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1.
J Biomol Struct Dyn ; : 1-18, 2024 Jan 12.
Artigo em Inglês | MEDLINE | ID: mdl-38214506

RESUMO

Prangos species were previously used against many disorders due to their chemical component. Prangos aricakensis Behçet & Yapar is a newly discovered local endemic species in Turkey's eastern region, and there is no research on P. aricakensis in the literature. In this work, oxypeucedanin and osthol molecules have been isolated from the root part of P. aricakensis for the first time. Oxypeucedanin and osthol structures were elucidated by 1D and 2D NMR analysis. For the bioactivities determination, antioxidant (DPPH· and ABTS·+ scavenging), enzyme inhibition (AChE, BChE, tyrosinase, and urease), antibacterial and DNA protection activity studies were applied for both molecules and compared with standard drug molecules, after applying enzyme kinetic assays and in silico approaches to clarify the mechanism of action for both molecules with enzymes, using molecular docking and density functional theory (DFT). Oxypeucedanin (2.19 ± 0.38 µg/mL) and osthol (4.57 ± 1.28 µg/mL) exhibited better activity than standards in DPPH∙ scavenging activity. Osthol (11.76 ± 0.59 µg/mL) showed a better tyrosinase inhibition effect than kojic acid (12.82 ± 0.91 µg/mL), and oxypeucedanin (3.03 ± 0.01 µg/mL) showed better urease inhibition effect than thiourea (5.37 ± 1.86 µg/mL). Our results showed that the osthol molecule was an excellent skin protective agent while the oxypeucedanin molecule could be a remarkable antiulcer agent. Therefore, although this study is the first in its field, it remained in the in vitro and in silico stages and is thought to pave the way for in vivo studies in the future.Communicated by Ramaswamy H. Sarma.

2.
J Biomol Struct Dyn ; : 1-14, 2024 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-38288959

RESUMO

Nepetanudoside B (NNB) was isolated from aerial parts of endemic Nepeta aristata crude extract (CH3OH-CHCl3) using silica gel (n-hexane, methanol, ethyl acetate, and dichlorometane, respectively) and sephadex LH-20 (65% Methanol-35% Chloroform) column chromatographies. Preparative-HPLC was used to purify NNB after activity-guided isolation of methanol sub-fractions with enzyme inhibitory and DNA protective properties. The NNB was determined using 1H,13C, COSY, HSQC, HMBC, and LC-MS/MS. The study compared the effects of NNB with conventional drugs in terms of its ability to inhibit enzymes such as urease, α-amylase, carbonic anhydrase (CA), lipase, α-glucosidase, and tyrosinase, as well as its ability to protect DNA. Enzyme kinetic and molecular docking were also used to evaluate this. NNB exhibited the best inhibitory activity on urease (1.28 ± 0.00 µg/mL), lipase (5.83 ± 0.10 µg/mL), BChE (3.73 ± 0.46 µg/mL), tyrosinase (7.39 ± 0.00 µg/mL), α-glucosidase (10.95 ± 0.00 µg/mL), α-amylase (22.11 ± 1.03 µg/mL) and AChE (25.68 ± 3.32 µg/mL), respectively. NNB has higher MolDock scores with binding energy in α-glucosidase (-233) and BChE (-8.90 kcal/mol). In enzyme kinetics studies, it was determined that urease, AChE, α-glucosidase, lipase, and CA were non-competitive , while BChE and tyrosinase were competitive inhibition mechanisms. Their Ki values were calculated as 0.09, 0.24, 0.09, 0.10, 0.08, 0.05, and 0.07 mM, respectively. Molecular dynamics simulation studies were performed for the interactions of NNB-BChE with MM/PBSA binding free energey RMSD, RMSF, Rg, SASA, and also the number of hydrogen bonds was calculated. The suitability and effectiveness of NNB have been proven in the food and pharmaceutical industries. The NNB molecule may lead to development studies as a BChE inhibitor.Communicated by Ramaswamy H. Sarma.

3.
J Biomol Struct Dyn ; 42(2): 848-862, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-37021462

RESUMO

Parietin was isolated from Xanthoria parietina (L.) Th. Fr.' (methanol:chloroform) extract, using a silica column. 13 C NMR and 1H NMR were used to confirm the structure of the isolated parietin. For the first time, parietin was investigated for its antioxidant, antibacterial and DNA protective activities. Molecular docking was carried out to determine the binding affinity and interactions between the enzymes and our molecule. Inhibition and kinetic mechanism studies for the action of the enzymes were performed too. Parietin exhibited high metal chelating activity. The MIC values of parietin were sufficient to inhibit different bacterial strains; E. coli, P. aeruginosa, K. pneumoniae and S. aureus. Molecular docking applications exhibited that acetylcholinesterase (AChE), butyrylcholinesterase (BChE), lipase, and tyrosinase have high potential for binding with the parietin. Especially, the parietin's highest binding affinity was recorded with AChE and tyrosinase. These results were confirmed by the inhibition and kinetics results, where, parietin observed a potent inhibition with an IC50 values between 0.013-0.003 µM. Moreover, parietin acts' as a non-competitive inhibitor against AChE, BChE, and lipase, and as a competitive inhibitor against tyrosinase with a high rate of inhibition stability. The promising biological properties of parietin revealed its effectiveness in terms of suitability in the food and pharmaceutical industries.Communicated by Ramaswamy H. Sarma.


Assuntos
Antioxidantes , Ascomicetos , Butirilcolinesterase , Emodina/análogos & derivados , Butirilcolinesterase/metabolismo , Antioxidantes/química , Acetilcolinesterase/química , Simulação de Acoplamento Molecular , Cinética , Monofenol Mono-Oxigenase/metabolismo , Staphylococcus aureus , Escherichia coli/metabolismo , Antibacterianos/farmacologia , Antibacterianos/química , Lipase , Inibidores da Colinesterase/farmacologia , Inibidores da Colinesterase/química
4.
Chem Biol Drug Des ; 103(1): e14409, 2024 01.
Artigo em Inglês | MEDLINE | ID: mdl-38030403

RESUMO

Centaurea paphlagonica (Bornm.) Wagenitz is an endemic plant in Turkey. Pyrocatechol, vanillic acid, 3,4-dihydroxy benzoic acid, 5-O-caffeoylshikimic acid, tamarixetin, chlorogenic acid methyl ester, quercetin, 1,3-dicaffeoylquinic acid, tamarixetin-7-O-ß-D-glucopyranoside, quercimetrin, daucosterin, paphlagonicanin B, tamarixetin-7-O-ß-rutinoside, rutin, chlorogenic acid, isoorientin, orientin, 3-O-feruloylquinic acid, quercetagetin-3-methyl ether 6-O-ß-glucopyranoside, diosmetin 6-C-ß-glucopyranoside, quercetagetin 4'-methyl ether 7-O-ß-glucopyranoside, paphlagonicanin A, nepetin, cirsiliol, desacylcynaropicrin, and 8α-O-(2',3'-dihydroxyisobutyryl) desacylcynaropicrin were isolated from both flower and aerial parts of C. paphlagonica. These compounds were identified using 1D and 2D NMR methods and ESI-MS. The MTT assay assessed the antiproliferative activities of all isolated (known and new compounds) compounds on Caco-2, LNCaP, A549, HeLa, and HEK-293 cell lines. The 8α-O-(2',3'-dihydroxyisobutyryl) desacylcynaropicrin demonstrated the highest activity against CaCo-2 and HeLa cancer cell lines.


Assuntos
Antineoplásicos , Centaurea , Éteres Metílicos , Humanos , Centaurea/química , Células CACO-2 , Ácido Clorogênico , Células HEK293 , Antineoplásicos/química , Extratos Vegetais/farmacologia , Extratos Vegetais/química
5.
J Biomol Struct Dyn ; : 1-14, 2023 Aug 24.
Artigo em Inglês | MEDLINE | ID: mdl-37615429

RESUMO

1,5,9-epideoxyloganic acid (ELA) was isolated from the aerial parts of endemic Nepeta aristata Boiss Et Kotschy Ex Boiss crude extract (methanol:chloroform) using silica gel (hexane, chloroform, ethyl acetate, and methanol) and sephadex LH-20 (65% methanol-35% chloroform) columns. Activity-guided isolation was performed on methanol sub-fractions with DNA protection and enzyme inhibitory activities, and then the ELA was purified by prep-HPLC. The ELA structure, bio-guided isolate, was determined via 1H NMR, 13C NMR, and MS spectrometry. ELA's enzyme inhibition and DNA protection activities were investigated and compared with standard drugs. The inhibition capacity of ELA against acetylcholinesterase (AChE), butyrylcholinesterase (BChE), urease, carbonic anhydrase (CA), α-glucosidase, α-amylase, lipase, and tyrosinase enzymes was evaluated by kinetic and molecular docking results. The ELA displayed the best inhibitory activity on AChE, BChE, α-glucosidase, urease, α-amylase, and tyrosinase with IC50 values of 2.53 ± 0.27, 3.75 ± 0.11, 3.98 ± 0.07, 4.40 ± 0.01, 6.43 ± 0.54 and 7.39 ± 0.00 µg/mL, respectively. ELA acted as a competitive inhibitor against BChE and α-glucosidase and a non-competitive inhibitor against AChE. The ELA's binding affinity values on AChE, BChE, and α-glucosidase were -7.70, -8.50, and -8.30 kcal/mol, respectively. DNA protection activity of the ELA molecule was determined as 57.53% for form I and 53.57% for form II. In conclusion, the inhibitory activity of ELA demonstrated its effectiveness in terms of its suitability in the pharmaceutical industry.Communicated by Ramaswamy H. Sarma.

6.
J Biomol Struct Dyn ; : 1-18, 2023 Jul 02.
Artigo em Inglês | MEDLINE | ID: mdl-37394807

RESUMO

Ursolic acid (UA), which has many biological properties such as anti-cancer, anti-inflammatory and antioxidant, and regulates some pharmacological processes, has been isolated from the flowers, leaves, berries and fruits of many plant species. In this work, UA was purified from the methanol-chloroform crude extract of Nepeta species (N. aristata, N. baytopii, N. italica, N. trachonitica, N. stenantha) using a silica gel column with chloroform or ethyl acetate solvents via bioactivity-guided isolation. The most active sub-fractions were determined under bioactivities using antioxidant and DNA protection activities and enzyme inhibitions. UA was purified from these fractions and its structure was elucidated by NMR spectroscopy techniques. The highest amount of UA was found in N. stenantha (8.53 mg UA/g), while the lowest amount of UA was found in N. trachonitica (1.92 mg UA/g). The bioactivities of UA were evaluated with antioxidant and DNA protection activities, enzyme inhibitions, kinetics and interactions. The inhibition values (IC50) of α-amylase, α-glucosidase, urease, CA, tyrosinase, lipase, AChE, and BChE were determined between 5.08 and 181.96 µM. In contrast, Ki values of enzyme inhibition kinetics were observed between 0.04 and 0.20 mM. In addition, Ki values of these enzymes for enzyme-UA interactions were calculated as 0.38, 0.86, 0.45, 1.01, 0.23, 0.41, 0.01 and 2.24 µM, respectively. It is supported that UA can be widely used as a good antioxidant against oxidative damage, an effective DNA protector against genetic diseases, and a suitable inhibitor for metabolizing enzymes.Communicated by Ramaswamy H. Sarma.

7.
Acta Chim Slov ; 70(1): 29-43, 2023 Mar 20.
Artigo em Inglês | MEDLINE | ID: mdl-37005614

RESUMO

The acid catalyzed hydrolysis of the N-(p-substitutedphenyl) phthalimides in three different acids was investigated at 50.0±0.1°C. Two different antioxidant activity tests as DPPH• and ABTS•+ scavenging activities, and three various enzyme inhibition activity tests as urease, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibition activities, were applied. Compound 3c (2.03 µg/mL ) has higher antioxidant activity than other compounds and standards according to DPPH test. In AChE assay, compounds 3a and 3b (13.13 and 9.59 µg/mL) has higher enzyme inhibition activity than the standard Galantamine (14.37 µg/mL). In BChE and urease tests, all compounds (6.84-13.60 and 10.49-17.73 µg/mL) have higher enzyme inhibition activity than the standard Galantamine (49.40 µg/mL) and thiourea (26.19 µg/mL), respectively. The molecule interaction for each of the three compounds with the active sites of AChE, BChE, and urease enzymes was examined via molecular docking simulations.


Assuntos
Antioxidantes , Butirilcolinesterase , Butirilcolinesterase/metabolismo , Antioxidantes/farmacologia , Antioxidantes/química , Acetilcolinesterase/metabolismo , Simulação de Acoplamento Molecular , Inibidores da Colinesterase/farmacologia , Cinética , Galantamina , Urease , Relação Estrutura-Atividade
8.
Turk J Pharm Sci ; 18(4): 430-437, 2021 09 01.
Artigo em Inglês | MEDLINE | ID: mdl-34496483

RESUMO

Objectives: The present study aimed to determine the phenolic compounds present in the water-soluble extracts of Thymus munbyanus subsp. ciliatus using high pressure liquid chromatography-time-of-flight mass spectrometry (MS). These phenolic compounds were further isolated and characterized for their antioxidant activities. Materials and Methods: The aerial parts of T. munbyanus subsp. ciliatus were air dried, powdered, and extracted using water:methanol three times. The concentrated hydromethanolic extract was further dissolved in H2O, filtered, and successively extracted using ethyl acetate, chloroform, and n-butanol. T. munbyanus extracts were further purified using column chromatography, and the purified extracts were subjected to in vitro antioxidant assays. Results: Two previously undescribed compounds, namely methyl 2,3,5,6-tetrahydroxybenzoate and 4-hydroxy-5-methoxy-2-oxo-2H-pyran-3-carboxylic acid, and 14 known compounds, including 3 flavonoids; namely 3',5,5',7-tetrahydroxyflavanone, luteolin, and isorhamnetin-3-O-ß-glucoside; a sterol glucoside named daucosterol; and 10 phenolic compounds, namely salicylic acid, ferulic acid, pluchoic acid, ethyl caffeate, methyl caffeate, protocatechuic acid, rosmarinic acid, p-coumaric acid, tyrosol, and protocatechuic aldehyde, were isolated from ethyl acetate and n-butanol extracts. The isolated compounds were characterized using 1D-2D-1H-13C nuclear magnetic resonance and MS methods. Conclusion: The compounds isolated from ethyl acetate and n-butanol extracts exhibited excellent antioxidant and 2,2-diphenyl-1-picrylhydrazyl scavenging activities. All these results highlighted the antioxidant potential of the isolated phenolic compounds and extracts, which could be further utilized for different pharmacological applications.

9.
Nat Prod Res ; 35(11): 1919-1922, 2021 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-31334668

RESUMO

It is aimed to investigate the cytotoxic effects of the various extracts from the leaf and seed of Centaurea derderiifolia on the growth human cervical adenocarcinoma (HeLa) cells by xCELLigence method and to isolate the cytotoxic constituents. The results showed that subfractions 2 and 3 exhibited remarkable inhibitory effect against HeLa (IC50 < 10 µg/mL). The chloroform extract of leaf displayed the highest cytotoxic effect on HeLa cells (IC50 < 50 µg/mL) and was therefore subjected to a bioassay-guided multistep separation procedure. The pure compounds were elucidated by spectroscopic and mass-spectrometric analyses, including 1 D-, 2 D-NMR. In addition to cytotoxic effects of the isolated constituents, their antioxidant activities were also studied. On the other hand, subfraction 4 exhibited the highest DPPH radical scavenging activity (IC50 = 0.76 ± 0.03 mg/mL). ß-sitosterol-3-O-ß-d-glucopyranoside was isolated for the first time from this plant and three compounds from the bioactive subfractions were identified.


Assuntos
Antioxidantes/farmacologia , Centaurea/química , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Morte Celular/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Impedância Elétrica , Células HeLa , Humanos , Espectroscopia de Prótons por Ressonância Magnética
10.
An Acad Bras Cienc ; 91(3): e20180462, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31553365

RESUMO

This study aimed to evaluate the in vitro antiproliferative and inhibition of oxidative DNA-damage activities of n-butanol (n-BuOH) extract of Centaurea sphaerocephala. The in vitro antioxidant activity of the ethyl acetate (EtOAc) and the n-BuOH extracts of this plant were also assayed. To investigate the antioxidant potential, extracts were tested for their capacity to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH·) and to inhibit lipid peroxidation using the TBARs method. The contents of total phenolics and flavonoids were measured. Additionally, antiproliferative activity and DNA-damage inhibition of the n-BuOH extract was determined using XCELLigence RTCA instrument and photolyzing 46966 plasmid, respectively. The results exhibited that the scavenging abilities of the EtOAc extract were better than the n-BuOH extract with an IC50= 11.59 µg/mL and 16.67 µg/mL for both extracts, respectively. The phenolic and flavonoid contents were found higher in the n-BuOH and EtOAc extracts. Furthermore, our results showed that n-BuOH extract exhibited a remarkable inhibition of lipid peroxidation with an IC50 of 340.94±7.49 µg/mL and had an antiproliferative effect against Hela cells. Extracts of C. sphaerocephala showed antioxidant activity on scavenging DPPH·. In addition, the n-BuOH extract inhibited the lipid peroxidation and exhibited an antiproliferative effect against HeLa cells line (human cervix carcinoma).


Assuntos
1-Butanol/farmacologia , Acetatos/farmacologia , Antioxidantes/farmacologia , Proliferação de Células/efeitos dos fármacos , Centaurea/química , Dano ao DNA/efeitos dos fármacos , Extratos Vegetais/farmacologia , 1-Butanol/isolamento & purificação , Acetatos/isolamento & purificação , Antioxidantes/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Espectrometria de Massas
11.
Environ Sci Pollut Res Int ; 26(30): 31215-31224, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31463753

RESUMO

In the present study, in vivo antioxidant properties of the n-butanol extract obtained from aerial parts of Perralderia coronopifolia were investigated in term of its hepatoprotective effect of female Wistar albino rats (n, 36; average age, 48 ± 5 days; weighing 150 ± 18 g) against PCP (pentachlorphenol)-induced toxicity. PCP (20 mg/kg b.w.) and plant extract (50 mg/kg b.w.) were administered daily by gavages for 2 weeks. Vitamin E (100 mg/kg b.w.) was given intraperitoneally as a positive control. Lipid peroxidation (LPO) levels, reduced glutathione (GSH) levels, and glutathione peroxidase (GPx) activities were evaluated in liver homogenates. While, aspartate aminotransferase (AST), alanine aminotransferase (ALT), cholesterol, and triglyceride parameters were analyzed in serums. The liver fragments were observed using light microscopy. Experimental results exhibited that PCP-treated group has a significant increase in the liver lipid peroxidation (LPO) levels of animals while decreased in plant extract-treated group. In addition, PCP caused significant decreases in glutathione peroxidase (GPx) activities and reduced glutathione (GSH) levels. Moreover, PCP induced hepatotoxicity by increasing serum transaminase enzymes, cholesterol, and triglyceride levels. While, these levels were restored to control value in animals treated with plant extract. The regularized levels of LPO, GSH, cholesterol, triglyceride, transaminase enzymes, and GPx activities revealed the antioxidant properties of the extract plant as well as of the vitamin E. The histological study showed the hepatoprotective effect of our extracts against PCP-induced acute intoxication, protecting the hepatic architecture and decreasing the functional and structural alterations of the liver. The plant extract had high antioxidant potential and completely prevented the toxic effect of PCP on the above of liver and serum parameters.


Assuntos
Asteraceae/química , Doença Hepática Induzida por Substâncias e Drogas/metabolismo , Pentaclorofenol/toxicidade , Extratos Vegetais/farmacologia , Substâncias Protetoras/farmacologia , 1-Butanol/química , Alanina Transaminase/sangue , Animais , Antioxidantes/metabolismo , Aspartato Aminotransferases/sangue , Doença Hepática Induzida por Substâncias e Drogas/patologia , Doença Hepática Induzida por Substâncias e Drogas/prevenção & controle , Feminino , Glutationa/metabolismo , Glutationa Peroxidase/metabolismo , Peroxidação de Lipídeos/efeitos dos fármacos , Fígado/efeitos dos fármacos , Extratos Vegetais/química , Substâncias Protetoras/química , Ratos Wistar
12.
Int J Med Mushrooms ; 21(10): 979-994, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-32450035

RESUMO

In this study, we investigated the phenolic profile, metal concentrations, and antioxidant and antimicrobial activities of edible mushrooms collected from Sinop, Turkey: Amanita caesarea, Boletus edulis, Grifola frondosa, Hydnum repandum, Lactarius deliciosus, L. piperatus, L. volemus, Laetiporus sulphureus, Pleurotus ostreatus, and Ramaria flava. The mycochemical contents of R. flava, L. sulphureus, A. caesarea, L. deliciosus, and B. edulis were high. The cobalt (Co), cadmium (Cd), nickel (Ni), and lead (Pb) contents of mushrooms were between < 0.54 and 8.97 ppm. L. deliciosus had effective total antioxidant activity (7990 µmol α-tocopherol eq./g), ABTS·+ (2,2'-azino-bis-(3-ethylbenzthiazoline-6-sulphonic acid)) scavenging activity scavenging activity (EC50:7.87 µg/mL), and free-radical scavenging activity (EC50: 0.018 µg/mL) due to high levels of phenol, flavonoid, ß-carotene, and lycopene. B. edulis demonstrated strong reducing power (A0.5: 11.89 µg/mL), inhibition of linoleic acid peroxidation (EC50:0.0016 µg/mL), and H2O2 scavenging activity (EC50: 0.28 µg/mL). A. caesarea and R. flava showed the best metal chelating activity (EC50:44.31 µg/mL) and superoxide anion scavenging activity (EC50:0.18 µg/mL), respectively. Inhibition zone values of A. caesarea extract were detected between 8.1 and 27.1 mm for B. cereus. Our results show that mushrooms are promising dietary sources for natural prevention of many infectious diseases and that they act as antioxidant agents.


Assuntos
Agaricales/química , Metais/análise , Fenóis/análise , Agaricales/classificação , Anti-Infecciosos/análise , Anti-Infecciosos/farmacologia , Antioxidantes/análise , Antioxidantes/farmacologia , Bacillus cereus/efeitos dos fármacos , Produtos Biológicos/administração & dosagem , Produtos Biológicos/farmacologia , Mar Negro , Quelantes/análise , Quelantes/farmacologia , Fenóis/farmacologia , Turquia
13.
Food Chem ; 269: 111-117, 2018 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-30100412

RESUMO

Apple pulps (AP) were obtained as a side product in fruit juice factories and contains valuable phenolic compounds. The dried AP was subjected to extraction with water, ethyl acetate (APEA) and n-butanol (APBU), respectively. 5-Hydroxymaltol (5-HM) was isolated and confirmed by NMR techniques. The HPLC-TOF/MS analysis revealed the presence of 16 components including major components of morine, gentisic, 4-hydroxybenzoic, vanillic and fumaric acid. The antioxidant activities were evaluated with total antioxidant activity, reducing power, inhibition of lipid peroxidation, metal chelating, free radical and H2O2 scavenging activities. 5-HM, APEA and APBU exhibited the in vitro antioxidant activities in a concentration-dependent and moderate manner. The IC50 values were effective for free radical scavenging activity of 5-HM (8.22 µg mL-1), H2O2 scavenging activity for APEA (8.12 µg mL-1) and inhibition of lipid peroxidation for APEA (0.93 µg mL-1). The 5-HM and APEA have antioxidant capacities and also feasible to apply variety in vivo tests.


Assuntos
Antioxidantes/análise , Malus/química , Fenóis/análise , Pironas/análise , Temperatura Alta , Peróxido de Hidrogênio , Extratos Vegetais
14.
Comb Chem High Throughput Screen ; 20(6): 559-578, 2017.
Artigo em Inglês | MEDLINE | ID: mdl-28137214

RESUMO

AIM AND OBJECTIVE: Due to the common ethnopharmacological used or scientifically examined biochemical properties, Elaeagnaceae family, Elaeagnus umbellate (Thunb.) (EU, Guz yemisi) was worth investigating. MATERIALS AND METHODS: In this investigation, we revealed antioxidant, antiproliferative and enzyme inhibition activities of the water, methanol, ethanol, acetone, ethyl acetate and hexane extracts of EU as well as the contents of their phenolic, flavonoid, anthocyanin, ascorbic acid, lycopene and ß- carotene. The antioxidant activity was screened by total antioxidant (phosphomolybdenum), inhibition of linoleic acid peroxidation, reducing power, 2-deoxyribose degradation assay, H2O2 scavenging and metal chelating activities of the samples were tested in vitro. Additionally, the scavenging activities of the extracts were determined against 1,1-diphenyl-2-picrylhydrazyl (DPPH˙), 2,2-azino-bis(3-ethylbenzothiazloine-6-sulfonicacid (ABTS˙+), superoxide anion and peroxide radicals. The samples were determined for their inhibitory activities against urease, acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). In vitro, antiproliferative activities of six different extracts were tested using the xCELLigence system against HeLa and HT29 cell lines. RESULTS: The antioxidant activities of the extracts were found higher than standard antioxidants. The water extracts of fruit and leaf showed the best antioxidant activity. In inhibition assays of urease, AChE and BuChE, all extracts exhibited remarkable inhibition potential. Ethyl acetate extracts, especially, showed better inhibition capacity. It was found that the antioxidant activities of the extracts presented consistently with their chemical contents. The antiproliferative activities of leaf extracts were more effective than the fruit extracts. The chromatographic methods were applied to the different solvents to analyses phenolic secondery metabolites. It was found that fumaric acid, 4- hydroxybenzoic acid, rutin and quercetin-3-ß-D-glucoside, neohesperidin, hesperidin determined to have higher contents all the extracts. CONCLUSION: EU can be suggested as a potential natural source of antioxidants appropriate for utilization in nutritional/pharmaceutical fields.


Assuntos
Acetilcolinesterase/metabolismo , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/farmacologia , Elaeagnaceae/química , Inibidores Enzimáticos/farmacologia , Compostos Fitoquímicos/farmacologia , Urease/antagonistas & inibidores , Animais , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antioxidantes/química , Antioxidantes/isolamento & purificação , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Células HT29 , Células HeLa , Ensaios de Triagem em Larga Escala , Cavalos , Humanos , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação , Relação Estrutura-Atividade , Urease/metabolismo
15.
Pharm Biol ; 55(1): 330-337, 2017 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-27927074

RESUMO

CONTEXT: Hertia cheirifolia L. (Asteraceae), a perennial shrub widely distributed in Northern Africa, is traditionally used to treat inflammatory disorders. OBJECTIVE: The protective effect of methanol (Met E) and aqueous (Aq E) extracts of Hertia cheirifolia against DNA, lipid and protein oxidation was investigated. MATERIALS AND METHODS: Different concentrations (50-1000 µg/mL) of Hertia cheirifolia aerial part extracts were examined against DNA, lipid and protein oxidation induced by H2O2 + UV, FeSO4, and Fe3+/H2O2-ascorbic acid, respectively. The DPPH•, metal ion chelating, reducing power and ß-carotene bleaching tests were conducted. RESULTS: Both extracts were rich in polyphenols, flavonoids and tannins, and were able to scavenge DPPH• with IC50 values of 138 and 197 µg/mL, respectively. At 300 µg/mL, Aq E exerted stronger chelating effect (99%) than Met E (69%). However, Met E reducing power (IC50 = 61 µg/mL) was more than that of Aq E (IC50 = 193 µg/mL). Both extracts protected from ß-carotene bleaching by 74% and 94%, respectively, and inhibited linoleic acid peroxidation. The inhibitory activity of Aq E extract (64%) was twice more than that of Met E (32%). Interestingly, both extracts protected DNA against the cleavage by about 96-98%. At 1 mg/mL, Met E and Aq E restored protein band intensity by 94-99%. CONCLUSIONS: Hertia cheirifolia exhibits potent antioxidant activity and protects biomolecules against oxidative damage; hence, it may serve as potential source of natural antioxidant for pharmaceutical applications and food preservation. This is the first report on the protective activity of this plant against biomolecule oxidation.


Assuntos
Antioxidantes/farmacologia , Asteraceae/química , Dano ao DNA/efeitos dos fármacos , Peroxidação de Lipídeos/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/farmacologia , Carbonilação Proteica/efeitos dos fármacos , Antioxidantes/isolamento & purificação , Compostos de Bifenilo/química , Cloretos/química , Relação Dose-Resposta a Droga , Compostos Férricos/química , Quelantes de Ferro/isolamento & purificação , Quelantes de Ferro/farmacologia , Metanol/química , Oxirredução , Fitoterapia , Picratos/química , Componentes Aéreos da Planta , Extratos Vegetais/isolamento & purificação , Plantas Medicinais , Polifenóis/isolamento & purificação , Polifenóis/farmacologia , Solventes/química , Taninos/isolamento & purificação , Taninos/farmacologia , Água/química , beta Caroteno/química
16.
Braz. J. Pharm. Sci. (Online) ; 53(3): e17095, 2017. tab
Artigo em Inglês | LILACS | ID: biblio-889381

RESUMO

ABSTRACT In this work, the potential chemopreventive activities of Elaeagnus umbellata fruit aqueous (EUFA) and leaf aqueous (EULA) extracts focusing on the modulatory influence of xenobiotic metabolizing enzymes (XMEs), antioxidant enzymes, glucose-6-phosphate dehydrogenase (G6PD), 6-phosphogluconate dehydrogenase (6PGD), lactate dehydrogenase (LDH) activity, lipid peroxidation (LP), sulfhydryl groups were investigated in the hepatic and extrahepatic organs of Swiss albino mice (50 and 100 mg/kg body wt given orally for 14 days) and compared with BHA (0.75 % in diet). The modulatory and chemopreventive properties of two different doses EUFA and EULA were observed for cytochrome P450, cytochrome b5, sulfhydryl groups, NADPH-cytochrome P450 reductase, NADH-cytochrome b5 reductase, 7-ethoxyresorufin-deethylase and N,N-dimethylaniline N-oxidase activities in the liver and compared with BHA as a standard. The activities of glutathione S-transferase (GST) and DT-diaphorase (DTD) showed a significant increase in the kidney, forestomach, heart and brain at both doses of EUFA and EULA. The results of EULA-treated groups were found a notable increase in LDH, G6PD, 6PGD, GST and DTD activities. Superoxide dismutase level in liver, kidney and heart exhibited a significant increase at both doses of EULA. Glutathione reductase activity was a remarkable level at high dose of EUFA in liver, kidney and EULA in kidney. Both doses of EUFA were effective in inducing glutathione peroxidase activitiy in heart. The levels of LP at low and high doses of EULA-treated and EUFA-treated were effective in liver and kidney, respectively. The present results demonstrate that significant effects in the level of XMEs and antioxidant enzymes of EUFA and EULA are remarkable for modulating roles and natural chemoprevention properties and therefore is considered for a valuable natural source.


Assuntos
Animais , Camundongos , Extratos Vegetais/análise , Folhas de Planta/metabolismo , Elaeagnaceae/efeitos adversos , Antioxidantes , Prevenção de Doenças , Compostos Fitoquímicos/análise , Frutas/classificação
17.
Braz. arch. biol. technol ; 60: e17160409, 2017. tab, graf
Artigo em Inglês | LILACS | ID: biblio-951468

RESUMO

ABSTRACT The protective activity of methanolic (Met E) and aqueous (Aq E) extracts of Globularia alypum L. (G. alypum) against DNA, lipid and protein oxidative damage was investigated. Moreover, the scavenging, chelating, and reducing power activities of the extracts were also evaluated. Phytochemical analysis was performed to determine phenolic compounds. Results showed that Met E and Aq E were rich in phenolic compounds, and were able to scavenge DPPH˙ with IC50 values of 48.61 µg/mL and 51.97 µg/mL, respectively. In addition, both extracts were able to chelate ferrous ions. At 300 μg/mL, the chelating activity was 97.53% and 91.02%, respectively. The reducing power of these extracts was also remarkable and concentration dependent. At 100 µg/mL, both extracts inhibited lipid peroxidatin by only 42.45% and 4.03%. However, the DNA oxidation damage was inhibited dose-dependently in the presence of G. alypum extracts. At 1 mg/mL, both extracts suppressed DNA cleavage by 83%-84%. The protein oxidation was also inhibited by G. alypum extracts. At 1 mg/mL, Aq E and Met E protected BSA fragmentation by 77%-99%. The overall results suggest that G. alypum extracts exerted antioxidant activity and protect biomolecules against oxidative damage; hence it may serve as a potential source of natural antioxidants.

18.
J Sci Food Agric ; 95(4): 786-98, 2015 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-25200133

RESUMO

BACKGROUND: A detailed phytochemical analysis of Origanum vulgare L. ssp. viride (Boiss.) Hayek was carried out and the antioxidant activities of five different crude extracts were determined. The antiproliferative activities of the extracts were determined using the xCELLigence system (Real Time Cell Analyzer). RESULTS: Differences between the essential oil and volatile organic compound profiles of the plant were shown. The main component of the essential oil was caryophyllene oxide, while the main volatile organic compounds were sabinene and eucalyptol as determined by HS-GC/MS. Phenolic contents of the extracts were determined qualitatively and quantitatively by HPLC/TOF-MS. Ten phenolic compounds were found in the extracts from O. vulgare and Origanum acutidens: rosmarinic acid (in highest abundance), chicoric acid, caffeic acid, p-coumaric acid, gallic acid, quercetin, apigenin-7-glucoside, kaempferol, naringenin and 4-hydroxybenzaldehyde. CONCLUSION: This study provides first results on the antiproliferative and antioxidant properties and detailed phytochemical screening of O. vulgare ssp. viride (Boiss.) Hayek.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Antioxidantes/isolamento & purificação , Descoberta de Drogas , Óleos Voláteis/isolamento & purificação , Origanum/química , Componentes Aéreos da Planta/química , Extratos Vegetais/isolamento & purificação , Antineoplásicos Fitogênicos/análise , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/análise , Antioxidantes/química , Antioxidantes/farmacologia , Monoterpenos Bicíclicos , Proliferação de Células/efeitos dos fármacos , Cicloexanóis/análise , Cicloexanóis/química , Cicloexanóis/isolamento & purificação , Cicloexanóis/farmacologia , Etnofarmacologia , Eucaliptol , Flores/química , Flores/crescimento & desenvolvimento , Células HeLa , Humanos , Medicina Tradicional , Estrutura Molecular , Monoterpenos/análise , Monoterpenos/química , Monoterpenos/isolamento & purificação , Monoterpenos/farmacologia , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Origanum/crescimento & desenvolvimento , Fenóis/análise , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , Componentes Aéreos da Planta/crescimento & desenvolvimento , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Sesquiterpenos Policíclicos , Sesquiterpenos/análise , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologia , Turquia , Compostos Orgânicos Voláteis/análise , Compostos Orgânicos Voláteis/isolamento & purificação , Compostos Orgânicos Voláteis/farmacologia
19.
Comb Chem High Throughput Screen ; 14(2): 72-84, 2011 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-20958253

RESUMO

The antioxidative activity of the methanol extracts obtained from twelve commonly consumed wild edible mushrooms was investigated according to the phosphomolybdenum method, inhibition of linoleic acid peroxidation, reducing power, metal chelating, O(2)(˙-), DPPH(˙), peroxide and H(2)O(2) scavenging activity in the Black Sea Region of Turky, and compared to standard antioxidant compounds such as a-tocopherol, butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), and trolox. Total phenolic compounds, flavonoids, anthocyanins, ascorbic acid, ß-carotene and lycopene in the extracts were measured. The antimicrobial activities of extracts were also evalated against gram (-) and (+) bacteria and yeast with disc diffusion method. Hydnum repandum, Lactarius delicious, Lactarius camphoratus, Lactarius piperatus, Ramaria flava, and Agaricus bisporus were greater than α-tocopherol and BHT on antioxidant activity. The lipid peroxidation of L. camphoratus and Lactarius volemus was excellent, and was 58.05% and 61.44% respectively. The DPPH(˙) scavenging effects decreased in the order of R. flava>BHT> Macrolepiota procera>L. camphoratus>L. piperatus>Lactarius volemus>a-tocopherol and were, at 500 µg/ml and were 80.38, 76.61, 69.74, 61.55, 61.47, 61.09, 60.65%, respectively. All the extracts of mushroom also had the stronger chelating effect according to standards. The O(2)(˙-) scavenging effect of extracts of the mushroom species was in order of R. flava>Boletus edulis>Leatiporus sulphureus>M. procera>standards. L. piperatus, L. camphorates, L. volemus, A. bisporus, Chanterellus cibarius, L. sulphureus, H. repandum showed strong antimicrobial activity, especially on E. coli. H. repandum exhibited to be more effective on P. aeruginosa than other bacterial strains.


Assuntos
Agaricales/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Antocianinas/isolamento & purificação , Antocianinas/farmacologia , Ácido Ascórbico/isolamento & purificação , Ácido Ascórbico/farmacologia , Bactérias/efeitos dos fármacos , Mar Negro , Carotenoides/isolamento & purificação , Carotenoides/farmacologia , Flavonoides/isolamento & purificação , Flavonoides/farmacologia , Sequestradores de Radicais Livres/isolamento & purificação , Sequestradores de Radicais Livres/farmacologia , Peróxido de Hidrogênio/metabolismo , Peroxidação de Lipídeos/efeitos dos fármacos , Licopeno , Fenóis/isolamento & purificação , Fenóis/farmacologia , Espécies Reativas de Oxigênio/metabolismo , Turquia , Leveduras/efeitos dos fármacos , beta Caroteno/isolamento & purificação , beta Caroteno/farmacologia
20.
J Med Food ; 13(5): 1224-31, 2010 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-20828318

RESUMO

This study was conducted to evaluate the antioxidative properties of hydroalcoholic (80%) extracts from different parts of Urtica pilulifera L. (Family Urticaceae), including leaf (UPL), flower (UPF), seed (UPS), and root (UPR). Antioxidative activity of the extracts was measured using the ferric thiocyanate method, thiobarbituric acid method, reductive potential, metal chelating, free radical, superoxide anion radical, and hydrogen peroxide scavenging activity. In addition, the results were compared with antioxidants such as tert-butylated hydroxyanisole (BHA), tert-butylated hydroxytoluene (BHT), and α-tocopherol. Total antioxidant activities of UPS, UPF, UPL, UPR, BHA, BHT, and α-tocopherol were 88.79%, 85.13%, 86.72%, 78.46%, 81.31%, 76.12%, and 46.28%, respectively. Like the antioxidant activity, the reducing power and the superoxide anion radical and free radical scavenging activities of UPL, UPF, UPS, and UPR are concentration dependent. A correlation between higher antioxidant activity and the amount of total phenolics was found in the extracts.


Assuntos
Antioxidantes/farmacologia , Flores/química , Folhas de Planta/química , Raízes de Plantas/química , Sementes/química , Urticaceae/química , Antioxidantes/análise , Compostos de Bifenilo , Quelantes , Sequestradores de Radicais Livres , Peróxido de Hidrogênio , Ferro , Oxirredução , Picratos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Superóxidos , Substâncias Reativas com Ácido Tiobarbitúrico , Tiocianatos
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