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1.
BMC Complement Med Ther ; 24(1): 122, 2024 Mar 14.
Artigo em Inglês | MEDLINE | ID: mdl-38486187

RESUMO

BACKGROUND: The Convolvulus genus is distributed all over the world and has a long history in traditional medicine. As nanotechnology expands its reach into areas like drug delivery and biomedicine, this study intends to assess the potential of Convolvulus arvensis L. extracts as anti-bacterial, anti-inflammatory and anti-cancer agents, along with chemical profiling of the methanolic (MeOH) extract active ingredients. METHODS: The chemical composition of an 85% MeOH extract was investigated by liquid chromatography with an electrospray source connected to mass spectrometry (LC-ESI-MS). Both the 85% MeOH extract and n-butanol fraction of C. arvensis were loaded for the first time on alginate/chitosan nanoparticles. The 85% MeOH extract, n-butanol fraction and their loaded nanoparticles were tested for their cytotoxicity, anticancer, anti-inflammatory and antibacterial activity (against pathogenic bacteria, E. coli and S. aureus). RESULTS: The chemical investigation of 85% MeOH extract of C. arvensis underwent LC-ESI-MS analysis, revealing twenty-six phenolic substances, of which 16 were phenolic acids, 6 were flavonoids, 1 glycolipid, 1 sesquiterpene and 2 unknown compounds. The FT-IR spectra confirmed the encapsulation of the 85% MeOH extract and n-butanol fraction onto alginate/chitosan nanoparticles and small size obtained by TEM maintained them nontoxic and enhanced their anti-inflammatory activity (the IC50 was decreased from 1050 to 175 µg/ml). The anti-cancer activity against HepG2 was increased and the cell viability was decreased from 28.59 ± 0.52 to 20.80 ± 0.27 at a maximum concentration of 1000 µg/ml. In addition, the MIC of encapsulated extracts was decreased from 31.25 to7.78 µg/ml in E. coli (Gm-ve) and from 15.56 to 7.78 µg/ml in S. aureus (Gm + ve) bacteria. CONCLUSION: Both alginate and chitosan are excellent natural polymers for the encapsulation process, which affects positively on the bioactive constituents of C. arvensis extracts and improves their biological properties.


Assuntos
Anti-Infecciosos , Quitosana , Convolvulus , 1-Butanol , Quitosana/farmacologia , Escherichia coli , Espectroscopia de Infravermelho com Transformada de Fourier , Staphylococcus aureus , Alginatos , Anti-Inflamatórios , Metanol , Extratos Vegetais/farmacologia
2.
Plant Signal Behav ; 19(1): 2325225, 2024 Dec 31.
Artigo em Inglês | MEDLINE | ID: mdl-38448395

RESUMO

Urbanization alters the natural environment, with broad negative impacts on living organisms. Urbanization can also disrupt plant-pollinator networks by reducing the abundance and diversity of invertebrates. Firstly, I investigated whether the field bindweed (Convolvulus arvensis) is an obligatory entomophilous plant because previous reports were ambiguous. Secondly, I investigated how the obligatory entomophilous plant, field bindweed, responds to urbanization by comparing the flowering duration (anthesis) and the reproductive success of field bindweeds in urban and rural populations. Unlike cross-pollinated flowers and controls, flowers experimentally prevented from pollination and self-pollinated flowers did not produce seeds, suggesting that the field bindweed is self-incompatible and obligatory entomophilous. The abundance of urban pollinators was 5-6 times lower than the abundance of rural pollinators, and flies (Diptera), beetles (Coleoptera) and moths (Lepidoptera) were significantly more negatively influenced by the urban environment than hymenopterans (Hymenoptera). Urban plants showed significantly longer anthesis duration and lower reproductive success than rural plants. Illuminance and low pollinator abundance were negatively associated with the duration of the anthesis, but relative humidity did not affect the anthesis. Prolonged duration of the anthesis may be an adaptation to pollinator scarcity because more prolonged flowering increases the likelihood of pollination. Future research should unravel whether the longer anthesis of urban flowers is determined by behavioral plasticity or by the evolutionary selection of plants with a genetically determined longer anthesis.


Assuntos
Convolvulus , Fertilidade , Reprodução , Evolução Biológica , Meio Ambiente
3.
PLoS One ; 19(1): e0297062, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38277393

RESUMO

A molecular survey of native and adventive psyllids in the central Macaronesian islands provides the first comprehensive phylogenetic assessment of the origins of the psyllid fauna of the Canary and Madeira archipelagos. We employ a maximum likelihood backbone constraint analysis to place the central Macaronesian taxa within the Psylloidea mitogenome phylogeny. The native psyllid fauna in these central Macaronesian islands results from an estimated 26 independent colonization events. Island host plants are predicted by host plants of continental relatives in nearly all cases and six plant genera have been colonized multiple times (Chamaecytisus, Convolvulus, Olea, Pistacia, Rhamnus, and Spartocytisus) from the continent. Post-colonization diversification varies from no further cladogenesis (18 events, represented by a single native taxon) to modest in situ diversification resulting in two to four native taxa and, surprisingly, given the diverse range of islands and habitats, only one substantial species radiation with more than four native species. Specificity to ancestral host plant genera or family is typically maintained during in situ diversification both within and among islands. Characterization of a recently discovered island radiation consisting of four species on Convolvulus floridus in the Canary Islands shows patterns and rates of diversification that reflect island topographic complexity and geological dynamism. Although modest in species diversity, this radiation is atypical in diversification on a single host plant species, but typical in the primary role of allopatry in the diversification process.


Assuntos
Convolvulaceae , Convolvulus , Hemípteros , Animais , Filogenia , Hemípteros/genética , Espanha
4.
Phytother Res ; 38(2): 694-712, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38011416

RESUMO

BACKGROUND AND AIM: By using an in vivo phenotypic screening assay in zebrafish, we identified Convolamine, a tropane alkaloid from Convulvus plauricalis, as a positive modulator of the sigma-1 receptor (S1R). The wfs1abKO zebrafish larva, a model of Wolfram syndrome, exhibits an increased visual-motor response due to a mutation in Wolframin, a protein involved in endoplasmic reticulum-mitochondria communication. We previously reported that ligand activating S1R, restored the cellular and behavioral deficits in patient fibroblasts and zebrafish and mouse models. EXPERIMENTAL PROCEDURES: We screened a library of 108 repurposing and natural compounds on zebrafish motor response. KEY RESULTS: One hit, the tropane alkaloid Convolamine, restored normal mobility in wfs1abKO larvae without affecting wfs1abWT controls. They did not bind to the S1R agonist/antagonist binding site nor dissociated S1R from BiP, an S1R activity assay in vitro, but behaved as a positive modulator by shifting the IC50 value of the reference agonist PRE-084 to lower values. Convolamine restored learning in Wfs1∆Exon8 , Dizocilpine-treated, and Aß25-35 -treated mice. These effects were observed at low ~1 mg/kg doses, not shared by Convolvine, the desmethyl metabolite, and blocked by an S1R antagonist. CONCLUSION AND IMPLICATIONS: Convolamine therefore acts as an S1R positive modulator and this pharmacological action is relevant to the traditional use of Shankhpushpi in memory and cognitive protection.


Assuntos
Alcaloides , Convolvulus , Receptores sigma , Humanos , Camundongos , Animais , Receptores sigma/genética , Receptores sigma/metabolismo , Peixe-Zebra/metabolismo , Alcaloides/farmacologia , Cognição
5.
Plant Biol (Stuttg) ; 25(5): 681-686, 2023 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-37171233

RESUMO

Flower colour polymorphism refers to the presence of multiple colour variants in plant populations. Investigation of this phenomenon led to multiple discoveries, including the principles of heredity and the foundations of population genetics. I examined flower colour variation across native and introduced ranges of Convolvulus arvensis, which exhibits flower colour polymorphism (individuals have white or pink petals). To study flower colour variation of this species throughout large geographic scale, I used observations gathered from the iNaturalist platform. To handle a large amount of data, I trained a neural network to classify the plants' morphs based on photographs. After which I performed spatial analyses to examine the patterns of the colour frequency, also in relation to environmental factors. The results show that flower colours are polymorphic across the whole species range, but the frequency of pink versus white flowers varies. In the Palearctic, I observed geographic clines of colour morph frequencies: a higher frequency of the pink morph in populations from Northwest Europe, whereas in South and East Europe, towards the eastern edge of the range, the white morph was dominant. In contrast, pattern of colour distribution in North America (where the species is invasive) seems random, but the model indicates a link between higher proportions of pink morphs in mild and humid climates. The mechanisms behind the observed patterns remain largely unknown, as changes in a morphs' frequency are not strongly linked to abiotic factors. To understand the spatial pattern, a detailed investigation, accounting for the species' phylogeography is needed. This study provides another example of how the general public may collect data relevant to ecological studies, even when the data are not collected for a specific project.


Assuntos
Convolvulaceae , Convolvulus , Cor , Plantas , Flores/genética , Aprendizado de Máquina
6.
Nutrients ; 15(7)2023 Mar 31.
Artigo em Inglês | MEDLINE | ID: mdl-37049568

RESUMO

Convolvulus pluricaulis (CP) is a common Indian herb, largely employed in Ayurvedic medicine and known for its neuroprotective and neuroinflammatory action. Its effectiveness against several pathologic/sub-pathologic conditions is widely accepted, but it is not yet completely chemically characterized. In recent years, several researchers have pointed out the involvement of CP and other Convolvulaceae in lipidic and glucidic metabolism, particularly in the control of hyperlipidaemia and diabetic conditions. In this scenario, the aim of the study was to chemically characterize the medium polarity part of the CP whole plant and its fractions and to shed light on their biological activity in adipocyte differentiation using the 3T3-L1 cell model. Our results demonstrated that the CP extract and fractions could upregulate the adipocyte differentiation through the modulation of the nuclear receptor PPARγ (Peroxisome Proliferator-Activated Receptor γ), broadly recognized as a key regulator of adipocyte differentiation, and the glucose transporter GLUT-4, which is fundamental for cellular glucose uptake and for metabolism control. CP also showed the ability to exert an anti-inflammatory effect, downregulating cytokines such as Rantes, MCP-1, KC, eotaxin, and GM-CSF, which are deeply involved in insulin resistance and glucose intolerance. Taken together, these data suggest that CP could exert a potential beneficial effect on glycemia and could be employed as an anti-diabetic adjuvant or, in any case, a means to better control glucose homeostasis.


Assuntos
Convolvulus , Camundongos , Animais , Convolvulus/química , Convolvulus/metabolismo , Células 3T3-L1 , Diferenciação Celular , Adipócitos , Extratos Vegetais/farmacologia , Extratos Vegetais/metabolismo , PPAR gama/metabolismo
7.
Cent Nerv Syst Agents Med Chem ; 23(1): 48-56, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-36825716

RESUMO

BACKGROUND: Convolvulus pluricaulis is a native plant that is commonly mentioned in Ayurveda as a Rasayana and is primarily recommended for use in mental stimulation and rejuvenation therapy. Convolvulus pluricaulis is used as a brain tonic. The plant is reported to be a prominent memory-improving drug. It is used as a psychostimulant and tranquilizer. It is reported to reduce mental tension. OBJECTIVE: The present study aimed to explore the protective effect of hydroalcoholic extract from the leaves of Convolvulus pluricaulis along with CNS depressant and anti-anxiety activities, in models of mice. METHODS: The extract from leaves of Convolvulus pluricaulis were sequentially isolated with a mixture of water and alcohol solution in the soxhlet apparatus. An acute toxicity study was conducted as per OECD guidelines no. 423, in which 18 Albino male mice were treated with different doses (1, 10, 100, 500, 1000, and 2000 mg/kg) of hydroalcoholic extract of Convolvulus pluricaulis and assessed for toxicity parameters for 14 days. Various psychomotor activities of hydroalcoholic extract from leaves of Convolvulus pluricaulis for 100, 200, and 300 mg/kg doses were performed in mice by using various tests like actophotometer, open field, rota-rod, grip strength tests, elevated plus maze, hole board test, inclined plane, chimney test. RESULTS: The hydroalcoholic extract from leaves of Convolvulus pluricaulis was found to fall under category 4 in the acute toxicity study. Therefore, 100, 200, and 300 mg/kg doses of hydroalcoholic extract of leaves of Convolvulus pluricaulis were selected for the further pharmacological study. The results of psychomotor tests (actophotometer, open field, rota-rod, grip strength, hole board test, inclined plane, chimney test, elevated plus maze, light-dark model) for test doses 100, 200, and 300 in mice showed CNS depressant and anti-anxiety effects. CONCLUSION: Hydroalcoholic extract from leaves of Convolvulus pluricaulis at the 100, 200, and 300 mg/kg doses has shown CNS depressant and anti-anxiety effects in mice models.


Assuntos
Ansiolíticos , Depressores do Sistema Nervoso Central , Convolvulus , Camundongos , Animais , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , Ansiolíticos/farmacologia , Ansiolíticos/uso terapêutico , Folhas de Planta
8.
Biomed Res Int ; 2022: 1373160, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-36467883

RESUMO

Convolvulus arvensis L. is rich in phenolic compounds and traditionally used to treat wounds, skin ulcer, and inflammation. The current study is aimed at scientifically potentiating its traditional wound healing use. The methanolic extract of C. arvensis stem (CaME) was analyzed for HPLC and GC-MS analyses. The binding modes of active compounds were investigated against protein targets glycogen synthase kinase-3ß (GSK-3ß), transforming growth factor-beta (TGF-ß), c-myc, and ß-catenin by molecular docking followed by molecular dynamic simulations which revealed some conserved mode of binding as reported in crystal structures. The antioxidant potential of CaME was evaluated by in vitro methods such as 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, hydrogen peroxide scavenging, and ferric reducing power assays. Ointment formulations of 10 and 20% CaME were applied topically and evaluated for wound healing potency against the excisional wound on the skin of Wistar rats. Gentamycin (0.1%) served as standard therapy. The healing process was observed for 20 days in the form of wound size and epithelialization followed by histopathological evaluation of the wound area. Chemical characterization showed the presence of 7-hexadecenoic acid, 2-hexadecylicosan-1-ol, quercetin, gallic acid, ferulic acid, and other compounds. The plant extract exhibited significant in vitro antioxidant activity. The animals treated with 10% ointment showed moderate healing, whereas the treatment with 20% CaME revealed healing potential comparable to the standard 0.1% gentamycin as coevidenced from histopathological evaluation of skin. The study corroborates promising potential of C. arvensis on the healing of wounds, which possibly will be attributed to its antioxidant activity, fatty acids, quercetin, and gallic and caffeic acids, and binding potential of its phytoconstituents (phenolic acids) with wound healing targets.


Assuntos
Convolvulus , Ratos , Animais , Ratos Wistar , Metanol , Pomadas , Quercetina , Antioxidantes/farmacologia , Glicogênio Sintase Quinase 3 beta , Simulação de Acoplamento Molecular , Cicatrização , Emolientes , Extratos Vegetais/farmacologia , Gentamicinas
9.
Molecules ; 27(20)2022 Oct 12.
Artigo em Inglês | MEDLINE | ID: mdl-36296427

RESUMO

The antifungal drugs currently available and mostly used for the treatment of candidiasis exhibit the phenomena of toxicity and increasing resistance. In this context, plant materials might represent promising sources of antifungal agents. The aim of this study is to evaluate for the first time the chemical content of the volatile fractions (VFs) along with the antifungal and anti-biofilm of Convolvulus althaeoides L. roots. The chemical composition was determined by gas chromatography coupled to a flame ionization detector and mass spectrometry. In total, 73 and 86 chemical compounds were detected in the n-hexane (VF1) and chloroform (VF2) fractions, respectively. Analysis revealed the presence of four main compounds: n-hexadecenoic acid (29.77%), 4-vinyl guaiacol (12.2%), bis(2-ethylhexyl)-adipate (9.69%) and eicosane (3.98%) in the VF extracted by hexane (VF1). n-hexadecenoic acid (34.04%), benzyl alcohol (7.86%) and linoleic acid (7.30%) were the main compounds found in the VF extracted with chloroform (VF2). The antifungal minimum inhibitory concentrations (MICs) of the obtained fractions against Candida albicans, Candida glabrata and Candida tropicalis were determined by the micro-dilution technique and values against Candida spp. ranged from 0.87 to 3.5 mg/mL. The biofilm inhibitory concentrations (IBF) and sustained inhibition (BSI) assays on C. albicans, C. glabrata and C. tropicalis were also investigated. The VFs inhibited biofilm formation up to 0.87 mg/mL for C. albicans, up to 1.75 mg/mL against C. glabrata and up to 0.87 mg/mL against C. tropicalis. The obtained results highlighted the synergistic mechanism of the detected molecules in the prevention of candidosic biofilm formation.


Assuntos
Antifúngicos , Convolvulus , Antifúngicos/farmacologia , Antifúngicos/química , Hexanos , Clorofórmio , Ácido Linoleico , Tunísia , Cromatografia Gasosa-Espectrometria de Massas , Biofilmes , Candida albicans , Candida tropicalis , Testes de Sensibilidade Microbiana , Candida glabrata , Adipatos , Guaiacol , Álcoois Benzílicos
10.
Chem Biodivers ; 19(11): e202200521, 2022 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-36149393

RESUMO

Convolvulus arvensis L. is an evergreen herb growing in various regions of Pakistan. Despite of several medicinal properties associated to this herb, it was not investigated scientifically for its bioactive compounds and detailed pharmaceutical properties. Therefore, its methanolic extract was divided into hexane (CA-H), chloroform (CA-C), ethyl acetate (CA-E) and butanol (CA-B) soluble fractions. CA-H and CA-C were found rich in phenolics (30.73±0.63 and 20.15±0.59 mg GAE/g of the extract, respectively), and the same fractions exhibited significant antioxidant activities (DPPH: 5.23±0.11 & 12.34±0.17 mg TE/g extract, respectively; ABTS: 36.82±0.04 & 56.74±0.61 mg TE/g extract, respectively). Also in CUPRAC activity assay, CA-H and CA-C exhibited highest activities as 87.30±0.46 and 56.74±0.61 mg TE/g extract, respectively, while CA-C was most active in FRAP activity assay with value of 40.21±2.19 mg TE/g extract. Total antioxidant capacity (1.23±0.033 mmol TE/g extract) was also found higher for CA-C, while CA-H activity was also comparable, however, CA-H showed higher metal chelating activity (22.74±0.001 mg EDTAE/g extract) than that of CA-C (17.55±0.22 mg EDTAE/g extract). These activities clearly revealed a direct relation between antioxidant potential and phenolic contents of CA-H and CA-C. In AChE and BChE inhibitory assay, CA-H and CA-E showed better inhibition (AChE: 8.24±0.77 & 4.46±0.007 mg GALAE/g extract; BChE: 5.40±0.02 & 1.92±0.24 mg GALAE/g extract) as compared to other fractions, whereas, against tyrosinase, CA-B was most active (37.35±0.53 mg KAE/g extract). CA-H and CA-C also showed higher inhibitory potential (0.98±0.08 & 0.58±0.01 mmol ACAE/g extract) against α-Amylase; while against α-Glucosidase, CA-E was the most active fraction. UHPLC/MS analysis of the methanolic extract of C. arvensis disclosed the presence of 62 compounds as sterols, triterpenes, flavonoids, fatty acids, alkaloids and coumarins. In Multivariate Analysis, the total phenolic contents were correlated strongly with all antioxidant assays except FRAP and DPPH. Regarding enzyme inhibitory properties, only AChE, BChE and α-amylase were correlated with the total phenolic contents in the extracts. Docking analyses confirmed these findings, as identified compounds had high binding free energy and inhibition constants with the enzymes studied. It was finally concluded that C. arvensis is a potential industrial crop, which can be a component of nutraceuticals and functional foods, if evaluated for its toxicity.


Assuntos
Antioxidantes , Convolvulus , Antioxidantes/química , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Cromatografia Líquida de Alta Pressão , alfa-Amilases , Fenóis/química , Metanol/química , Análise Multivariada , Indústria Farmacêutica , Recursos Naturais , Compostos Fitoquímicos/farmacologia , Compostos Fitoquímicos/análise
11.
Int J Biol Macromol ; 220: 1545-1555, 2022 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-36113598

RESUMO

The ß-galactosidase was extracted and purified from 100 g of C. arvensis seeds using a variety of protein purification procedures such as ammonium sulphate fractionation, gel filtration, and finally chromatography on a cationic ion exchanger. The effects of metal ions, kinetics parameters, and glycoprotein nature were determined, as well as the optimal pH and temperature of the purified enzyme. With a high specific activity (72 units/mg), ß-galactosidase was isolated to a 24-fold apparent electrophoretic homogeneity. The molecular mass of ß-galactosidase was determined as monomeric, which was further confirmed by SDS-PAGE and MALDI-TOF/MS analysis, with a 45 kDa molecular weight. The enzyme has a Km of 0.33 mM and a Vmax of 42 µmol/min Lactose in milk was reduced by 38.5 and 70 % after 4 h of incubation with ß-galactosidase from C. arvensis. The ß-galactosidase thermal inactivation kinetic parameters ΔH°, ΔS°, and ΔG° were calculated, indicating that the enzyme undergoes significant unfolding events during denaturation. Using ß-galactosidase from C. arvensis seeds, lactose hydrolysis in milk up to approx. 50 % was observed. The findings indicate the potential use of C. arvensis seeds for the production of low/delactosed milk for lactose-intolerant population.


Assuntos
Convolvulus , Lactose , Sulfato de Amônio , Animais , Convolvulus/metabolismo , Estabilidade Enzimática , Concentração de Íons de Hidrogênio , Hidrólise , Cinética , Lactose/metabolismo , Leite/química , Sementes/metabolismo , Temperatura , Termodinâmica , beta-Galactosidase/química
12.
Neurosci Biobehav Rev ; 140: 104795, 2022 09.
Artigo em Inglês | MEDLINE | ID: mdl-35878793

RESUMO

C. pluricaulis Choisy (C. pluricaulis), a perennial herb aka C. microphyllus Sieb. and C. Prostratus Forsk. is being used as a traditional folk medicine for a variety of ailments. In this article, we collected information about C. pluricaulis through electronic search using PubMed, SciFinder, Google Scholar, and Web of Science as well as network pharmacology is done. This comprehensive review sheds light on the plant profile, phytochemistry, neuropharmacological, and toxicological data of C. pluricaulis. The crude herb and its metabolites have exhibited a wide range of in vitro and in vivo neuropharmacological effects, including memory enhancement, anxiolytic, tranquilizing, anti-depressant, anti-stress, neurodegenerative, anti-inflammatory, anti-oxidant, analgesic, sedative, anti-convulsant, and Alzheimer's disease-reversing effects. Network pharmacology results indicate that compounds from C. pluricaulis interact with various proteins, neuro synapses, signaling pathways, and serotonergic synapse which plays a crucial role in neurotransmission, Alzheimer's disease, long-term depression, addictions to alcohol, cognitive disorders, psychological conditions, and increasing serotonin concentration in synapses.


Assuntos
Doença de Alzheimer , Convolvulus , Etnofarmacologia , Humanos , Extratos Vegetais , Preparações de Plantas
13.
Molecules ; 27(11)2022 Jun 06.
Artigo em Inglês | MEDLINE | ID: mdl-35684574

RESUMO

This work aimed to develop and evaluate a post-acquisition data processing strategy, referred to as a mass defect filter (MDF), for rapid target the resin glycosides in root of Convolvulus scammonia by setting mass rang and mass defect range from high-resolution MS data. The full-scan mass data were acquired by high-performance liquid chromatography coupled with Q Exactive Plus hybrid quadrupole-orbitrap mass spectrometer that featured high resolution, mass accuracy, and sensitivity. To screen resin glycosides, three parent filter m/z 871, m/z 853, and m/z 869 combined with diagnostic fragment ions (DFIs) approach were applied to remove the interference from complex herbal extract. The targeted components were characterized based on detailed fragment ions. Using this approach, 80 targeted components, including 22 glycosidic acids and 58 resin glycosides were tentatively identified. The present results suggested that the proposed MDF strategy would be adaptable to the analysis of complex system in relevant filed.


Assuntos
Convolvulus , Glicosídeos , Cromatografia Líquida de Alta Pressão/métodos , Glicosídeos/química , Íons , Espectrometria de Massas/métodos , Resinas Vegetais
14.
J Nat Prod ; 85(5): 1294-1303, 2022 05 27.
Artigo em Inglês | MEDLINE | ID: mdl-35561431

RESUMO

Seven new hexasaccharide resin glycosides, named calysepins I-VII (1-7), with 27-membered rings, were obtained from the aerial parts of Calystegia sepium. Their structures with absolute configuration were established on the basis of spectroscopic data interpretation analysis and the use of chemical methods. They were defined as hexasaccharides composed of one d-quinovose, four d-glucose, and one l-rhamnose unit, and their sugar moieties were partially acylated by (2S)-methylbutanoic acid in 1-7 and (2R,3R)-nilic acid in 1-5 and 7, which mainly differed at the positions of acylation. Additionally, calysepin IV (4) exhibited cytotoxicity against A549 cells with an IC50 value of 5.2 µM.


Assuntos
Antineoplásicos , Calystegia , Convolvulus , Calystegia/química , Glicosídeos/química , Glicosídeos/farmacologia , Estrutura Molecular , Resinas Vegetais/química
15.
Molecules ; 27(3)2022 Jan 31.
Artigo em Inglês | MEDLINE | ID: mdl-35164229

RESUMO

Convolvulus arvensis is used in Pakistani traditional medicine to treat inflammation-related disorders. Its anti-inflammatory potential was evaluated on hexane, dichloromethane, ethyl acetate, methanol, and aqueous extracts of whole plant on pro-inflammatory mediators in LPS-activated murine macrophage J774 cells at the non-cytotoxic concentration of 50 µg/mL. Ethyl acetate (ARE) and methanol (ARM) extracts significantly decreased mRNA levels of IL-6, TNF-α, MCP-1, COX-2, and iNOS. Furthermore, both extracts dose dependently decreased IL-6, TNF-α, and MCP-1 secretion. Forty-five compounds were putatively identified in ARE and ARM by dereplication (using HPLC-UV-HRMSn analysis and molecular networking), most of them are reported for the first time in C. arvensis, as for example, nineteen phenolic derivatives. Rutin, kaempferol-3-O-rutinoside, chlorogenic acid, 3,5-di-O-caffeoylquinic acid, N-trans-p-coumaroyl-tyramine, and N-trans-feruloyl-tyramine were main constituents identified and quantified by HPLC-PDA in ARE and ARM. Furthermore, chlorogenic acid, tyramine derivatives, and the mixture of the six identified major compounds significantly decreased IL-6 secretion by LPS-activated J774 cells. The activity of N-trans-p-coumaroyl-tyramine is shown here for the first time. Our results indicate that ARE, ARM and major constituents significantly inhibited the expression of pro-inflammatory mediators, which supports the use of this plant to treat inflammatory diseases.


Assuntos
Anti-Inflamatórios/farmacologia , Convolvulus/química , Inflamação/tratamento farmacológico , Lipopolissacarídeos/toxicidade , Macrófagos/efeitos dos fármacos , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia , Animais , Inflamação/induzido quimicamente , Macrófagos/imunologia , Camundongos , Compostos Fitoquímicos/análise , Extratos Vegetais/análise , Folhas de Planta/química , Células RAW 264.7
16.
Pak J Biol Sci ; 24(6): 646-655, 2021 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-34486340

RESUMO

<b>Background and Objective:</b> Despite advancements in modern therapeutic strategies, breast cancer still the most common cause of the high death rate among women worldwide. Wild plants and their extracts have been used in traditional medicine because of their efficient anti-cancer properties. This study aims to investigate <i>in vitro</i> the anti-cancer, anti-proliferative and potential therapeutic effects of <i>Convolvulus spicatus </i>(<i>C. spicatus</i>) methanolic extract against human breast cancer cell line Michigan Cancer Foundation-7 (MCF-7), besides putting shed on the mechanism of action of this extract. <b>Materials and Methods:</b> MTT (dimethylthiazol-diphenyltetrazolium bromide) cytotoxicity assay was done to evaluate <i>C. spicatus</i> methanolic extract's cytotoxic effects and its therapeutic potentiality against MCF-7 cells. Flow cytometry was used to clarify the potential impact of the different concentrations of the extract against the cell cycle's evolution. Nuclear densification and apoptotic changes were also analyzed and the Annexin V/propidium iodide staining method was used to ensure the anti-proliferative effect of <i>C. spicatus </i>extracts. The expression level of the apoptotic regulatory gene (Bax gene) was evaluated. <b>Results:</b> The results proved that cytotoxicity was significantly elevated in a dose-dependent manner under various concentrations. preG1 apoptosis and cell growth arrest at the G<sub>2</sub>/M phase was noticed. Bax gene was upregulated at its mRNA level by a 5.6-fold increase, compared to the untreated MCF-7 cells. <b>Conclusion:</b> This study gives deep insight into evaluating natural extracts and/or bioactive ingredients derived from the <i>C. spicatus</i> plant and eventually exhibited a promising apoptosis-inducing anti-cancer agent.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Apoptose/efeitos dos fármacos , Neoplasias da Mama/tratamento farmacológico , Convolvulus , Extratos Vegetais/farmacologia , Antineoplásicos Fitogênicos/isolamento & purificação , Neoplasias da Mama/genética , Neoplasias da Mama/metabolismo , Neoplasias da Mama/patologia , Proliferação de Células/efeitos dos fármacos , Convolvulus/química , Feminino , Pontos de Checagem da Fase G2 do Ciclo Celular/efeitos dos fármacos , Regulação Neoplásica da Expressão Gênica , Humanos , Células MCF-7 , Extratos Vegetais/isolamento & purificação , Proteína X Associada a bcl-2/genética , Proteína X Associada a bcl-2/metabolismo
17.
Chem Biodivers ; 18(10): e2100356, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34398524

RESUMO

The aim of the present study was to quantify selected phenolic compounds, determine antioxidant activity and enzyme inhibitory effects of the aerial parts of Alkanna trichophylla Hub.-Mor. (A. trichophylla) and Convolvulus galaticus Rost.ex Choisy (C. galaticus) extracts prepared by homogenizer-assisted extraction (HAE), maceration (MAC) and infusion techniques. This is the first time such study has been designed to validate the phytochemical composition and bioactivity of these plants. Multivariate analysis was conducted on collected data. Rutin and caffeoylquinic acid derivatives were the most significant compounds in A. trichophylla and C. galaticus, respectively. The highest antioxidant activity of A. trichophylla was mostly exhibited by HAE/methanolic extracts as determined by DPPH, ABTS, FRAP (51.39, 112.70 and 145.73 mg TE/g, respectively) and phosphomolybdenum (2.05 mmol TE/g) assays. However, significant antioxidant activities varied within the extracts of C. galaticus. HAE/methanolic extract of A. trichophylla significantly depressed AChE (2.70 mg GALAE/g), BChE (5.53 mg GALAE/g) and tyrosinase (26.34 mg KAE/g) activities and that of C. galaticus inhibited AChE (2.04 mg GALAE/g), tyrosinase (31.25 mg KAE/g) and α-amylase (0.53 mmol ACAE/g) activities significantly. We concluded that HAE was the most efficient extraction technique as high yield of compounds and promising bioactivities were recorded from extracts prepared. Multivariate analysis showed that types of solvents influenced recovery of compounds and biological activities. This research study can be used as one methodological starting point for further investigation on these plants as all results are clearly promising and open the door to further research challenges such as cytotoxicity evaluation, molecular docking analysis, and more screening of pharmacological actions.


Assuntos
Antioxidantes/farmacologia , Boraginaceae/química , Convolvulus/química , Inibidores Enzimáticos/farmacologia , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Acetilcolinesterase/metabolismo , Agaricales/enzimologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Benzotiazóis/antagonistas & inibidores , Compostos de Bifenilo/antagonistas & inibidores , Butirilcolinesterase/metabolismo , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Humanos , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Picratos/antagonistas & inibidores , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Saccharomyces cerevisiae/enzimologia , Ácidos Sulfônicos/antagonistas & inibidores , Turquia , alfa-Amilases/antagonistas & inibidores , alfa-Amilases/metabolismo
18.
Nat Prod Res ; 35(14): 2303-2307, 2021 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-31571506

RESUMO

Alkaline hydrolysis of the resin glycoside fraction of the whole plants of Convolvulus arvensis gave two new glycosidic acids, named arvensic acids K and L (1 and 2). Their structures were characterized on the basis of spectroscopic data as well as chemical evidence. They possessed a same pentasaccharide chain, composed of one D-fucose, three D-glucose and one L-rhamnose units. The aglycone of compound 1 was identified to be rarely existing 11S-hydroxyheptadecanoic acid, while compound 2 possessed 11S-hydroxyhexadecanoic acid as the aglycone. Their cytotoxic and anti-migration activities were also evaluated.


Assuntos
Convolvulus/química , Glicosídeos/química , Resinas Vegetais/química , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Morte Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Glicosídeos/farmacologia , Humanos , Hidrólise , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Espectroscopia de Prótons por Ressonância Magnética
19.
Nat Prod Res ; 35(21): 4164-4168, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32174182

RESUMO

The natural compounds such as essential oils are getting more attention due to their potential usage in pharmaceuticals and possibly as natural herbicides. This study was conducted to identify the chemical compositions of essential oils from Foeniculum vulgare Mill. populations collected from different regions of Iran, Turkey, and Germany, and their antioxidant (DPPH·, ABTS·+ and reducing power methods) and phytotoxic activity (against Convolvulus arvensis L.). The results exhibited a significant variation in essential oils content (1.74-2.97%). The main compounds in essential oils were trans-anethole (15.23%-90.11%), estragole (4.00-63.72%), fenchone (0.03-12.62%) and limonene (1.05-13.04%). The results revealed that the essential oils have considerable antioxidant (IC50 values in the range of 11.83-36.90 mg mL-1 in DPPH, 7.65-20.13 mg mL-1 in ABTS·+ and EC50 values in the range of 3.65-15.24 mg mL-1 in reducing power assay) and phytotoxic activity. The results of this study can help in the development of natural antioxidants and herbicides.


Assuntos
Antioxidantes , Convolvulus , Foeniculum , Óleos Voláteis , Antioxidantes/farmacologia , Convolvulus/química , Foeniculum/química , Alemanha , Irã (Geográfico) , Óleos Voláteis/farmacologia , Compostos Fitoquímicos/farmacologia , Óleos de Plantas/farmacologia , Turquia
20.
Appl Biochem Biotechnol ; 193(4): 1215-1230, 2021 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-33200266

RESUMO

This study evaluated the potential of dwarf morning-glory Convolvulus tricolor (Convolvulaceae) plants and their hairy roots induced by Agrobacterium rhizogenes for rhizoextraction of heavy metals ions from the liquid medium under aseptic growth conditions. Both the young C. tricolor plants and the generated hairy root culture efficiently removed Cr6+, Ni2+, and Pb2+ ions from the liquid cultivation medium. As determined by atomic absorption spectroscopy, the hairy roots demonstrated a high level of heavy metal ions accumulation (µg/g dry weight): 3942 ± 210 of chromium, 1529 ± 312 of nickel, and 2613 ± 373 of lead. These data show that the hairy roots of morning glory might be of interest for some phytoremediation strategies due to their high bioaccumulation abilities. The comparison of bioaccumulation potential of established hairy roots and young C. tricolor plants give grounds to suppose that roots of C. tricolor play an active role in the absorption of Cr6+, Ni2+, and Pb2+ from liquid media, whereas the aboveground part rather serves as a storage for the accumulated metal ions.


Assuntos
Cromo/metabolismo , Convolvulus/crescimento & desenvolvimento , Chumbo/metabolismo , Níquel/metabolismo , Raízes de Plantas/crescimento & desenvolvimento , Agrobacterium , Biodegradação Ambiental
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