RESUMEN
The present study shows the chemical profile and cytotoxic properties of the ethanolic extracts of Inula viscosa from Northeast Algeria. The extract was obtained by maceration using ethanol. Its phenolic profile was determined using ultra-high-performance liquid chromatography coupled with a diode array detector and an electrospray mass spectrometer (UHPLC-DAD-ESI/MS), which allowed the identification and quantification of 17 compounds, 1,5-O-caffeoylquinic acid being the most abundant. The cytotoxic activity was assessed against human gastric cancer (AGS) and human non-small-cell lung cancer (A549) cell lines, whereas ethanolic extract elicited nearly 60 % and 40 % viability loss toward AGS and A549 cancer cells, respectively. Results also showed that cell death is caspase-independent and confirmed the involvement of RIPK1 and the necroptosis pathway in the toxicity induced by the I. viscosa extract. In addition, the ethanolic extract would not provoke morphological traits in the cancer cells. These findings suggest that I. viscosa can be a source of new antiproliferative drugs or used in preparation plant-derived pharmaceuticals.
Asunto(s)
Asteraceae , Carcinoma de Pulmón de Células no Pequeñas , Inula , Neoplasias Pulmonares , Humanos , Células A549 , Asteraceae/química , Etanol , Inula/química , Neoplasias Pulmonares/tratamiento farmacológico , Extractos Vegetales/farmacología , Extractos Vegetales/químicaRESUMEN
Seven new terpenoids, namely, guaiane (1-4), eudesmane (5), and bisabolane (6) sesquiterpenoids and a furanone (7), were isolated from the aerial parts of Ammoides atlantica, a herbaceous plant growing in Algeria, together with eight known compounds. All metabolites were characterized by their 1D and 2D NMR and HRESIMS data. A combined DFT/NMR method was applied to study the relative configurations of 1-4, 6, and 7. All compounds, except 2, were assayed against MCF-7, A375, A549, HaCaT, and Jurkat cell lines. Compounds 8, 10, and 11 induced a dose-dependent reduction in cell viability with different potency on almost all cell lines used. The most active compounds, 8 and 10, were studied to assess their potential apoptotic effects and cell cycle inhibition.
Asunto(s)
Apiaceae , Sesquiterpenos , Argelia , Estructura Molecular , Componentes Aéreos de las Plantas/química , Sesquiterpenos/químicaRESUMEN
Warionia saharae Benth. & Coss. (Asteraceae) is an endemic species of North Africa naturally grown in the southwest of the Algerian Sahara. In the present study, this species' hydromethanolic leaf extract was investigated for its phenolic profile characterized by ultra-high-performance liquid chromatography coupled with a diode array detector and an electrospray mass spectrometer (UHPLC-DAD-ESI/MS). Additionally, the chemical composition of W. saharae was analyzed by gas chromatography-mass spectrometry, and its antioxidant potential was assessed through five in vitro tests: DPPHâ scavenging activity, ABTSâ+ scavenging assay, galvinoxyl scavenging activity, ferric reducing power (FRP), and cupric reducing antioxidant capacity. The UHPLC-DAD-ESI/MS analysis allowed the detection and quantification of 22 compounds, with taxifolin as the dominant compound. The GC-MS analysis allowed the identification of 37 compounds, and the antioxidant activity data indicate that W. saharae extract has a very high capacity to capture radicals due to its richness in compounds with antioxidant capacity. The extract also showed potent α-glucosidase inhibition as well as a good anti-inflammatory activity. However, weak anti-α-amylase and anticholinesterase activities were recorded. Moreover, an in silico docking study was performed to highlight possible interactions between three significant compounds identified in W. saharae extract and α-glucosidase enzyme.
Asunto(s)
Antiinflamatorios/química , Antioxidantes/química , Asteraceae/metabolismo , Extractos Vegetales/química , Argelia , Antiinflamatorios/farmacología , Antioxidantes/farmacología , Cromatografía Líquida de Alta Presión , Activación Enzimática/efectos de los fármacos , Cromatografía de Gases y Espectrometría de Masas , alfa-Amilasas/metabolismoRESUMEN
Efficient and practically attractive stepwise ruthenium- and palladium-catalyzed regioselective C-H bond functionalizations were achieved to produce 4-substituted tetrahydroisoquinoline derivatives featuring various heteroaromatic substructures in moderate to good yields. Both ruthenium- and palladium-based catalytic processes generated nontoxic and easily separable side products.
Asunto(s)
Isoquinolinas/química , Paladio/química , Rutenio/química , Catálisis , Enlace de Hidrógeno , Estructura Molecular , EstereoisomerismoRESUMEN
An investigation was conducted to study the beneficial effects of Ephedra alata monjauzeana crude extract (EamCE). The chemical profile was determined using RP-HPLC-ESI-QTOF-MS analysis, revealing the presence of twenty-one flavonoids and phenolic acids. A series of antioxidant assays was carried out using ten different methods. The EamCE has demonstrated a significant antioxidant potential, with interesting IC50 values not exceeding 40 µg/mL in almost activities. Likewise, a significant inhibition of key enzymes, involved in some health issues, such as Alzheimer's disease, diabetes, hyperpigmentation, dermatological disorders, gastric/urinary bacterial infections, and obesity, was observed for the first time. The IC50 values ranged from 22.46 to 54.93. The anti-inflammatory and non-cytotoxic activities were assessed by heat-induced hemolysis and cell culture methods, respectively; the EamCE has shown a prominent effect in both tests, notably for the anti-inflammatory effect that was superior to the reference compound "diclofenac" (IC50: 71.03 ± 1.38 > 70.23 ± 0.99 (µg/mL)). According to these results, this plant could be used in a large spectrum as a food supplement, as a natural remedy for various physiological disorders and pathologies; and it might serve as a preventive and health care agent.
RESUMEN
Ephedra (Ephedraceae) is used in medicine for various purposes as having, antioxidant, anticarcinogen, antibacterial, anti-inflammatory hepatoprotective, anti-obesity, antiviral and diuretic activities. In this study the aim was to investigate chemical constituents of Ephedra alata and understand the possible effects of those constituents in antioxidant activity and alzheimer's disease essay. For this purpose, natural compounds from E.alata were characterized by LC-DAD-ESI-MS/MS using negative and positive ionization modes, while the bioactivity was assessed by acetylcholinesterase (AChE) inhibition study and determining of antioxidant activity; DPPH radical scavenging and ß-carotene bleaching assays were used to assess the antioxidant potential. The proposed method of spectrometry provided tentative identification of 27 compounds including alkaloids and phenolic compounds as flavonoids. The methanolic extract showed high contents of total phenolic and exhibited an important antioxidant potential and demonstrated a potent inhibitory effect against acetylcholinesterase (IC50: 11,25 ± 0,25 µg/mL). The results showed that the plant possesses a therapeutic effect.
Asunto(s)
Antioxidantes , Ephedra , Antioxidantes/química , Inhibidores de la Colinesterasa/química , Ephedra/química , Acetilcolinesterasa , Cromatografía Líquida de Alta Presión/métodos , Espectrometría de Masas en Tándem , Argelia , Extractos Vegetales/química , Fenoles/análisisRESUMEN
In this study, phytochemical profiling of hydro-alcoholic extract of Ammoides atlantica aerial parts has been carried out using RP-UHPLC-ESI-QTOF-MS in negative ionization mode Chemical characterization was established according to the MS and MS/MS spectra. A total of 66 chemical compounds were detected. Among these, 45 compounds were identified: hydroxycinnamic acid and derivatives (26), hydroxybenzoic acids (4), flavones (11), flavonols (3), and a lignan. Total phenolics (371.57 mg/g) and total flavonoids (41.02 mg/g) contents were also determined. Moreover, the antioxidant activity of A. atlantica extract was also studied by six methods: DPPH (IC50: 23.31 µg/mL), ABTS+ (IC50: 11.31 µg/mL), O2- DMSO alkaline (IC50: 3.19 µg/mL), ferrous ions chelating assays (IC50: 102.35 µg/mL), reducing power (A0.50: 92.70 µg/mL) and CUPRAC (A0.50: 13.56 µg/mL) assays. These results suggest that the antioxidant activity of the hydroalcoholic extract was comparable to common antioxidant additives in most of the tests, representing a good alternative.
Asunto(s)
Antioxidantes/farmacología , Apiaceae/química , Flavonoides/farmacología , Hidroxibenzoatos/farmacología , Espectrometría de Masa por Ionización de Electrospray , Antioxidantes/química , Cromatografía Líquida de Alta Presión , Ácidos Cumáricos/química , Ácidos Cumáricos/farmacología , Flavonoides/química , Hidroxibenzoatos/química , Fenoles/análisis , Fitoquímicos/química , Fitoquímicos/farmacología , Extractos Vegetales/química , Espectrometría de Masas en TándemRESUMEN
Rosmarinus eriocalyx (rosemary or Elyazir) is an endemic species growing in arid steppe and rocky mountain in the South-West Algeria. This plant is well known in Algeria and Morocco due to its medicinal properties. However, little is known about its phytochemical composition. For this purpose, natural antioxidant compounds from R. eriocalyx were recovered by solid-liquid extraction and characterized by reversed-phase high-performance liquid chromatography coupled to quadrupole-time-of-flight mass spectrometry using negative and positive ionization modes. This analytical methodology enabled the characterization of 101 compounds, which were distributed in five major categories namely hydroxycinnamic acid derivatives, hydroxybenzoic acid derivatives, flavonoids, phenolic diterpenes and phenolic triterpenes. Moreover, the studied extract generally showed free radical-scavenging and reductive abilities in the range of butylated hydroxyanisole, butylated hydroxytoluene, α-tocopherol, and ascorbic acid. Therefore, the result suggests that the aqueous-methanolic extract of R. eriocalyx could serve as a potential source of antioxidants.
Asunto(s)
Cromatografía Líquida de Alta Presión/métodos , Cromatografía de Fase Inversa/métodos , Extractos Vegetales/análisis , Rosmarinus/química , Espectrometría de Masa por Ionización de Electrospray/métodos , Antioxidantes/análisis , Flavonoides/análisis , Hidroxibenzoatos/análisis , Fenoles/análisis , Fitoquímicos/análisisRESUMEN
In the present work, reversed phase (RP) ultra-high-performance liquid chromatography (UHPLC) coupled to quadrupole-time-of-flight (QTOF) mass spectrometry in tandem has been used for the identification of the main phenolic compounds in the aerial parts of Daucus muricatus. The characterisation of the compounds was carried out taking into account retention time, mass accurate measurements, the generated molecular formulae and fragmentation pattern. These data were contrasted with literature and databases, as well as with those of authentic standards when possible. The proposed method provided tentative identiï¬cation of 30 phenolic and other polar compounds, including hydroxycinnamic acid derivatives, flavonoids and hydroxybenzoic acid derivatives. As a note, hydroxycinnamic acid derivatives were found to be the most diverse phenolic class of Daucus muricatus.
Asunto(s)
Apiaceae/química , Cromatografía de Fase Inversa/métodos , Componentes Aéreos de las Plantas/química , Polifenoles/análisis , Polifenoles/química , Espectrometría de Masas en Tándem/métodos , Argelia , Cromatografía Líquida de Alta Presión/métodos , Flavonoides/análisis , Flavonoides/química , Hidroxibenzoatos/análisis , Hidroxibenzoatos/química , Estructura Molecular , Extractos Vegetales/química , Espectrometría de Masa por Ionización de Electrospray/métodosRESUMEN
Five known flavonoids (1-5) and three sesquiterpene lactones (6-8) are reported for the first time from the endemic species Centaurea sulphurea Willd. (Asteraceae). Compound 7 is a new heliangolide (6R, 7R, 8S, 3'R)-8alpha-(3',4'-dihydroxy-methylene-2'-butanoyloxy)-15-oxo-helianga-1 (10), 4(5), 11(13)-trien-6,12-olide, named as sulphurein.
Asunto(s)
Centaurea/química , Flavonoides/química , Sesquiterpenos/química , Estructura MolecularRESUMEN
One novel alkaloid, 1,5-diphenyl-3-styryl-2-pyrazoline 1, in addition with six known flavonoids namely, kaempferol, kaempferol 3-O-glucoside, kaempferol 3-rutinoside, quercetin, quercetin 3-O-glucoside, and rutin, were isolated from the aerial parts of Euphorbia guyoniana. Their structures were established on the basis of physical and spectroscopic analysis, and by comparison with the literature data.
Asunto(s)
Alcaloides/aislamiento & purificación , Euphorbia/química , Flavonoides/aislamiento & purificación , Pirazoles/aislamiento & purificación , Estructura Molecular , Extractos Vegetales/químicaRESUMEN
The essential oils obtained from Origanum glandulosum Desf., collected from two different localities of north-eastern Algeria, Constantine and Jijel, and from O. syriacum var. syriacum grown at El-Aghwar (northern Jordan) and El-Shubak (southern Jordan), were analyzed by GC-MS. p-Cymene (6.6% and 7.5%) and gamma-terpinene (13.4% and 14.5%) were found in O. glandulosum grown at Constantine and Jijel, respectively, in addition to the major components thymol (34.2%, 51.1%) and carvacrol (30.5%, 6.8%). The oil of O. syriacum L. var syriacum (Boiss.) Ietswaart from El-Shubak was mainly represented by thymol (51.8%) and carvacrol (34.4%), while the oil from El-Aghwar was a thymol-chemotype (72.4%), along with gamma-terpinene (7.8%) and p-cymene (5.4%).