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1.
J Asian Nat Prod Res ; 26(1): 26-37, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-38196236

RESUMEN

Eight new caffeoyl derivatives, elephantomentosides A-H (1 - 8), together with ten known ones (9 - 18), were isolated from the whole plant of Elephantopos tomentosus L. Their structures were elucidated using detailed spectroscopic analysis. Structurally, compounds 1 - 8 are composed of ß-D-glucopyranose, and almost all of the substituent positions are at the C-1' and C-4' of glucopyranose. The anti-inflammatory and antioxidant activities of all isolated compounds were evaluated in vitro. Compounds 9-10, 13-15, and 17-18 exhibited significant DPPH scavenging capacity with IC50 values in the range of 10.01-25.07 µM, in comparison with Vc (IC50, 17.98 µM).


Asunto(s)
Antioxidantes , Asteraceae , Estructura Molecular , Antioxidantes/farmacología , Antioxidantes/química , Asteraceae/química , Antiinflamatorios/farmacología , Antiinflamatorios/química
2.
Molecules ; 29(8)2024 Apr 12.
Artículo en Inglés | MEDLINE | ID: mdl-38675582

RESUMEN

Piper betle leaf powder is increasingly utilised as a health supplement. In this study, P. betle leaves were subjected to four different drying methods: convective air-drying, oven-drying, sun-drying, and no drying, with fresh leaves as control. Their antioxidant properties were then evaluated using colourimetric assays and GC-MS. Results showed that the sun-dried leaves had the highest (p < 0.05) total antioxidant capacity (66.23 ± 0.10 mg AAE/g), total polyphenol content (133.93 ± 3.76 mg GAE/g), total flavonoid content (81.25 ± 3.26 mg CE/g) and DPPH radical scavenging activity (56.48 ± 0.11%), and the lowest alkaloid content (45.684 ± 0.265 mg/gm). GC-MS analysis revealed that major constituents of aqueous extracts of fresh and sun-dried P. betle leaves were hydrazine 1,2-dimethyl-; ethyl aminomethylformimidate; glycerin; propanoic acid, 2-hydroxy-, methyl ester, (+/-)-; and 1,2-Cyclopentanedione. In conclusion, sun-dried leaves exhibited overall better antioxidant properties, and their aqueous extracts contained biologically active phytoconstituents that have uses in various fields.


Asunto(s)
Antioxidantes , Desecación , Piper betle , Extractos Vegetales , Hojas de la Planta , Hojas de la Planta/química , Antioxidantes/química , Antioxidantes/farmacología , Piper betle/química , Extractos Vegetales/química , Desecación/métodos , Flavonoides/química , Flavonoides/análisis , Polifenoles/química , Polifenoles/análisis , Cromatografía de Gases y Espectrometría de Masas , Alcaloides/química , Alcaloides/análisis
3.
J Sci Food Agric ; 104(9): 5305-5314, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38380983

RESUMEN

BACKGROUND: An attempt has been made to explore the nutritional profile of pink oyster mushrooms that have been grown in various agricultural residues, including sugarcane bagasse, rice straw, coconut coir and sawdust, along with other nutrient supplements such as defatted mustard and chickpea powder, for appropriate growth and fruiting body formation in a short span of time. The spawn production was experimented with five different grain varieties. The study became interesting when the observations differed slightly from the traditional practices, with the addition of defatted mustard supplements resulting in a positive correlation with respect to reducing the fruiting time, as well as improving yield and the nutritional profile of Pleurotus djamor. RESULTS: An elevated yield of 651.93 g kg-1 was recorded in the medium where the RS and DM were used in the ratio of 1:0.01 (rice straw +1% w/w defatted mustard) bag, whereas, in terms of protein content, a maximum yield of 32.57 ± 0.79 mg g-1 was observed when SB:DM was in the same ratio (sugarcane bagasse +1% w/w defatted mustard) bag. CONCLUSION: To confer the best outcomes from the screened substrates, a series of experiments were performed by varying the concentration of RS and SB, with 1% w/w DM. It is worth noting that the highest protein content of 32.76 ± 0.38 mg g-1 was obtained along with the total yield of 702.56 ± 2.9 g kg-1 of mushroom when the ratio of RS:SB was 0.7:0.3. © 2024 Society of Chemical Industry.


Asunto(s)
Valor Nutritivo , Pleurotus , Pleurotus/metabolismo , Pleurotus/química , Pleurotus/crecimiento & desarrollo , Oryza/química , Oryza/metabolismo , Oryza/crecimiento & desarrollo , Saccharum/química , Saccharum/metabolismo , Saccharum/crecimiento & desarrollo , Planta de la Mostaza/química , Planta de la Mostaza/crecimiento & desarrollo , Planta de la Mostaza/metabolismo , Cicer/química , Cicer/crecimiento & desarrollo , Cicer/metabolismo , Celulosa
4.
Mycoscience ; 64(6): 156-165, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-39229281

RESUMEN

Edible basidiomycetes are highly active in the oxidative decomposition and polymerisation of polyphenols, and soybeans contain large amounts of isoflavones, which are polyphenol glycosides. Isoflavone aglycones exhibit weak estrogenic activities. In this study, we investigated the isoflavone content, polyphenol production, antioxidant activity and ergothioneine (EGT) content of soybeans fermented by Pleurotus cornucopiae and Pleurotus ostreatus. Isoflavone glycosides, which were abundant in unfermented soybeans, decreased, and aglycones increased on day 10 of culture in both edible basidiomycete-fermented soybeans. The total maximum polyphenol content in soybeans fermented by both mushrooms were approximately 4 times higher on day 30 to 40 of culture, than that of unfermented soybeans. P. cornucopiae-fermented soybeans showed maximum antioxidant activity on day 20 of culture, and this was approximately 6.1 times higher than that of unfermented soybeans. EGT was not detected in unfermented soybeans, whereas both fermented soybeans showed a maximum EGT content on day 20 of culture, which was especially high in P. cornucopiae-fermented soybeans. The antioxidant activity and EGT of P. cornucopiae-fermented soybeans were higher than those of P. ostreatus, suggesting that EGT was responsible for the increase in the antioxidant activity of P. cornucopiae-fermented soybeans.

5.
Mar Drugs ; 20(11)2022 Nov 11.
Artículo en Inglés | MEDLINE | ID: mdl-36421984

RESUMEN

The isolation and chemical characterization of phlorotannins has gained special attention in recent years due to their specific health-promoting benefits. Flow-cell ultrasound-assisted extraction (90 W/cm2 of sonication power, 2 min of retention time and 20 g solvent/g algae of liquid-solid ratio) was carried out by using double-distilled water (WE) and acetone:water mixture (AWE) as extraction solvents. The AWE showed a higher total polyphenols content (TPC), carbohydrates (CHOs) and antioxidant activities than WE. However, when the WE was purified by using Amberlite XAD16 column, the purified WE (PWE) showed similar a TPC, decreased CHOs and increased antioxidant activity compared to WE. The oxidation of the PWE extract was evaluated under natural, forced and severe oxidation condition for 120 h. Only severe oxidation conditions were able to significantly reduce TPC and antioxidant activities. PWE was dialyzed (20, 10, 3.5 and 2 kDa). The main bioactive fraction of phlorotannins was obtained from 10 to 20 kDa. CHOs were distributed in fractions below 20 kDa. MALDI-TOF analysis was performed for PWE, PD20 and PD2 extracts to analyze the degree of polymerization of phlorotannins, which ranged from 4 to 17 phloroglucinol units/molecule. Fragmentation patterns allowed the proximate identification of several phlorotannins in Ascophyllum nodosum extracts.


Asunto(s)
Ascophyllum , Ascophyllum/química , Antioxidantes/química , Diálisis Renal , Polifenoles , Solventes , Extractos Vegetales/farmacología , Agua
6.
Molecules ; 27(7)2022 Apr 05.
Artículo en Inglés | MEDLINE | ID: mdl-35408737

RESUMEN

Hemp seed by-products, namely hemp cake (hemp meal) and hemp hulls were studied for their lipid content and composition. Total lipid content of hemp cake and hemp hulls was 13.1% and 17.5%, respectively. Oil extraction yields using hexane, on the other hand, were much lower in hemp cake (7.4%) and hemp hulls (12.1%). Oil derived from both hemp seeds and by-products were primarily composed of neutral lipids (>97.1%), mainly triacylglycerols (TAGs), determined by SPE and confirmed by NMR study. Linoleic acid was the major fatty acid present in oils derived from hemp by-products, covering almost 55%, followed by α-linolenic acid, covering around 18% of the total fatty acids. For the first time, 47 intact TAGs were identified in the hemp oils using UPLC-HRMS. Among them, TAGs with fatty acid acyl chain 18:3/18:2/18:2 and 18:3/18:2/18:1 were the major ones, followed by TAGs with fatty acid acyl chain of 18:3/18:3/18:2, 18:2/18:2/16:0, 18:2/18:2/18:1, 18:3/18:2.18:0, 18:2/18:2/18:0, 18:2/18:1/18:1 and 18:3/18:2:16:0. Besides TAGs, low levels of terpenes, carotenoids and cannabidiolic acid were also detected in the oils. Moreover, the oils extracted from hemp by-products possessed a dose-dependent DPPH radical scavenging property and their potencies were in a similar range compared to other vegetable oils.


Asunto(s)
Cannabis , Cannabis/química , Ácidos Grasos/análisis , Aceites de Plantas/química , Semillas/química , Triglicéridos/análisis
7.
J Pept Sci ; 27(4): e3295, 2021 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-33410242

RESUMEN

The red tree frog Litoria rubella from Australia has been studied for several decades showing that their dorsal skin glands secrete a number of small peptides containing a Pro-Trp sequence, known as tryptophyllin L peptides. Although peptides from many genera of Australian frogs have been reported to possess a variety of biological activities, the bioactivities of this peptide family have remained to be discovered. In this study, we investigated the antioxidant potency of a number of tryptophyllin L peptides for the first time using a joint statistical and experimental approach in which predictions based on Gaussian three-dimensional quantitative structure-activity relationship (3D-QSAR) models were employed to guide an in vitro experimental investigation. Two tryptophyllin tripeptides P-W-L (OH) and P-W-L (NH2 ) were predicted to have the Trolox equivalent antioxidant capacity (TEAC) values of 0.80 and 0.87 µM Trolox/µM peptide, respectively. With those promising results, antioxidant capabilities of five tryptophyllin L peptides with the common core Pro-Trp-Leu were synthesized and subjected to 1,1-diphenyl-2-picrylhydrazyl (DPPH), ferric reducing ability of plasma (FRAP) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) radical cation (ABTS˙+ ) radical scavenging assays. The tests indicated that all the tested tryptophyllin L peptides, noticeably S-P-W-L (OH) and F-P-W-L (NH2 ), are strong ABTS˙+ radical scavengers and moderate scavengers in the other two assays. The results, thus, suggested that the tryptophyllin L peptides are likely to be a part of the skin antioxidant system helping the frog to cope with drastic change in oxygen exposure and humidity, as they inhabit over a large area of Australia with a wide climate variation.


Asunto(s)
Antioxidantes/farmacología , Oligopéptidos/farmacología , Relación Estructura-Actividad Cuantitativa , Animales , Antioxidantes/síntesis química , Antioxidantes/química , Anuros , Benzotiazoles/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Modelos Moleculares , Oligopéptidos/síntesis química , Oligopéptidos/química , Picratos/antagonistas & inhibidores , Ácidos Sulfónicos/antagonistas & inhibidores
8.
Arch Microbiol ; 202(10): 2779-2789, 2020 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-32743668

RESUMEN

Endophytes are considered one of the most important microbial resources for obtaining biomolecules of therapeutic use. Passiflora incarnata, widely employed by the pharmaceutical industry, shows therapeutic effects on anxiety, nervousness, constipation, dyspepsia and insomnia based on their antioxidant compounds. In this study, from 315 endophytic fungi isolated from P. incarnata leaves, 60 were selected to determinate presence of chemical constituents related with antioxidant activity, based on their production of soluble pigments. The promising fungi were evaluated specifically on their potential to produce phenolic compounds, flavonoids and for antioxidant activity. Five isolates significantly produced flavonoids and phenolic compounds in the ethyl acetate and n-Butanol extracts, also saponins and high antioxidant activity against the DPPH (2.2-diphenyl-1-picrylhydrazyl) free radical. A strain of Aspergillus nidulans var. dentatus (former Emericella dentata) was able to produce tannins as well; its butanolic extract was very similar than the BHT (butylated hydroxytoluene) (94.3% × 94.32%) and Rutin (95.8%) reference substances in the DPPH radical scavenging. Similarly, a Chaetomium strain exhibited 93.6% and 94.7% of antioxidant activity in their ethyl acetate and butanolic fractions, respectively. The chromatographic analysis of the ethyl acetate fraction from the Aspergillus strain revealed the production of orcinol (3.19%). Four-methoxymethylphenol (4.79%), sorbicillin (33.59%) and ergosterol (23.08%) was produced by Trichoderma longibrachiatum and isopropenyl-1,4-dimethyl-1,2,3,3a,4,5,6,7-octahydroazulene were found in two Fusarium oxysporum strains. The phytochemical screening showed that all analyzed fungi were able to produce a kind of secondary metabolite (phenols, flavonoids, tannins and/or saponins). The study shows a great underexplored potential for industrial application of P. incarnata endophytes.


Asunto(s)
Antioxidantes/análisis , Flavonoides/análisis , Hongos/aislamiento & purificación , Hongos/metabolismo , Passiflora/microbiología , Fenoles/análisis , Compuestos de Bifenilo/análisis , Endófitos/clasificación , Endófitos/aislamiento & purificación , Endófitos/metabolismo , Radicales Libres/análisis , Hongos/clasificación , Extractos Vegetales/química , Hojas de la Planta/microbiología , Taninos
9.
Biomed Chromatogr ; 33(10): e4583, 2019 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-31087668

RESUMEN

Honeysuckle (Lonicera japonica flos) is a well-known agent of edible and medicinal value in China and its antioxidative activity makes a major contribution to its dual use. However, the compounds responsible for its antioxidative activity are still unknown. In this study, 10 batches of honeysuckle were collected from different origins in China. The fingerprints were established by HPLC technique to investigate the compounds and a 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity assay was carried out to evaluate their antioxidant activity. partial least squares regression analysis was applied to set up the regression equation between DPPH radical scavenging activity and average peak area of common peaks of fingerprints. The results showed that peaks 10 (isochlorogenic acid B), 12 (isochlorogenic acid C), 11 (isochlorogenic acid A) and 9 (cynaroside) in the fingerprints were closely related to the antioxidant activity of 50% methanol extracts of honeysuckle. This study successfully established the spectrum-effect relationship between HPLC fingerprints and DPPH radical scavenging activity and provided a general model for exploring active components with a combination of chromatography and efficacy.


Asunto(s)
Antioxidantes , Cromatografía Líquida de Alta Presión/métodos , Lonicera/química , Extractos Vegetales , Antioxidantes/análisis , Antioxidantes/química , Compuestos de Bifenilo/química , Ácido Clorogénico/análisis , Ácido Clorogénico/química , Glucósidos/análisis , Glucósidos/química , Luteolina/análisis , Luteolina/química , Picratos/química , Extractos Vegetales/análisis , Extractos Vegetales/química , Reproducibilidad de los Resultados
10.
J Asian Nat Prod Res ; 20(3): 292-298, 2018 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-28463577

RESUMEN

A new triterpenoid, namely myricarin C (compound 1), together with three known compounds myricarin A (compound 2) and myricarin B (compound 3), 3α-hydroxy-D-friedoolean-14-en-28-oic acid (compound 4), was isolated from the overground part of Myricaria squamosa. Compound 2 and compound 3 existed in the solution by the form of cis-trans isomers. Their structures were elucidated by means of extensive spectroscopic methods, including 1D-NMR, 2D-NMR, and HR-ESI-MS. The antioxidant properties of all compounds were calculated based on the DPPH radical scavenging activities. Results showed that myricarin A and myricarin C had general antioxidant activities with EC50 values of 40.90 µg/ml, 42.22 µg/ml, respectively, compared to the control, rutin (5.17 µg/ml). The EC50 values of myricarin B was 195.81 µg/ml. Compound 4 had no antioxidant activities.


Asunto(s)
Antioxidantes/aislamiento & purificación , Antioxidantes/farmacología , Triterpenos/aislamiento & purificación , Triterpenos/farmacología , Antioxidantes/química , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/aislamiento & purificación , Depuradores de Radicales Libres/farmacología , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Triterpenos/química
11.
Molecules ; 23(2)2018 Jan 29.
Artículo en Inglés | MEDLINE | ID: mdl-29382176

RESUMEN

The aim of this study was to evaluate the quality characteristics of seven yacon (Smallanthus sonchifolius Poepp. and Endl.) cultivars (Cajamarca, Cusco, Early White, Late Red, Morado, New Zealand and Quinault) cultivated in the southwest of Germany. The following phyto/chemical traits were investigated in different yacon tuber parts (flesh, peel, and whole tubers): total dry matter, sugar content (fructose, glucose, and sucrose content), total phenolic content (TPC), total flavonoid content (TFC), 2,20-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging activity, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, and Ferric reducing antioxidant power (FRAP). The results indicated a significant interaction between cultivar and tuber part on all of the examined traits (p < 0.0001). Of flesh and whole tuber, cv. Late Red, cv. Morado, and cv. Cajamarca had the highest TPC, TFC, DPPH radical scavenging activity, and FRAP. They also had relatively higher total sugar content. Cv. New Zealand had the lowest amount of sugars, TPC, TFC, DPPH radical scavenging activity, and FRAP, but the highest ABTS radical scavenging activity content in its flesh and whole tuber. Moreover, the results indicated that the peel of yacon tubers contained considerably high amounts of phytochemicals while possessing low sugar contents. Overall, this study provides a broad insight into the phyto/chemical content of yacon tubers from different cultivars, which can be used for further breeding programs, and the selection of proper cultivars for specific food product development.


Asunto(s)
Antioxidantes/análisis , Asteraceae/química , Flavonoides/análisis , Tubérculos de la Planta/química , Azúcares/análisis , Especificidad de la Especie
12.
Mol Divers ; 21(3): 611-620, 2017 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-28477101

RESUMEN

In this paper, a series of bis(2,3-dihydroquinazolin-4(1H)-one) derivatives (4a-i, 10a-k) were synthesized by the one-pot pseudo-five-component reaction of isatoic anhydride with aromatic aldehydes and aromatic amines under reflux in glacial acetic acid. The synthesized compounds were screened for their antioxidant properties using the DPPH radical scavenging method. Compounds 4i and 10h showed potent radical scavenging activities at 20 [Formula: see text] compared to BHA and ascorbic acid. The anticancer activity of compound 4f was evaluated against human breast cancer cell line (MCF 7), and the observed [Formula: see text] was found to be 11.4 [Formula: see text]. The redox behaviour of some analogues was evaluated by cyclic voltammetric methods, and it is found that compound 7d possesses the maximum redox potential.


Asunto(s)
Antineoplásicos/síntesis química , Antioxidantes/síntesis química , Quinazolinonas/síntesis química , Antineoplásicos/química , Antineoplásicos/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Humanos , Células MCF-7 , Estructura Molecular , Oxidación-Reducción/efectos de los fármacos , Quinazolinonas/química , Quinazolinonas/farmacología
13.
J Food Sci Technol ; 54(10): 3327-3337, 2017 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-28974818

RESUMEN

This study was designed to determine the effect of osmotic dehydration (OD) process temperature (35-55 °C), sucrose concentration (40-60% w/w) and immersion time (90-210 min) on the water loss (WL), solid gain (SG), DPPH radical scavenging activity, ferric reducing antioxidant power (FRAP) and sensory quality of the dehydrated Terung Asam slices. Response Surface Methodology with Central Composite Design was applied to investigate the influence of these variables on the aforementioned responses. The increase in the levels of these processing parameters increased the WL and SG. The antioxidant activities also increased with sugar concentration, but reduced with immersion time and temperature elevation. About 36-80% of IC50 and 47-72% of FRAP were depleted after osmotic process. The loss of antioxidants was predominantly due to leaching during osmotic treatment rather than hot air drying. Despite the losses of these compounds, osmotic pretreatment was able to improve the sensory quality of the product. The optimum OD process condition was predicted as process temperature 38.1 °C, sucrose concentration 55.6% and osmotic duration 126.3 min.

14.
J Asian Nat Prod Res ; 18(8): 804-11, 2016 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-26999039

RESUMEN

A new xanthone, namely garcinexanthone G (1), along with eight known compounds, stigmasta-5,22-dien-3ß-ol (2), stigmasta-5,22-dien-3-O-ß-glucopyranoside (3), 3ß-acetoxy-11α,12α-epoxyoleanan-28,13ß-olide (4), 2,6-dimethoxy-p-benzoquinone (5), 1,3,5-trihydroxy-2-methoxyxanthone (6), 1,3,7-trihydroxyxanthone (7), kaempferol (8) and quercetin (9), were isolated from the stem bark of Garcinia atroviridis. Their structures were elucidated based on spectroscopic methods including nuclear magnetic resonance (NMR-1D and 2D), UV, IR, and mass spectrometry. All the isolated compounds were evaluated for their antioxidant properties based on the DPPH radical scavenging activities. Results showed that 1,3,7-trihydroxyxanthone and quercetin showed significant antioxidant activities with EC50 values of 16.20 and 12.68 µg/ml, respectively, as compared to the control, ascorbic acid (7.4 µg/ml).


Asunto(s)
Antioxidantes/aislamiento & purificación , Antioxidantes/farmacología , Depuradores de Radicales Libres/aislamiento & purificación , Depuradores de Radicales Libres/farmacología , Garcinia/química , Xantonas/aislamiento & purificación , Xantonas/farmacología , Antioxidantes/química , Benzoquinonas , Compuestos de Bifenilo/farmacología , Depuradores de Radicales Libres/química , Malasia , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Picratos/farmacología , Xantonas/química
15.
Int J Mol Sci ; 17(8)2016 Aug 17.
Artículo en Inglés | MEDLINE | ID: mdl-27548139

RESUMEN

Cistus incanus (Cistaceae) is a Mediterranean evergreen shrub. Cistus incanus herbal teas have been used as a general remedy in traditional medicine since ancient times. Recent studies on the antioxidant properties of its aqueous extracts have indicated polyphenols to be the most active compounds. However, a whole chemical characterisation of polyphenolic compounds in leaves of Cistus incanus (C. incanus) is still lacking. Moreover, limited data is available on the contribution of different polyphenolic compounds towards the total antioxidant capacity of its extracts. The purpose of this study was to characterise the major polyphenolic compounds present in a crude ethanolic leaf extract (CEE) of C. incanus and develop a method for their fractionation. Superoxide anion, hydroxyl and DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging assays were also performed to evaluate the antioxidant properties of the obtained fractions. Three different polyphenolic enriched extracts, namely EAC (Ethyl Acetate Fraction), AF1 and AF2 (Aqueos Fractions), were obtained from CEE. Our results indicated that the EAC, enriched in flavonols, exhibited a higher antiradical activity compared to the tannin enriched fractions (AF1 and AF2). These findings provide new perspectives for the use of the EAC as a source of antioxidant compounds with potential uses in pharmaceutical preparations.


Asunto(s)
Antioxidantes/química , Cistus/química , Extractos Vegetales/química , Hojas de la Planta/química , Polifenoles/química , Compuestos de Bifenilo/química , Radical Hidroxilo/química , Picratos/química , Espectrometría de Masa por Ionización de Electrospray , Espectrometría de Masas en Tándem
16.
Molecules ; 20(10): 18870-85, 2015 Oct 16.
Artículo en Inglés | MEDLINE | ID: mdl-26501251

RESUMEN

Proanthocyanidins, which are composed of oligomeric flavan-3-ol units, are contained in various foodstuffs (e.g., fruits, vegetables, and drinks) and are strongly biologically active compounds. We investigated which element of the proanthocyanidin structure is primarily responsible for this functionality. In this study, we elucidate the importance of the upper-unit of 4-8 condensed dimeric flavan-3-ols for antimicrobial activity against Saccharomyces cerevisiae (S. cerevisiae) and cervical epithelioid carcinoma cell line HeLa S3 proliferation inhibitory activity. To clarify the important constituent unit of proanthocyanidin, we synthesized four dimeric compounds, (-)-epigallocatechin-[4,8]-(+)-catechin, (-)-epigallocatechin-[4,8]-(-)-epigallocatechin, (-)-epigallocatechin-[4,8]-(-)-epigallocatechin-3-O-gallate, and (+)-catechin-[4,8]-(-)-epigallocatechin and performed structure-activity relationship (SAR) studies. In addition to antimicrobial activity against S. cerevisiae and proliferation inhibitory activity on HeLa S3 cells, the correlation of 2,2-diphenyl-l-picrylhydrazyl radical scavenging activity with the number of phenolic hydroxyl groups was low. On the basis of the results of our SAR studies, we concluded that B-ring hydroxyl groups of the upper-unit of the dimer are crucially important for strong and effective activity.


Asunto(s)
Flavonoides/química , Depuradores de Radicales Libres/química , Antifúngicos/química , Antifúngicos/farmacología , Antineoplásicos/química , Antineoplásicos/farmacología , Compuestos de Bifenilo/química , Proliferación Celular/efectos de los fármacos , Ensayos de Selección de Medicamentos Antitumorales , Flavonoides/farmacología , Depuradores de Radicales Libres/farmacología , Radicales Libres/química , Células HeLa , Humanos , Concentración 50 Inhibidora , Pruebas de Sensibilidad Microbiana , Picratos/química , Saccharomyces cerevisiae/efectos de los fármacos , Relación Estructura-Actividad
17.
J Food Sci Technol ; 52(4): 2175-83, 2015 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-25829598

RESUMEN

The purpose of this study was to explore the influences of roasting process on the nutritional composition and nutritive value, antinutritional factors, bioactive compounds and antioxidant activity of guava seeds. Roasting process caused significant (P ≤ 0.05) decreases in moisture content, crude protein, crude fiber, ash and mineral contents, isoleucine, arginine, glutamic and total aromatic and sulfur amino acids, antinutritional factors (tannins and phytic acid) and flavonoids, while oil content increased. Subjecting guava seeds to 150 °C for 10, 15 and 20 min increased the total essential amino acids from 35.19 g/100 g protein in the raw sample to 36.96, 37.30 and 37.47 g/100 g protein in roasted samples, respectively. Protein efficiency ratio (PER) of guava seeds roasted at 150 °C for 10, 15 and 20 min were about 1.08, 1.14 and 1.18 times as high as that in unroasted seeds. Lysine was the first limiting amino acid, while leucine was the second limiting amino acid in raw and roasted guava seeds. Total phenolic contents was significantly (P ≤ 0.05) increased by roasting at 150 °C for 10 min. However, roasting at 150 °C for 15 and 20 min caused significant decrease in the phenolic content of guava seeds. Guava seeds subjected to roasting process showed higher DPPH radical scavenging and reducing power activities.

18.
J Asian Nat Prod Res ; 16(12): 1126-31, 2014 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-25355272

RESUMEN

A phytochemical investigation on the ethyl acetate soluble fraction of Zanthoxylum armatum led in the isolation of two new prenylated alkaloids 2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carbaldehyde (1) and methyl-2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carboxylate (2), along with three known lignans cisamin (3), methyl pirpirtol (4), and fargesin (5) and one known alkaloid dictamine (6). Their structures were established on the basis of spectroscopic and crystallographic analysis and by comparison of the data with those in the literature. All the isolated compounds were screened for the DPPH free radical scavenging activity. Compounds 1, 2, and 6 showed profound activity while compounds 3-5 showed moderate activity.


Asunto(s)
Alcaloides/aislamiento & purificación , Carbazoles/aislamiento & purificación , Depuradores de Radicales Libres/aislamiento & purificación , Zanthoxylum/química , Alcaloides/química , Alcaloides/farmacología , Benzodioxoles/aislamiento & purificación , Compuestos de Bifenilo/farmacología , Carbazoles/química , Carbazoles/farmacología , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Lignanos/aislamiento & purificación , Estructura Molecular , Pakistán , Picratos/farmacología , Prenilación , Quinolinas/química , Quinolinas/aislamiento & purificación , Quinolinas/farmacología
19.
Heliyon ; 10(3): e24651, 2024 Feb 15.
Artículo en Inglés | MEDLINE | ID: mdl-38317943

RESUMEN

Laetiporus cremeiporus is the edible mushroom distributed in East Asia. It has been reported that an extract of L. cremeiporus exhibited DPPH radical scavenging activity. The aim of this study is to identify the antioxidant compound from L. cremeiporus. Guided by DPPH radical scavenging activity, a new antioxidant phenolic compound inaoside A (1) and three well-known bioactive compounds 5'-S-methyl-5'-thioadenosine (MTA, 2), nicotinamide (3), and adenosine (4) were isolated from L. cremeiporus. An antioxidant compound was isolated from L. cremeiporus for the first time. This is the first report of the isolation of 1, 2, and 4 from L. cremeiporus. The structures were determined by one- and two-dimensional NMR spectroscopic analysis and chemical derivatization. The antioxidant activities of extracts, fractions, and isolated compounds were evaluated by a DPPH radical scavenging assay. Compound 1 exhibited significant DPPH radical scavenging activity (80 % inhibition at 100 µg/mL, IC50 79.9 µM, trolox equivalent antioxidant capacity (TEAC) = 0.36).

20.
Pharmaceuticals (Basel) ; 17(3)2024 Feb 23.
Artículo en Inglés | MEDLINE | ID: mdl-38543076

RESUMEN

Orostachys margaritifolia Y. N. Lee (OMY) is an endemic Korean plant in the family Crassulaceae that is known to contain a variety of bioactive compounds. To assess the physiological activities of an OMY ethanol extract, ABTS+ and DPPH radical scavenging assays and a nitric oxide (NO) inhibition assay were conducted. The phytochemical makeup of the extract was profiled via liquid chromatography-mass spectrometry (LC-ESI/MS) and high-performance liquid chromatography with a photodiode array detector (HPLC/PDA). The OMY extract was found to have weaker ABTS+ and DPPH radical scavenging activities than the control group (green tea). In the NO inhibition assay, the OMY extract induced a significant increase in macrophage cell viability but showed a lower NO inhibitory activity than l-NAME, producing an IC50 value of 202.6 µg/mL. The LC-ESI/MS and HPLC/PDA analyses identified isoquercitrin and astragalin in the OMY extract, quantifying their contents at 3.74 mg/g and 3.19 mg/g, respectively. The study revealed possibilities for the utilization of OMY as a future source of drugs for alleviating inflammation and diseases related to reactive oxygen species.

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