30 days), unraveled their ability to improve glucose and lipid profiles. YAHF and six phenolic compounds significantly reduced DLD-1 cell viability (IC50, 117.9 µg mL-1) and avoided polyamine accumulation linked to anti-ornithine decarboxylase activity. YAHF and its twenty constituents exerted low toxicity in probiotics (>1000 µg mL-1) and 3T3 fibroblasts (>2.5 mg-mL-1), sustaining their safeness for human consumption.


Sujet(s)
Survie cellulaire , Fleurs , Phénols , Extraits de plantes , Phénols/pharmacologie , Phénols/composition chimique , Phénols/isolement et purification , Animaux , Fleurs/composition chimique , Souris , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Humains , Survie cellulaire/effets des médicaments et des substances chimiques , Compléments alimentaires/analyse , Mâle
6.
Food Chem ; 458: 140216, 2024 Nov 15.
Article de Anglais | MEDLINE | ID: mdl-38970958

RÉSUMÉ

In addition to their pigment properties, the potential health benefits of anthocyanins have made them a subject of interest in recent years. This study aimed to obtain purified anthocyanin fractions from native Mexican black bean cultivars using Amberlite XAD-7 resin column and HPCCC and evaluate their anti-inflammatory properties using RAW 264.7 cells. The major anthocyanins in the purified anthocyanin fractions were delphinidin 3-glucoside (61.8%), petunidin 3-glucoside (25.2%), and malvidin 3-glucoside (12.2%). Purified anthocyanin fractions at 12.5 µg/mL effectively prevented LPS-induced ERK1/ERK2 phosphorylation and reduced the protein expression of COX-2 and mRNA expression of iNOS. Results showed that purified anthocyanin fractions have the potential to modulate the inflammatory response by inhibiting the production of pro-inflammatory mediators through the ERK1/ERK2 and NF-κB pathways. This study suggests that anthocyanins from black beans could be used as a natural strategy to help modulate inflammation-associated diseases.


Sujet(s)
Anthocyanes , Anti-inflammatoires , Facteur de transcription NF-kappa B , Extraits de plantes , Anthocyanes/pharmacologie , Anthocyanes/composition chimique , Anthocyanes/isolement et purification , Souris , Cellules RAW 264.7 , Animaux , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Anti-inflammatoires/pharmacologie , Anti-inflammatoires/composition chimique , Anti-inflammatoires/isolement et purification , Facteur de transcription NF-kappa B/génétique , Facteur de transcription NF-kappa B/métabolisme , Facteur de transcription NF-kappa B/immunologie , Distribution à contre-courant , Macrophages/effets des médicaments et des substances chimiques , Macrophages/immunologie , Macrophages/métabolisme , Inflammation/métabolisme , Inflammation/traitement médicamenteux , Cyclooxygenase 2/génétique , Cyclooxygenase 2/métabolisme , Cyclooxygenase 2/immunologie , Chromatographie en phase liquide à haute performance , Mexique , Phaseolus/composition chimique , Nitric oxide synthase type II/génétique , Nitric oxide synthase type II/métabolisme
7.
Food Chem ; 458: 139842, 2024 Nov 15.
Article de Anglais | MEDLINE | ID: mdl-38996490

RÉSUMÉ

One of the principal byproducts of coffee roasting is the coffee parchment. It is abundant in bioactive substances, including derivatives of chlorogenic acids, which are well-known for their exceptional antioxidant effects. It is advantageous to use environmentally friendly extraction techniques on such residues since it adds value to the entire coffee production process supply chain. The aim of this work was to assess and enhance the ability of non-conventional extraction techniques to extract derivatives of chlorogenic acid from coffee parchment. A central composite design was used to maximize the recovery of those phenolic compounds. The optimized extraction conditions were with 5 min extraction period, at a temperature of 70 °C, and 80% ethanol in the extractor solvent. In this conditions extraction recovery of chlorogenic acids was of 0.8% by the use of microwave-aided extraction (MAE). The optimized conditions are practical, economical, and ecologically friendly method to extract phenolic compounds and, consequently, underscores the potential for sustainable utilization of coffee parchment, offering a valuable contribution to the development of environmentally conscious strategies within the coffee industry.


Sujet(s)
Acide chlorogénique , Coffea , Café , Extraits de plantes , Acide chlorogénique/isolement et purification , Acide chlorogénique/composition chimique , Acide chlorogénique/analyse , Coffea/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Café/composition chimique , Fractionnement chimique/méthodes , Fractionnement chimique/instrumentation , Micro-ondes , Température élevée
8.
Molecules ; 29(13)2024 Jun 26.
Article de Anglais | MEDLINE | ID: mdl-38998984

RÉSUMÉ

Almond trees are the most cultivated nut tree in the world. The production of almonds generates large amounts of by-products, much of which goes unused. Herein, this study aimed to develop a green chemistry approach to identify and extract potentially valuable compounds from almond by-products. Initially, a screening was performed with 10 different Natural Deep Eutectic Solvents (NADESs). The mixture lactic acid/glycerol, with a molar ratio 1:1 (1:50 plant material to NADES (w/v) with 20% v/v of water) was identified as the best extraction solvent for catechin, caffeoylquinic acid, and condensed tannins in almond hulls. Subsequently, a method was optimized by a Design of Experiment (DoE) protocol using a miniaturized extraction technique, Microwave-Assisted Extraction (MAE), in conjunction with the chosen NADESs. The optimal conditions were found to be 70 °C with 15 min irradiation time. The optimal extraction conditions determined by the DoE were confirmed experimentally and compared to methods already established in the literature. With these conditions, the extraction of metabolites was 2.4 times higher, according to the increase in total peak area, than the established literature methods used. Additionally, by applying the multiparameter Analytical Greenness Metric (AGREE) and Green Analytical Process Index (GAPI) metrics, it was possible to conclude that the developed method was greener than the established literature methods as it includes various principles of green analytical chemistry.


Sujet(s)
Extraits de plantes , Prunus dulcis , Prunus dulcis/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Micro-ondes , Technologie de la chimie verte/méthodes , Solvants/composition chimique , Biomimétique , Noix/composition chimique
9.
Pharm Biol ; 62(1): 577-591, 2024 Dec.
Article de Anglais | MEDLINE | ID: mdl-39016037

RÉSUMÉ

CONTEXT: The botanical species Bauhinia guianensis Aublet (Leguminosae-Cercidoideae) is traditionally used in the Amazon for medicinal purposes. OBJECTIVE: The acute toxicity of the hydroethanolic extracts from B. guianensis leaves and stems (HELBg and HESBg) was evaluated in zebrafish (Danio rerio), with emphasis on the embryonic developmental stage and adult alterations. MATERIALS AND METHODS: Extracts were analyzed on LC-DAD-MS/MS. Zebrafish eggs were inoculated individually with concentrations of HELBg and HESBg (0.25, 0.5, 0.75, 1.0, and 1.5 µg/mL), observed for 96 h. Adult zebrafish were treated with a single oral dose (100, 200, 500, 1000, and 2000 mg/kg) of HELBg and HESBg, observed for 48 h. RESULTS: HELBg and HESBg analysis detected 55 compounds. Both extracts exhibited toxicity, including embryo coagulation at higher doses of HELBg and absence of heartbeats in embryos at all doses of HESBg. Behavioral variations were observed; tissue alterations in adult zebrafish were found at the highest doses, primarily in the liver, intestine, and kidneys because of HELBg and HESBg effects. The LD50 of HESBg was 1717 mg/kg, while HELBg exceeded the limit dose of 2000 mg/kg. CONCLUSIONS: The study on acute toxicity of B. guianensis extracts exhibits significant toxic potential, emphasizing effects on embryonic and adult zebrafish. The results suggest relative safety of the species preparations, encouraging further clinical trials on potential biological activities.


Sujet(s)
Bauhinia , Embryon non mammalien , Extraits de plantes , Feuilles de plante , Tests de toxicité aigüe , Danio zébré , Animaux , Extraits de plantes/toxicité , Extraits de plantes/isolement et purification , Bauhinia/composition chimique , Embryon non mammalien/effets des médicaments et des substances chimiques , Dose létale 50 , Relation dose-effet des médicaments , Tiges de plante , Éthanol/toxicité , Spectrométrie de masse en tandem , Mâle , Solvants/composition chimique , Femelle
10.
Chem Biodivers ; 21(9): e202400686, 2024 Sep.
Article de Anglais | MEDLINE | ID: mdl-38923804

RÉSUMÉ

Pereskia aculeata has been widely investigated due to its anti-inflammatory potential. Among the metabolites found in this species are the phytosterols beta-sitosterol (ß-SIT) and stigmasterol (STIG). The objective of the study was to evaluate the anti-inflammatory and toxicity activities of the hexane partition of P. aculeata (PHEX), as well as ß-SIT and STIG. PHEX was prepared and the phytosterols were quantified. In terms of toxicity against L929 fibroblast cells, PHEX showed toxicity up to 200 µg/mL; STIG and ß-SIT showed toxicity up to 25 µg/mL. PHEX inhibited 66 % of nitric oxide radicals, while STIG and ß-SIT inhibited 33.73 % and 34.94 %, respectively. In an anti-inflammatory test against Zophobas morio larvae, all samples significantly reduced hemocyte levels. Additionally, the LD50 values were calculated: 229.6 mg/kg for PHEX, 101.5 mg/kg for STIG, and 103.8 mg/kg for ß-SIT. In conclusion, the study indicates that the phytosterols present in PHEX may contribute to its anti-inflammatory activity.


Sujet(s)
Anti-inflammatoires , Larve , Monoxyde d'azote , Stigmastérol , Animaux , Larve/effets des médicaments et des substances chimiques , Souris , Anti-inflammatoires/pharmacologie , Anti-inflammatoires/composition chimique , Anti-inflammatoires/isolement et purification , Stigmastérol/pharmacologie , Stigmastérol/composition chimique , Stigmastérol/isolement et purification , Monoxyde d'azote/métabolisme , Monoxyde d'azote/antagonistes et inhibiteurs , Sitostérol/pharmacologie , Sitostérol/composition chimique , Lignée cellulaire , Phytostérols/pharmacologie , Phytostérols/composition chimique , Survie cellulaire/effets des médicaments et des substances chimiques , Relation dose-effet des médicaments , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification
11.
Food Chem ; 457: 140135, 2024 Nov 01.
Article de Anglais | MEDLINE | ID: mdl-38901340

RÉSUMÉ

ßN-alkanoyl-5-hydroxytryptamines (Cn-5HTs) are the main constituents of coffee wax and may be responsible for the increased severity of gastric disorders in sensitive consumers. Their removal from green coffee beans can result in a "stomach-friendly" brew. This work presents a green approach to Cn-5HTs extraction using the bio-based solvent 2-methyloxolane (2-MeOx). HPLC/DAD analyses on Arabica Brazil samples show that mild conditions (30 min at 50 °C) extract about 90% of the wax, without affecting the caffeine content of the beans, whereas almost complete removal is achieved in 60 min at reflux. 2-MeOx forms an azeotrope with water, its possible re-use has been demonstrated using aqueous 2-MeOx (95.5%) as the solvent. These preliminary results make 2-MeOx a possible candidate for the replacement of dichloromethane (DCM) in coffee dewaxing. The importance of fermentation in reducing Cn-5HTs by about 36% has been demonstrated in an analysis of green beans subjected to different post-harvest treatments.


Sujet(s)
Coffea , Graines , Coffea/composition chimique , Graines/composition chimique , Solvants/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Brésil
12.
Molecules ; 29(12)2024 Jun 08.
Article de Anglais | MEDLINE | ID: mdl-38930806

RÉSUMÉ

Pterocaulon polystachyum is a species of pharmacological interest for providing volatile and non-volatile extracts with antifungal and amebicidal properties. The biological activities of non-volatile extracts may be related to the presence of coumarins, a promising group of secondary metabolites. In the present study, leaves and inflorescences previously used for the extraction of essential oils instead of being disposed of were subjected to extraction with supercritical CO2 after pretreatment with microwaves. An experimental design was followed to seek the best extraction condition with the objective function being the maximum total extract. Pressure and temperature were statistically significant factors, and the optimal extraction condition was 240 bar, 60 °C, and pretreatment at 30 °C. The applied mathematical models showed good adherence to the experimental data. The extracts obtained by supercritical CO2 were analyzed and the presence of coumarins was confirmed. The extract investigated for cytotoxicity against bladder tumor cells (T24) exhibited significant reduction in cell viability at concentrations between 6 and 12 µg/mL. The introduction of green technology, supercritical extraction, in the exploration of P. polystachyum as a source of coumarins represents a paradigm shift with regard to previous studies carried out with this species, which used organic solvents. Furthermore, the concept of circular bioeconomy was applied, i.e., the raw material used was the residue of a steam-distillation process. Therefore, the approach used here is in line with the sustainable exploitation of native plants to obtain extracts rich in coumarins with cytotoxic potential against cancer cells.


Sujet(s)
Dioxyde de carbone , Chromatographie en phase supercritique , Coumarines , Extraits de plantes , Coumarines/composition chimique , Coumarines/isolement et purification , Coumarines/pharmacologie , Dioxyde de carbone/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Humains , Chromatographie en phase supercritique/méthodes , Parties aériennes de plante/composition chimique , Lignée cellulaire tumorale , Survie cellulaire/effets des médicaments et des substances chimiques , Antinéoplasiques d'origine végétale/pharmacologie , Antinéoplasiques d'origine végétale/composition chimique , Antinéoplasiques d'origine végétale/isolement et purification
13.
Chem Biodivers ; 21(8): e202400665, 2024 Aug.
Article de Anglais | MEDLINE | ID: mdl-38825721

RÉSUMÉ

Waltheria indica (Malvaceae) is a plant popularly used in folk medicine by traditional African and indigenous communities, and in various countries worldwide, to treat general inflammation. Several biological activities of this plant have been reported, including acetylcholinesterase inhibition and potential anti-human immunodeficiency virus (HIV), antinociceptive, analgesic, antifungal, anticancer, anti-inflammatory, leishmanicidal, trypanocidal, antioxidant, and antibacterial activities. The chemical profile of Waltheria indica was assessed by dereplication analysis using UPLC-MS/MS, and data acquisition was performed using chemoinformatics tools, such as Mass Spectrometry-Data Independent AnaLysis (MS-DIAL) and MS-FINDER softwares. The preprocessed data were sent to the GNPS to build a feature-based molecular network (FBMN). Thirty-three 4-quinolone alkaloids were annotated in the extracts and fractions of stems and roots, whereas 12 were annotated in the extracts and fractions of flowers and leaves. This represents an inaugural chemical investigation study employing UPLC-Q-TOF-MS/MS analysis, along with a molecular network approach, within this species and genus.


Sujet(s)
Alcaloïdes , Spectrométrie de masse en tandem , Alcaloïdes/composition chimique , Alcaloïdes/isolement et purification , Alcaloïdes/pharmacologie , 4-Quinolones/composition chimique , 4-Quinolones/pharmacologie , 4-Quinolones/isolement et purification , Chromatographie en phase liquide à haute performance , Feuilles de plante/composition chimique , Racines de plante/composition chimique , Structure moléculaire , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification
14.
Chem Biodivers ; 21(7): e202400670, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38747034

RÉSUMÉ

Cancer remains a significant global health concern, with mortality rates steadily rising and prompting an urgent search for effective treatments. This study focuses on the medicinal properties of plants from the Phyllanthus genus, specifically Phyllanthus amarus and Phyllanthus niruri, which have shown promise in traditional medicine. Through bioguided fractionation using preparative high-performance liquid chromatography (HPLC), bioactive compounds were isolated and identified using ultra-performance liquid chromatography coupled to time-of-flight mass spectrometry (UHPLC-QTOF-MSE) and nuclear magnetic resonance (NMR) spectroscopy. Chemometric analyses such as principal component analysis (PCA) aided in understanding metabolite distribution. Biological assays demonstrated cytotoxic activities of specific fractions against cancer cell lines, notably the PhyN 4n fraction from P. niruri, which induced S-phase cell cycle arrest and apoptosis in HL60 cells. These findings underscore the anticancer potential of Phyllanthus species and lay the groundwork for future drug development efforts. The study's integration of advanced analytical techniques, chemometrics, and biological assays provides valuable insights for harnessing natural products in the fight against cancer.


Sujet(s)
Antinéoplasiques d'origine végétale , Apoptose , Tests de criblage d'agents antitumoraux , Métabolomique , Phyllanthus , Phyllanthus/composition chimique , Humains , Antinéoplasiques d'origine végétale/pharmacologie , Antinéoplasiques d'origine végétale/composition chimique , Antinéoplasiques d'origine végétale/isolement et purification , Apoptose/effets des médicaments et des substances chimiques , Chromatographie en phase liquide à haute performance , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Lignée cellulaire tumorale , Prolifération cellulaire/effets des médicaments et des substances chimiques , Survie cellulaire/effets des médicaments et des substances chimiques , Relation dose-effet des médicaments
15.
Chem Biodivers ; 21(7): e202400687, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38702295

RÉSUMÉ

Rhizophora extracts have several potential biological activities, and their metabolites can be used in the pharmaceutical industry. Extracts of Rhizophora species obtained from mangroves have shown prospective activity against Staphylococcus aureus. This study aimed to investigate the chemical profile of Rhizophora mangle leaves from fringe, basin, and transition mangrove zones and their bactericidal/bacteriostatic potential against S. aureus. R. mangle leaves were collected monthly in 2018 from litterfall in three different zones of the mangrove of Guaratiba State Reserve: fringe, basin, and transition. Extracts were prepared from the material collected in October and December for LC-HRMS/MS analysis, and dereplication was performed using a molecular library search and the classical molecular networking GNPS platform. The minimum inhibitory concentrations (MICs) of the aqueous extract of R. mangle against S. aureus were determined. No S. aureus growth was observed compared to the control for extracts collected from September to December. Different compounds were annotated in each region, yet a marked presence of phenolic compounds was noted, among them glycosylated flavonoid derivatives of quercetin and kaempferol. The results suggest bactericidal/bacteriostatic activity for extracts of R. mangle leaves collected in 2018 from three mangrove forest zones.


Sujet(s)
Antibactériens , Tests de sensibilité microbienne , Extraits de plantes , Feuilles de plante , Rhizophoraceae , Staphylococcus aureus , Rhizophoraceae/composition chimique , Rhizophoraceae/microbiologie , Staphylococcus aureus/effets des médicaments et des substances chimiques , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/isolement et purification , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Feuilles de plante/composition chimique
16.
Chem Biodivers ; 21(7): e202400680, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38748618

RÉSUMÉ

The study aimed to assess the chemical composition of Miconia ibaguensis leaves extracts and fractions obtained from the ethanolic extract (EE), along with evaluating their antifungal, antibacterial, antidiabetic, and antioxidant activities. The ethyl acetate fraction (EAF) exhibited potent antifungal activity against Candida spp (1.95-3.90 µg mL-1) and potent antioxidant activity in the DPPH (1.74±0.07 µg mL-1), FRAP (654.01±42.09 µmol ETrolox/gsample), and ORAC (3698.88±37.28 µmol ETrolox/gsample) methods. The EE displayed inhibition against the α-amylase enzyme (8.42±0.05 µg mL-1). Flavonoids, hydrolysable tannins, triterpenoids, and phenolic acids, identified in the EE and fractions via (-)-HPLC-ESI-MS/MS analysis, were found to contribute to the species' biological activity potentially. These findings suggest promising avenues for further research and potential applications in pharmacology and natural products, offering new possibilities in the fight against global health issues.


Sujet(s)
Antibactériens , Antifongiques , Antioxydants , Hypoglycémiants , Melastomataceae , Tests de sensibilité microbienne , Extraits de plantes , Feuilles de plante , Feuilles de plante/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Melastomataceae/composition chimique , Antioxydants/pharmacologie , Antioxydants/composition chimique , Antioxydants/isolement et purification , Antifongiques/pharmacologie , Antifongiques/composition chimique , Antifongiques/isolement et purification , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/isolement et purification , Hypoglycémiants/pharmacologie , Hypoglycémiants/composition chimique , Hypoglycémiants/isolement et purification , Candida/effets des médicaments et des substances chimiques , alpha-Amylases/antagonistes et inhibiteurs , alpha-Amylases/métabolisme , Flavonoïdes/composition chimique , Flavonoïdes/pharmacologie , Flavonoïdes/isolement et purification , Chromatographie en phase liquide à haute performance
17.
Chem Biodivers ; 21(7): e202400660, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38771297

RÉSUMÉ

The use of plants for medicinal purposes has a long history, however it is desirable a continuous evaluation seeking for complementary scientific evidences for their safe application. Species within the Kalanchoe genus are often referred to as "miracle leaf" due to their remarkable healing properties. Traditionally, these plants have been used to treat infections, inflammation, and cancer. Despite their widespread use, the identification of their active components remains incomplete. This study aimed to differentiate K. crenata (KC), K. marmorata (KM), and K. pinnata (KP) by conducting detailed histochemical and phytochemical analyses, and to assess their antioxidant capabilities. The investigation revealed significant differences between the species, highlighting the variability in phenolic (PC) and flavonoid contents (FC) and their distinct antioxidant effects. The KM demonstrated the greatest results (PC: 59.26±1.53 mgEqGA/g; FC: 12.63±0.91 mgEqCQ/g; DPPH⋅ (IC50): 110.66 ug/mL; ABTS⋅+ (IC50): 26.81 ug/mL; ORAC: 9.65±0.75 mmolTE) when compared to KC and KP. These findings underscore a new reference for research within the Kalanchoe genus.


Sujet(s)
Antioxydants , Kalanchoe , Composés phytochimiques , Extraits de plantes , Kalanchoe/composition chimique , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Composés phytochimiques/composition chimique , Composés phytochimiques/pharmacologie , Composés phytochimiques/isolement et purification , Antioxydants/pharmacologie , Antioxydants/composition chimique , Antioxydants/isolement et purification , Phénols/composition chimique , Phénols/pharmacologie , Phénols/isolement et purification , Eau/composition chimique , Flavonoïdes/composition chimique , Flavonoïdes/pharmacologie , Flavonoïdes/isolement et purification , Picrates/antagonistes et inhibiteurs , Dérivés du biphényle/antagonistes et inhibiteurs , Dérivés du biphényle/composition chimique , Feuilles de plante/composition chimique
18.
Exp Parasitol ; 262: 108771, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38723847

RÉSUMÉ

Toxoplasmosis affects about one-third of the world's population. The disease treatment methods pose several side effects and do not efficiently eliminate the parasite, making the search for new therapeutic approaches necessary. We aimed to assess the anti-Toxoplasma gondii activity of four Copaifera oleoresins (ORs) and two isolated diterpene acids, named ent-kaurenoic and ent-polyalthic acid. We used HeLa cells as an experimental model of toxoplasmosis. Uninfected and infected HeLa cells were submitted to the treatments, and the parasite intracellular proliferation, cytokine levels and ROS production were measured. Also, tachyzoites were pre-treated and the parasite invasion was determined. Finally, an in silico analysis was performed to identify potential parasite targets. Our data show that the non-cytotoxic concentrations of ORs and diterpene acids controlled the invasion and proliferation of T. gondii in HeLa cells, thus highlighting the possible direct action on parasites. In addition, some compounds tested controlled parasite proliferation in an irreversible manner. An additional and non-exclusive mechanism of action involves the modulation of host cell components, by affecting the upregulation of the IL-6. Additionally, molecular docking suggested that ent-polyalthic acid has a high affinity for the active site of the TgCDPK1 protein. Copaifera ORs have great antiparasitic activity against T. gondii, and this effect can be partially explained by the presence of the isolated compounds ent-kaurenoic and ent-polyalthic acid.


Sujet(s)
Diterpènes , Fabaceae , Extraits de plantes , Toxoplasma , Cellules HeLa , Humains , Diterpènes/pharmacologie , Diterpènes/isolement et purification , Diterpènes/composition chimique , Toxoplasma/effets des médicaments et des substances chimiques , Toxoplasma/croissance et développement , Fabaceae/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Espèces réactives de l'oxygène/métabolisme , Cytokines/métabolisme , Interleukine-6/métabolisme , Simulation de docking moléculaire
19.
Food Chem ; 453: 139596, 2024 Sep 30.
Article de Anglais | MEDLINE | ID: mdl-38759441

RÉSUMÉ

The pecan nutshell [Carya illinoinensis (Wangenh) C. Koch] (PNS) is a source of bioactives with important beneficial properties for the human health. PNS represents between 40-50 % of total mass of the nut, resulting as waste without any added value for the food industry. Even though a variety of methods were already developed for bioactive extraction from this waste, unconventional methodologies, or those which apart from green chemistry principles, were discarded considering the cost of production, the sustainable development goals of United Nations and the feasibility of real inclusion of the technology in the food chain. Then, to add-value to this waste, a low-cost, green and easy-scalable extraction methodology was developed based on the determination of seven relevant factors by means of a factorial design and a Response Surface Methodology, allowing the extraction of bioactives with antioxidant capacity. The pecan nutshell extract had a high concentration of phenolic compounds (166 mg gallic acid equivalents-GAE/g dry weight-dw), flavonoids (90 mg catechin equivalent-CE/g dw) and condensed tannins (189 mg CE/g dw) -related also to the polymeric color (74.6 %)-, with high antioxidant capacities of ABTS+. radical inhibition (3665 µmol Trolox Equivalent-TE/g dw) and of iron reduction (1305 µmol TE/g dw). Several compounds associated with these determinations were identified by HPLC-ESI-MS/MS, such as [Epi]catechin-[Epi]catechin-[Epi]gallocatechin, myricetin, dihydroquercetins, dimers A and B of protoanthocyanidins, ellagitannins and ellagic acid derivatives. Hence, through the methodology developed here, we obtained a phenolic rich extract with possible benefits for human health, and of high industrial scalability for this co-product transformation.


Sujet(s)
Antioxydants , Carya , Déchets industriels , Noix , Extraits de plantes , Carya/composition chimique , Noix/composition chimique , Déchets industriels/analyse , Déchets industriels/économie , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Antioxydants/isolement et purification , Antioxydants/composition chimique , Antioxydants/économie , Flavonoïdes/isolement et purification , Flavonoïdes/composition chimique , Phénols/isolement et purification , Phénols/composition chimique , Technologie de la chimie verte
20.
Food Chem ; 453: 139690, 2024 Sep 30.
Article de Anglais | MEDLINE | ID: mdl-38781903

RÉSUMÉ

Jabuticaba peel, rich in antioxidants, offering health benefits. In this study, the extraction of phenolic compounds from jabuticaba peel using ultrasound-assisted (UA) and their subsequent concentration by nanofiltration (NF) employing a polyamide 200 Da membrane was evaluated. The UA extractions were conducted using the Central Composite Rotatable Design (CCRD) 22 methodology, with independent variables extraction time (11.55 to 138 min) and temperature (16.87 to 53.3 °C), and fixed variables mass to ethanol solution concentration at pH 1.0 (1:25 g/mL), granulometry (1 mm), and ultrasonic power (52.8 W). The maximum concentrations obtained were 700.94 mg CE/100 g for anthocyanins, 945.21 mg QE/100 g for flavonoids, 133.19 mg GAE/g for phenols, and an antioxidant activity IC50 of 24.36 µg/mL. Key phenolic compounds identified included cyanidin-3-glucoside, delphinidin-3-glucoside, and various acids like syringic and gallic. NF successfully concentrated these compounds, enhancing their yield by up to 45%. UA and NF integrate for sustainable extraction.


Sujet(s)
Antioxydants , Fruit , Phénols , Extraits de plantes , Phénols/composition chimique , Phénols/isolement et purification , Extraits de plantes/composition chimique , Extraits de plantes/isolement et purification , Fruit/composition chimique , Antioxydants/composition chimique , Antioxydants/isolement et purification , Filtration , Myrtaceae/composition chimique , Anthocyanes/composition chimique , Anthocyanes/isolement et purification , Fractionnement chimique/méthodes
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