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1.
Chem Biodivers ; 21(5): e202400228, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38613448

RESUMO

Marrubium vulgare L. (Lamiaceae) has a long history of use in traditional herbal medicine for the treatment of respiratory tract infections, inflammatory conditions, and pain. This study aimed to investigate the chemical composition, acute toxicity, and antinociceptive effects of the aqueous extract from M. vulgare leaves (AEMV). Antioxidant activity was evaluated using DPPH and reducing power assays. The chemical composition of AEMV was determined through LC-MS/MS, and the levels of total phenolics, flavonoids, and condensed tannins were quantified. Acute oral toxicity was assessed in male Swiss mice with a single oral dose of AEMV (1, 2, 5 g/kg). The analgesic impact was examined through writhing, hot plate, and formalin tests. Our findings not only confirmed the safety of the extract in animal models but also revealed significant antioxidant activity in AEMV. High-performance liquid chromatography (HPLC) analysis identified important bioactive compounds, with marrubiin being a major component. Furthermore, AEMV demonstrated robust antinociceptive properties in all conducted tests, highlighting its potential as a valuable natural source of bioactive compounds suitable for a wide range of therapeutic applications.


Assuntos
Analgésicos , Antioxidantes , Marrubium , Extratos Vegetais , Animais , Analgésicos/farmacologia , Analgésicos/química , Analgésicos/isolamento & purificação , Camundongos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Extratos Vegetais/isolamento & purificação , Masculino , Marrubium/química , Antioxidantes/farmacologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Folhas de Planta/química , Dor/tratamento farmacológico , Dor/induzido quimicamente , Compostos de Bifenilo/antagonistas & inibidores , Água/química , Cromatografia Líquida de Alta Pressão , Picratos/antagonistas & inibidores , Relação Dose-Resposta a Droga
2.
J Sep Sci ; 47(4): e2300770, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38403448

RESUMO

German chamomile is one of the most effective herbal elements used in anti-allergic products and as an antioxidant. Herein, the antioxidant activity of different extract fractions of German chamomile was initially evaluated using an off-line 2,2-diphenyl-1-picrylhydrazyl spectrophotometric assay. The ethyl acetate extract demonstrated the highest efficacy in scavenging free radicals. Based on this, a rapid screening and separation method using ultra-high-performance liquid chromatography combined with the 2,2-diphenyl-1-picrylhydrazyl assay was implemented to identify antioxidants in the ethyl acetate fraction of German chamomile flowers. Ten potential radical scavengers were tentatively screened from German chamomile using a target-guided isolating approach with off-line two-dimensional high-speed countercurrent chromatography and the structures of the compounds were analyzed and identified. Ultimately, 10 radical scavengers were obtained from the ethyl acetate extract with a purity quotient exceeding 90%. The results demonstrated the effectiveness and reproducibility of this method for isolating potential antioxidants from complex mixtures in a targeted manner. This strategy can be applied to the target-guided isolation of complex mixtures of natural products with broad K-values and similar structures.


Assuntos
Acetatos , Compostos de Bifenilo , Distribuição Contracorrente , Matricaria , Picratos , Distribuição Contracorrente/métodos , Extratos Vegetais/química , Antioxidantes/análise , Espectrometria de Massa com Cromatografia Líquida , Reprodutibilidade dos Testes , Misturas Complexas , Cromatografia Líquida de Alta Pressão/métodos
3.
Chem Biodivers ; 21(5): e202301330, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38220973

RESUMO

It is obvious that the oxidation process is an undeniable fact and when it comes to aging, one of the first solutions that come to mind is natural products. When it comes to natural products, both plants and bee products play an important, almost combative role against oxidation. For this purpose, natural products of both plant and animal origin were considered together in our study: Linden, green tea, aronia, wild grapes, myrtle, blueberries and basil, honey, pollen and propolis. Total phenolic content values of the extracts ranged between 49.28 and 3859.06 mg gallic acid equivalent/100 g, and propolis, green tea, chestnut flower and aronia samples were found to have the highest values. When looking at the NOS inhibition potential, it was determined that propolis, pollen and aronia samples had the highest percentage inhibition values of 98.11, 92.29, 83.44, respectively. Antioxidant activities of methanolic extracts were investigated using iron(III) reducing/antioxidant capacity (FRAP), 2,2-Diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity test and NOS inhibition tests. The phenolic composition of methanolic extracts was tested using the RP-HPLC-UV (high-performance liquid chromatographic method with ultraviolet) method with 19 phenolic standards.


Assuntos
Antioxidantes , Produtos Biológicos , Óxido Nítrico Sintase , Fenóis , Antioxidantes/farmacologia , Antioxidantes/química , Fenóis/química , Fenóis/farmacologia , Produtos Biológicos/química , Produtos Biológicos/farmacologia , Animais , Óxido Nítrico Sintase/antagonistas & inibidores , Óxido Nítrico Sintase/metabolismo , Abelhas , Inibidores Enzimáticos/farmacologia , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Picratos/antagonistas & inibidores , Compostos de Bifenilo/antagonistas & inibidores , Cromatografia Líquida de Alta Pressão
4.
Sci Rep ; 13(1): 14923, 2023 09 10.
Artigo em Inglês | MEDLINE | ID: mdl-37691048

RESUMO

Many studies have explored the extraction of bioactive compounds from different onion solid wastes, such as bulb, skin, and peel. However, onion leaves have received limited attention despite their potential as a valuable source of nutraceutical compounds. This study aimed to valorise, for the first time, the agricultural waste in the form of spring onion leaves (CN, Cipollotto Nocerino) to obtain antioxidant-rich polyphenolic extracts. A Box-Behnken design (BBD) was used to assess the impact of microwave-assisted extraction (MAE) variables (temperature, time, extraction volume, and ethanol concentration) on total polyphenol content (TPC) measured by Folin-Ciocalteu method and the antioxidant power determined by FRAP assay. Response surface methodology (RSM) was applied, and regression equations, analysis of variance, and 3D response curves were developed. Our results highlighted that the TPC values range from 0.76 to 1.43 mg GAE g-1 dw, while the FRAP values range from 8.25 to 14.80 mmol Fe(II)E g-1 dw. The optimal extraction conditions predicted by the model were 60 °C, 22 min, ethanol concentration 51% (v/v), and solvent volume 11 mL. These conditions resulted in TPC and FRAP values of 1.35 mg GAE g-1 dw and 14.02 mmol Fe(II)E g-1 dw, respectively. Furthermore, the extract obtained under optimized conditions was characterized by UHPLC-ESI-Orbitrap-MS analysis. LC/MS-MS platform allowed us to tentatively identify various compounds belonging to the class of flavonoids, saponins, fatty acids, and lipids. Finally, the ability of CN optimal extract to inhibit the intracellular reactive oxygen species (ROS) release in a hepatocarcinoma cell line using an H2O2-induced oxidative stress model, was evaluated. The results highlighted the potential of CN extract as a valuable source of polyphenols with significant antioxidant properties, suitable for various applications in the food and pharmaceutical industries.


Assuntos
Compostos de Bifenilo , Cebolas , Picratos , Folhas de Planta , Cebolas/química , Folhas de Planta/química , Extratos Vegetais/química , Resíduos Sólidos , Compostos de Bifenilo/isolamento & purificação , Picratos/isolamento & purificação , Micro-Ondas , Células Hep G2 , Humanos , Química Verde
5.
Fitoterapia ; 166: 105440, 2023 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-36736596

RESUMO

Six new flavonols, including four glucosylated flavonols (dysosmaflavonoid A-D), one phenylpropanoid-substituted flavonol (dysosmaflavonoid E), and one phenyl-substituted flavonol (dysosmaflavonoid F), together with five known analogues, were isolated from the roots and rhizomes of Dysosma versipellis. Their structures were elucidated by comprehensive analysis of their NMR, IR, UV, HRESIMS, and HPLC data. The antioxidant activities of all isolated compounds were examined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. Compounds 2, 3, 5-8, and 12 exhibited significant DPPH scavenging capacity with IC50 values of 33.95, 39.02, 31.17, 32.79, 31.85, 30.48, and 23.75 µM, respectively, in comparison with Trolox (IC50, 15.80 µM). Compound 12 displayed more potent DPPH radical scavenging activity than prenylated and (or) glucosided derivatives (2-4, or 10). The preliminary structure-activity relationship showed that the catechol structure in flavonol is essential for DPPH radical scavenging effect.


Assuntos
Berberidaceae , Flavonóis , Flavonóis/farmacologia , Flavonóis/química , Estrutura Molecular , Antioxidantes/farmacologia , Antioxidantes/química , Berberidaceae/química , Relação Estrutura-Atividade , Sequestradores de Radicais Livres/química , Compostos de Bifenilo , Picratos/química
6.
Artigo em Inglês | MEDLINE | ID: mdl-35886140

RESUMO

Antioxidant activity can be analyzed by various methods, both in vitro and in vivo. The widely used colorimetric method using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging reaction has many limitations, such as interference from photosynthetic pigments naturally found in plant extracts. The DPPH-HPLC eliminates these troubles by enabling the separation of the DPPH free radical (DPPH-R) peak and its reduced form (DPPH-H) from other extract components. However, simultaneous analysis of antioxidants and evaluation of their activity is more complicated. To date, a post-column reaction with DPPH has been used for this purpose. The aim of the current study was the elaboration on a DPPH-RP-HPLC in gradient elution mode for simultaneous evaluation of the antioxidant activity of standards on the basis of DPPH-R peak inhibition, together with the identification of standards, as well as the products of redox reactions. The following antioxidants (AOs) were used as standards: quercetin, resveratrol, Trolox, chlorogenic acid, hesperetin, and coumarin. Flavone was used as the control chemical without antioxidant activity. The separation of the DPPH-R/DPPH-H pair, together with standards and reaction products, was studied on a C18 column using a gradient of acetonitrile from 5 to 60% within 20 min. The stability of DPPH was evaluated with different gradient profiles. The influence of the addition of acetic acid in concentrations of 0.05 to 1%, the duration of the analysis, and the radiation emitted by the UV lamp of a diode array detector on the induction of DPPH decomposition processes were investigated. The most significant parameter affecting DPPH stability appeared to be the acidic environment and water content in the mobile phase. An increase in the water content from 70 to 95% worsened the LOD of DPPH-R from 31.64 nM to 107.31 nM, as measured at 517 nm, and from 189.41 to 1677.05 nM at 330 nm. Each gradient profile provided good linearity (R2 = 0.9790-0.9977) of the relationship between the DPPH-R as well as DPPH-H peak areas, and a wide concentration range from 0.5 to 2.5 mM for UV-vis detection. Free radical scavenging activity was expressed by the percentage of DPPH-R peak inhibition at 517 nm. This simple method is suitable for monitoring DPPH radical scavenging by AO standards.


Assuntos
Antioxidantes , Compostos de Bifenilo , Antioxidantes/farmacologia , Compostos de Bifenilo/análise , Compostos de Bifenilo/química , Cromatografia Líquida de Alta Pressão/métodos , Radicais Livres , Picratos , Extratos Vegetais/química , Água
7.
Arh Hig Rada Toksikol ; 73(2): 158-168, 2022 Jul 07.
Artigo em Inglês | MEDLINE | ID: mdl-35792769

RESUMO

Strawberry tree (Arbutus unedo L.) honey (STH), also known as "bitter honey", is a traditional medicine widely used in the Mediterranean area. Regardless of geographical origin, it usually has a very high content of phenolic compounds and strong antioxidant capacity. Yet, little is still known about the effects of STH, its phenolic extract (STHE), and its main bioactive compound - homogentisic acid (HGA) - at the cell level. The aim of this study was to estimate total phenolic content, DPPH radical scavenging activity, and ferric reducing antioxidant power of STH made in Croatia and investigate cytotoxic and pro-oxidative effects of STH, STHE and HGA on three human cell lines: tongue squamous cell carcinoma (CAL 27), hepatocellular carcinoma (HepG2), and epithelial colorectal adenocarcinoma cells (Caco-2) cells. These substances were tested at four concentrations (0.5-5× average human daily intake of STH) and over 30 min and 1 and 2 h. Croatian STH had a total phenolic content of 1.67 g gallic acid equivalents (GAE) per kg of honey, DPPH radical scavenging activity of 2.96 mmol Trolox equivalents (TE) per kg of honey, and ferric reducing antioxidant power (FRAP) of 13.5 mmol Fe2+ per kg of honey. Our results show no clear and consistent time- or concentration-dependent cytotoxicity in any of the cell lines. ROS levels in all the three cell types at almost all exposure times were not significantly higher than control. The most important observation is that the tested substances have low cytotoxicity and high biocompatibility, regardless of concentration, which is a good starting point for further research of their biological effects in other models.


Assuntos
Antineoplásicos , Ericaceae , Ácido Homogentísico , Mel , Extratos Vegetais , Antineoplásicos/farmacologia , Antioxidantes/farmacologia , Compostos de Bifenilo , Células CACO-2 , Carcinoma Hepatocelular , Carcinoma de Células Escamosas , Cromanos , Neoplasias Colorretais , Ericaceae/química , Ácido Gálico , Células Hep G2 , Ácido Homogentísico/farmacologia , Humanos , Ferro/química , Neoplasias Hepáticas , Fenóis/farmacologia , Picratos , Extratos Vegetais/farmacologia , Espécies Reativas de Oxigênio , Neoplasias da Língua , Árvores/química
8.
Sci Rep ; 12(1): 8765, 2022 05 24.
Artigo em Inglês | MEDLINE | ID: mdl-35610331

RESUMO

The activity and capacity of gallic acid (GA) and methyl gallate (MG) in scavenging DPPH· were determined in different solvents. Based on the bimolecular rate constants k2, both antioxidants showed highest activities in EtOH, followed by in MeOH, t-BuOH, MeCN, 2-PrOH, acetone, THF, ethyl acetate, and 1,4-dioxane. GA indicated better activities (k2 value, M-1 s-1) than MG in the alcoholic solvents (51-1939 vs. 25-1530) and in MeCN (203 vs. 187) whereas MG was of higher activities in the polar aprotic solvents (1.7-41 vs. 1.6-13). The highest stoichiometries for GA vs. MG were in 2-PrOH (6.67 vs. 5.37), followed by EtOH (5.84 vs. 4.57), MeOH (5.34 vs. 3.8) ~ acetone (5.02 vs. 4.44), MeCN (3.68 vs. 3.05) ~ t-BuOH (3.14 vs. 2.99), THF (2.34 vs. 2.2), ethyl acetate (1.2 vs. 0.93), and 1,4-dioxane (0.34 vs. 0.35).


Assuntos
Acetona , Sequestradores de Radicais Livres , Antioxidantes/química , Compostos de Bifenilo/química , Etanol , Sequestradores de Radicais Livres/química , Ácido Gálico/análogos & derivados , Ácido Gálico/química , Cinética , Picratos/química , Extratos Vegetais , Solventes/química
9.
J Sep Sci ; 45(14): 2435-2445, 2022 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-35512260

RESUMO

Saxifraga atrata is an important traditional Tibetan medicine used to treat cough and pneumonia, and has tremendous medicinal potential. In this study, we devised a technique to separate 1,1-diphenyl-2-picrylhydrazyl inhibitors from a methanol extract of S. atrata. The material was first processed using MCI GEL CHP20P medium-pressure liquid chromatography, yielding 1.1 g of the target fraction Fr2. Subsequently, online hydrophilic interaction liquid chromatography-1,1-diphenyl-2-picrylhydrazyl assay was used to identify prospective 1,1-diphenyl-2-picrylhydrazyl inhibitors, and two 1,1-diphenyl-2-picrylhydrazyl inhibitor fractions (Fr24 and Fr25) were identified from Fr2. Then, medium-pressure preparation was continued using an XIon column to separate two 1,1-diphenyl-2-picrylhydrazyl inhibitor fractions (Fr24 and Fr25). The target compound was concentrated in fractions Fr24 and Fr25 using reverse-phase liquid chromatography during further separation procedures. Finally, the purity, structure, and 1,1-diphenyl-2-picrylhydrazyl inhibitory activity of the isolated 1,1-diphenyl-2-picrylhydrazyl inhibitors were determined. Two 1,1-diphenyl-2-picrylhydrazyl inhibitors (adenosine with the half maximal inhibitory concentration of 66.87 ± 14.33 µM and (-)-4-O-(E)-caffeoyl-l-threonic acid with the half maximal inhibitory concentration of 59.06 ± 5.02 µM) were isolated with purities exceeding 95%. The results showed that this technology is effective in the targeted separation of antioxidants from natural products.


Assuntos
Antioxidantes , Saxifragaceae , Antioxidantes/análise , Compostos de Bifenilo , Cromatografia Líquida de Alta Pressão/métodos , Picratos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Estudos Prospectivos
10.
Mar Drugs ; 20(3)2022 Feb 26.
Artigo em Inglês | MEDLINE | ID: mdl-35323471

RESUMO

In the present study, a selenium-chondroitin sulfate (SeCS) was synthesized by the sodium selenite (Na2SeO3) and ascorbic acid (Vc) redox reaction using chondroitin sulfate derived from shark cartilage as a template, and characterized by SEM, SEM-EDS, FTIR and XRD. Meanwhile, its stability was investigated at different conditions of pH and temperatures. Besides, its antioxidant activity was further determined by the DPPH and ABTS assays. The results showed the SeCS with the smallest particle size of 131.3 ± 4.4 nm and selenium content of 33.18% was obtained under the optimal condition (CS concentration of 0.1 mg/mL, mass ratio of Na2SeO3 to Vc of 1:8, the reaction time of 3 h, and the reaction temperature of 25 °C). SEM image showed the SeCS was an individual and spherical nanostructure and its structure was evidenced by FTIR and XRD. Meanwhile, SeCS remained stable at an alkaline pH and possessed good storage stability at 4 °C for 28 days. The results on scavenging free radical levels showed that SeCS exhibited significantly higher antioxidant activity than SeNPs and CS, indicating that SeCS had a potential antioxidant effect.


Assuntos
Antioxidantes/química , Cartilagem/química , Sulfatos de Condroitina/química , Nanopartículas/química , Selênio/química , Tubarões , Animais , Benzotiazóis/química , Compostos de Bifenilo/química , Sulfatos de Condroitina/isolamento & purificação , Estabilidade de Medicamentos , Concentração de Íons de Hidrogênio , Tamanho da Partícula , Picratos/química , Ácidos Sulfônicos/química , Temperatura
11.
Molecules ; 27(4)2022 Feb 16.
Artigo em Inglês | MEDLINE | ID: mdl-35209118

RESUMO

The use of F. religiosa might be beneficial in inflammatory illnesses and can be used for a variety of health conditions. In this article, we studied the identification of antioxidants using (DPPH) 2,2-Diphenyl-1-picrylhydrazylradical scavenging activity in Ficus religiosa, as F. religiosa is an important herbal plant, and every part of it has various medicinal properties such as antibacterial properties that can be used by the researchers in the development and design of various new drugs. The 2,2-Diphenyl-1-picrylhydrazyl (DPPH) is a popular, quick, easy, and affordable approach for the measurement of antioxidant properties that includes the use of the free radicals used for assessing the potential of substances to serve as hydrogen providers or free-radical scavengers (FRS). The technique of DPPH testing is associated with the elimination of DPPH, which would be a stabilized free radical. The free-radical DPPH interacts with an odd electron to yield a strong absorbance at 517 nm, i.e., a purple hue. An FRS antioxidant, for example, reacts to DPPH to form DPPHH, which has a lower absorbance than DPPH because of the lower amount of hydrogen. It is radical in comparison to the DPPH-H form, because it causes decolorization, or a yellow hue, as the number of electrons absorbed increases. Decolorization affects the lowering capacity significantly. As soon as the DPPH solutions are combined with the hydrogen atom source, the lower state of diphenylpicrylhydrazine is formed, shedding its violet color. To explain the processes behind the DPPH tests, as well as their applicability to Ficus religiosa (F. religiosa) in the manufacture of metal oxide nanoparticles, in particular MgO, and their influence on antioxidants, a specimen from the test was chosen for further study. According to our findings, F. religiosa has antioxidant qualities and may be useful in the treatment of disorders caused by free radicals.


Assuntos
Compostos de Bifenilo/antagonistas & inibidores , Ficus/química , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Compostos Fitoquímicos/química , Compostos Fitoquímicos/farmacologia , Picratos/antagonistas & inibidores , Carboidratos/química , Fenóis/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Proteínas de Plantas/química , Açúcares/química
12.
Molecules ; 27(3)2022 Jan 21.
Artigo em Inglês | MEDLINE | ID: mdl-35163963

RESUMO

Medicinal plant extracts are increasingly considered a major source of innovative medications and healthcare products. This study focused on preparing a polyphenol enriched water extract of Egyptian celery "Apium graveolens L., Apiaceae" aerial parts (TAE) in an endeavor to accentuate its antioxidant capacity as well as its antimicrobial activity. (TAE) of celery was partitioned against different organic solvents to yield dichloromethane (DCM), ethyl acetate (EAC), and butanol (BUOH) fractions. (TAE) and the organic fractions thereof besides the remaining mother liquor (ML) were all screened for their antioxidant capacity using various protocols viz. monitoring the reducing amplitudes for ferric ions (FRAP), and radical scavenging potentials of oxygen (ORAC), 2,2'-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), 2,2-diphenyl-1-picrylhydrazyl (DPPH), and metal chelation assays. The examination procedure revealed both (TAE) extract and (DCM) fraction, to pertain the highest antioxidant potentials, where the IC50 of the (TAE) using ABTS and metal chelation assays were ca. 34.52 ± 3.25 and 246.6 ± 5.78 µg/mL, respectively. The (DCM) fraction recorded effective results using the FRAP, ORAC, and DPPH assays ca. 233.47 ± 15.14 and 1076 ± 25.73 µM Trolox equivalents/mg sample and an IC50 474.4 ± 19.8 µg/mL, respectively. Additionally, both (TAE) and (DCM) fraction exerted antimicrobial activities recording inhibition zones (mm) (13.4 ± 1.5) and (12.0 ± 1.0) against Staphylococcus aureus and (11.0 ± 1.2) and (10.0 ± 1.3) against Escherichia coli, respectively, with no anti-fungal activity. Minimum inhibitory concentration (MIC) of (TAE) and (DCM) fraction were 1250 and 2500 µg/mL, respectively. UPLC/ESI/TOF-MS unveiled the chemical profile of both (TAE) and (DCM) fraction to encompass a myriad of active polyphenolic constituents including phenylpropanoids, coumarins, apigenin, luteolin, and chrysoeriol conjugates.


Assuntos
Apium/metabolismo , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Antioxidantes/farmacologia , Apiaceae , Apium/enzimologia , Apium/fisiologia , Cromatografia Líquida de Alta Pressão/métodos , Egito , Flavonoides/análise , Testes de Sensibilidade Microbiana , Fenóis/análise , Picratos/química , Plantas Medicinais/efeitos dos fármacos , Polifenóis/análise , Espectrometria de Massas por Ionização por Electrospray/métodos , Ácidos Sulfônicos/análise
13.
Mar Drugs ; 20(1)2022 Jan 11.
Artigo em Inglês | MEDLINE | ID: mdl-35049919

RESUMO

The underexplored biodiversity of seaweeds has recently drawn great attention from researchers to find the bioactive compounds that might contribute to the growth of the blue economy. In this study, we aimed to explore the effect of seasonal growth (from May to September) on the in vitro antioxidant (FRAP, DPPH, and ORAC) and antimicrobial effects (MIC and MBC) of Cystoseira compressa collected in the Central Adriatic Sea. Algal compounds were analyzed by UPLC-PDA-ESI-QTOF, and TPC and TTC were determined. Fatty acids, among which oleic acid, palmitoleic acid, and palmitic acid were the dominant compounds in samples. The highest TPC, TTC and FRAP were obtained for June extract, 83.4 ± 4.0 mg GAE/g, 8.8 ± 0.8 mg CE/g and 2.7 ± 0.1 mM TE, respectively. The highest ORAC value of 72.1 ± 1.2 µM TE was obtained for the August samples, and all samples showed extremely high free radical scavenging activity and DPPH inhibition (>80%). The MIC and MBC results showed the best antibacterial activity for the June, July and August samples, when sea temperature was the highest, against Listeria monocytogenes, Staphylococcus aureus, and Salmonella enteritidis. The results show C. compressa as a potential species for the industrial production of nutraceuticals or functional food ingredients.


Assuntos
Antibacterianos/farmacologia , Antioxidantes/farmacologia , Extratos Vegetais/farmacologia , Alga Marinha , Animais , Antibacterianos/química , Antioxidantes/química , Organismos Aquáticos , Compostos de Bifenilo , Mar Mediterrâneo , Testes de Sensibilidade Microbiana , Picratos , Extratos Vegetais/química , Salmonella enteritidis/efeitos dos fármacos , Estações do Ano , Staphylococcus aureus/efeitos dos fármacos
14.
Molecules ; 27(2)2022 Jan 10.
Artigo em Inglês | MEDLINE | ID: mdl-35056751

RESUMO

The predicted anti-oxidation is related to apoptosis, proliferation, lipid metabolism, cell differentiation, and immune response. There are some differences in the antioxidant capacity of the four typical components of ginkgo biloba extract (EGb) including ginkgo flavone (GF), ginkgolide (G), procyanidins (OPC), and organic acids (OA), and any two members of them can exhibit apparent synergistic effects. The order of DPPH scavenging ability was: OPC > GF > OA > G. The scavenging ability of procyanidins was close to that of VC; the scavenging capacity of ABTS was GF > OPC > OA > G. The GF:OPC (1:9) showed the best synergism in scavenging DPPH and ABTS radicals. The 193 kinds of small molecules reported in EGb were obtained by analyzing the properties of EGb. In order to construct a corresponding biological activity target set, molecular docking and the network pharmacology method were employed to build the molecular action mechanism network of a compound target, and the main biological functions and signaling pathways involved with their antioxidant activities were predicted. The results displayed that the top ten compounds which belonged to the two broad categories, ginkgo flavonoids and proanthocyanidins, could interact closely with several important target proteins (CASP3, SOD2, MAPK1, HSPA4, and NQO1). This would be expected to lay a theoretical foundation for the deep development of Ginkgo biloba extract.


Assuntos
Antioxidantes/química , Antioxidantes/farmacologia , Ginkgo biloba/química , Extratos Vegetais/química , Compostos de Bifenilo/química , Sinergismo Farmacológico , Etanol/química , Humanos , Simulação de Acoplamento Molecular , Picratos/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Proteínas/química , Proteínas/genética , Proteínas/metabolismo
15.
Bioorg Med Chem Lett ; 59: 128528, 2022 03 01.
Artigo em Inglês | MEDLINE | ID: mdl-34999211

RESUMO

The aqueous extract of the leaves of Odontonema strictum, a plant from tropical regions, is used by traditional physicians in Burkina Faso for its antihypertensive properties. Verbascoside and isoverbascoside, known phenylpropanoid glycosides with high solubility in water, have been isolated from the leaves. We evaluated their antioxidant properties in vitro by radical scavenging using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and hydrogen peroxide (H2O2). Verbascoside and isoverbascoside demonstrated high levels of DPPH radical scavenging activity, with IC50 values of 0.09 ± 0.03 µg/mL and 0.16 ± 0.07 µg/mL, respectively, compared to 0.05 ± 0.0 µg/mL for ascorbic acid as a control. These two phenylpropanoid glycosides were also more potent (2.6 ± 0.36 µg/mL and 3.0 ± 0.01 µg/mL) in scavenging H2O2 than the ascorbic acid control (4.1 ± 0.97 µg/mL). This is the first time that the antioxidant properties of verbascoside and isoverbascoside from O. strictum have been evaluated. These results can explain the use of this plant for hypertension in folk medicine.


Assuntos
Acanthaceae/química , Sequestradores de Radicais Livres/farmacologia , Glucosídeos/farmacologia , Fenóis/farmacologia , Folhas de Planta/química , Compostos de Bifenilo/antagonistas & inibidores , Relação Dose-Resposta a Droga , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/isolamento & purificação , Glucosídeos/química , Glucosídeos/isolamento & purificação , Peróxido de Hidrogênio/antagonistas & inibidores , Estrutura Molecular , Fenóis/química , Fenóis/isolamento & purificação , Picratos/antagonistas & inibidores , Relação Estrutura-Atividade
16.
PLoS One ; 17(1): e0263274, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-35089980

RESUMO

Black soybeans contain several bioactive compounds and commonly consumed due to their health-related activities but rarely cultivated as edible sprouts. The present study investigated the changes that occurred during germination in two new genotypes black soybeans. Raw and germinated seeds were tested against in vitro Alzheimer's disease (AD) biomarkers, including oxidative stress, inflammatory factors and cholinesterase enzymes as well as γ-aminobutyric acid (GABA) levels. Sprouts significantly inhibited the cholinesterase enzymes and inflammatory factors (protein denaturation, proteinase and lipoxygenase) than seeds. An increase in phenolic, flavonoid and GABA (10-folds) content and antioxidant capacity (ABTS, DPPH, and FRAP) was observed in germinated seeds. However, anthocyanin content was decreased in sprouts. UHPLC-ESI-QTOF-MS2 metabolites profiling approach identified 22 compounds including amino acids, peptides, fatty acids, and polyphenols. Among identified compounds, daidzein, genistein, gallic acid, spermidine, L-asparagine, and L-lysine exhibited the highest increase after germination. The current study reveals that germination of black soybeans have promising potential to inhibit/prevent AD and can be used to develop functional foods.


Assuntos
Doença de Alzheimer/tratamento farmacológico , Germinação , Glycine max/química , Compostos Fitoquímicos/uso terapêutico , Espectrometria de Massas por Ionização por Electrospray , Espectrometria de Massas em Tandem , Antocianinas/análise , Antioxidantes/análise , Benzotiazóis/química , Compostos de Bifenilo/química , Inibidores da Colinesterase/farmacologia , Inibidores da Colinesterase/uso terapêutico , Cromatografia Líquida de Alta Pressão , Flavonoides/análise , Recuperação de Fluorescência Após Fotodegradação , Metaboloma , Fenóis , Picratos/química , Extratos Vegetais/química , Análise de Componente Principal , Ácidos Sulfônicos/química , Ácido gama-Aminobutírico/análise
17.
Eur J Med Chem ; 228: 114031, 2022 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-34875520

RESUMO

Alzheimer's disease (AD) possesses a complex pathogenetic mechanism. Nowadays, multitarget agents are considered to have potential in effectively treating AD via triggering molecules in functionally complementary pathways at the same time. Here, based on the screening (∼1400 compounds) against neuroinflammation, an imidazolylacetophenone oxime ether (IOE) was discovered as a novel hit. In order to obtain SARs, a series of imidazolylacetophenone oxime derivatives were constructed, and their C=N bonds were confirmed as the Z configuration by single crystals. These derivatives exhibited potential multifunctional neuroprotective effects including anti-neuroinflammatory, antioxidative damage, metal-chelating, inhibition of acetylcholinesterase (AChE) properties. Among these derivatives, compound 12i displayed the most potent inhibitory activity against nitric oxide (NO) production with EC50 value of 0.57 µM 12i can dose-dependently suppress the expression of iNOS and COX-2 but not change the expression of HO-1 protein. Moreover, 12i exhibited evidently neuroprotective effects on H2O2-induced PC12 cells damage and ferroptosis without cytotoxicity at 10 µM, as well as selectively metal chelating properties via chelating Cu2+. In addition, 12i showed a mixed-type inhibitory effect on AChE in vitro. The structure-activity relationships (SARs) analysis indicated that dioxolane groups on benzene ring and rigid oxime ester can improve the activity. Parallel artificial membrane permeation assay (PAMPA) also verified that 12i can overcome the blood-brain barrier (BBB). Overall, this is the first report on imidazolylacetophenone oxime-based multifunctional neuroprotective effects, suggesting that this type of compounds might be novel multifunctional agents against AD.


Assuntos
Acetofenonas/farmacologia , Descoberta de Drogas , Inibidores Enzimáticos/farmacologia , Imidazóis/farmacologia , Fármacos Neuroprotetores/farmacologia , Oximas/farmacologia , Acetofenonas/síntese química , Acetofenonas/química , Acetilcolinesterase/metabolismo , Animais , Compostos de Bifenilo/antagonistas & inibidores , Linhagem Celular , Ciclo-Oxigenase 2/metabolismo , Relação Dose-Resposta a Droga , Electrophorus , Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/química , Humanos , Imidazóis/síntese química , Imidazóis/química , Lipopolissacarídeos/antagonistas & inibidores , Lipopolissacarídeos/farmacologia , Camundongos , Estrutura Molecular , Fármacos Neuroprotetores/síntese química , Fármacos Neuroprotetores/química , Óxido Nítrico/antagonistas & inibidores , Óxido Nítrico/biossíntese , Oximas/síntese química , Oximas/química , Picratos/antagonistas & inibidores , Ratos , Relação Estrutura-Atividade
18.
Nat Prod Res ; 36(21): 5490-5498, 2022 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-34935575

RESUMO

Ribes himalense Royle ex Decne, a small shrub, is widely used as a Tibetan medicine in Chinese folk. In this study, three novel 1,1-diphenyl-2-picrylhydrazyl inhibitors named Rihimaside A, Rihimaside B, and Rihimaside C, as well as one known 1,1-diphenyl-2-picrylhydrazyl inhibitor, dihydromyricetin, were isolated from the leaves and stems of Ribes himalense Royle ex Decne using online high performance liquid chromatography-1,1-diphenyl-2-picrylhydrazyl activity screening system combined with medium and high-pressure liquid chromatography. All four 1,1-diphenyl-2-picrylhydrazyl inhibitors are dihydroflavonols. The 1,1-diphenyl-2-picrylhydrazyl scavenging activity and IC50 values of three novel 1,1-diphenyl-2-picrylhydrazyl inhibitors were determined using 1,1-diphenyl-2-picrylhydrazyl methods. Rihimaside A, Rihimaside B, and Rihimaside C exhibited IC50 values of 9.58 µg/mL, 12.57 µg/mL and 387 µg/mL, respectively.


Assuntos
Ribes , Sequestradores de Radicais Livres/farmacologia , Sequestradores de Radicais Livres/química , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Picratos/química , Compostos de Bifenilo/química , Cromatografia Líquida de Alta Pressão , Radicais Livres , Antioxidantes/farmacologia
19.
Carbohydr Polym ; 277: 118866, 2022 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-34893271

RESUMO

Herein, we developed clove essential oil (CEO) loaded Chitosan-ZnO hybrid nanoparticles (CS-ZnO@CEO (CZC NPs)) integrated chitosan/pullulan (CS/PL) nanocomposite films. SEM images revealed a homogenous distribution of CZC NPs with minimum aggregation in nanocomposite films. The incorporation of CZC NPs led to enhanced tensile strength (~39.82%), film hydrophobicity (~35.36%), UV light blocking ability, water vapor barrier (~84.64%), and oxygen barrier (~57.66%) compared to the bare CS/PL film and overall migration limit of CPCZC films were found below the permitted limit of 1000 µg/dm2. Besides, incorporation of CZC NPs into the CS/PL films enhanced antioxidant activity and showed strong antibacterial activity against P. aeruginosa, S. aureus, and E. coli. Also, the CPCZC films displayed potential to extend the shelf-life of chicken meat by up to 5 days when stored at 8 ± 2 °C. These results suggest that the prepared CPCZC films acquire the ideal prerequisites for potential active packaging materials.


Assuntos
Antibacterianos/farmacologia , Antioxidantes/farmacologia , Escherichia coli/efeitos dos fármacos , Embalagem de Alimentos , Staphylococcus aureus/efeitos dos fármacos , Antibacterianos/química , Antioxidantes/química , Compostos de Bifenilo/antagonistas & inibidores , Quitosana/química , Óleo de Cravo/química , Glucanos/química , Testes de Sensibilidade Microbiana , Nanopartículas/química , Tamanho da Partícula , Picratos/antagonistas & inibidores , Óxido de Zinco/química
20.
Mar Drugs ; 19(12)2021 Dec 02.
Artigo em Inglês | MEDLINE | ID: mdl-34940690

RESUMO

Recently, there has been emerging interest in various natural products with skin protective effects as they are recognized as safe and efficient. Microalgae have developed chemical defense systems to protect themselves against oxidative stress caused by UV radiation by producing various bioactive compounds including a number of secondary metabolites, which have potential for cosmeceutical applications. In addition, microalgae have various advantages as a sustainable source for bioactive compounds with diverse functions due to their rapid growth rate, high productivity, and use of non-arable land. In this study, we aimed to investigate the cosmeceutical potential of ethanol extract from Nannochloropsis sp. G1-5 (NG15) isolated from the southern West Sea of the Republic of Korea. It contained PUFAs (including EPA), carotenoids (astaxanthin, canthaxanthin, ß-carotene, zeaxanthin, violaxanthin), and phenolic compounds, which are known to have various skin protective functions. We confirmed that the NG15 extract showed various skin protective functions with low cytotoxicity, specifically anti-melanogenic, antioxidant, skin-moisturizing, anti-inflammatory, anti-wrinkling, and UV protective function, by measuring tyrosinase inhibition activity; melanin content; DPPH radical scavenging activity; expression of HAS-2, MMP-1, and Col1A1 genes; and elastase inhibition activity as well as cell viability after UV exposure. Our results indicated that the NG15 extract has the potential to be used for the development of natural cosmetics with a broad range of skin protective functions.


Assuntos
Antioxidantes/farmacologia , Microalgas , Extratos Vegetais/farmacologia , Envelhecimento da Pele/efeitos dos fármacos , Animais , Antioxidantes/química , Organismos Aquáticos , Compostos de Bifenilo/química , Cosméticos , Fibroblastos/efeitos dos fármacos , Humanos , Picratos/química , Extratos Vegetais/química , Raios Ultravioleta
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