共查询到20条相似文献,搜索用时 31 毫秒
1.
Kim SM Kang SW Jeon JS Jung YJ Kim CY Pan CH Um BH 《Biomedical chromatography : BMC》2012,26(2):199-207
Gradient HPLC coupled to Diode Array Detector (DAD), MS/MS and NMR was applied to the rapid structure determination of major compounds of methanol extracts from leaves and roots of Petasites japonicus. The relative antioxidant capacities of the compounds were evaluated by an HPLC system with post-column on-line antioxidant detection based on 2,2'-azinobis-3-ethylbenzothiazoline-6-sulfonic acid radical scavenging. Six compounds were successfully separated on a reverse-phase C(18) column and were identified as 5-caffeoylquinic acid (5-CQA), fukinolic acid (FA), 3,5-di-O-caffeoylquinic acid (3,5-DCQA), quercetin-3-O-(6″-acetyl)-β-glucopyranoside (QAG), 4,5-di-O-caffeoylquinic acid (4,5-DCQA) and kaempferol-3-O-(6″-acetyl)-β-glucopyranoside (KAG) by MS/MS and (1)H NMR data. Among these compounds, those containing a caffeoyl moiety (5-CQA, FA, 3,5- and 4,5-DCQA) showed relatively strong radical scavenging capacity, with 3,5-DCQA having the greatest radical scavenging capacity in leaf (23.09% of total antioxidant capacity) and root (26.47%) extracts. The relative radical scavenging portion of QAG was only 3.41% in the leaves and KAG did not show any radical scavenging activity. These results demonstrate that the hyphenated HPLC techniques can be successfully applied to rapidly identify structures and evaluate antioxidant activities without prior purification of compounds from plant tissues of P. japonicus. 相似文献
2.
Atefeh Bahmanzadegan Vahid Rowshan Faraneh Zareiyan Ahmad Hatami 《Natural product research》2019,33(16):2376-2378
Lagoecia cuminoides L. belongs to the family of Umbelliferae (Apiaceae), and known also as common wild cumin. The aerial parts of L. cuminoides were collected at the flowering stage and dried, then the methanolic extract was analyzed for polyphenol compounds identified by HPLC-DAD and antioxidant activity (DPPH(2,2-diphenyl-1-picrylhydrazyl) radical scavenging assay). It was found that the predominant phenolic constituents were chlorogenic acid, hesperidin, rosmarinic acid, hesperetin and vanillin. The antioxidant activity of methanolic extract from L. cuminoides was found 1597 μg/mL in DPPH scavenging assay. There is no strict positive relationship between the polyphenolic content and antioxidant activity of extracts. 相似文献
3.
José Alejandro Sánchez-Gutiérrez Monserrat Vázquez-Sánchez Dioselina Álvarez-Bernal María Daniela Mares-Quiñones Juan Ignacio Valiente-Banuet 《Analytical letters》2018,51(13):1986-1998
The total phenolic and flavonoid content, phenolic composition, and in vitro antioxidant capacity of ethanolic extracts of Ximenia parviflora Benth. var. parviflora fruits collected at Zinaparo, Michoacan (in central Mexico) were determined. Fruit extracts present a high scavenging activity of 2,2-diphenyl-1-picrylhydrazyl and 2,2′-azino-bis[3-ethylbenzothiazoline-6-sulfonic acid] radicals (71.49?±?0.11% and 85.00?±?1.29% inhibition, respectively). The four phenolic compounds identified in fruit extracts by high-performance liquid chromatography with diode array detection were gallic acid, chlorogenic acid, caffeic acid, and quercetin. X. parviflora fruits may be used as a starting material for the extraction of high value antioxidant phenolic compounds with potential applications in the pharmaceutical and dietary supplement industries. 相似文献
4.
Xuan Sun Long Chen Huijiao Yan Li Cui Hidayat Hussain Lei Xie Jie Liu Yujuan Jiang Zhaoqing Meng Guiyun Cao Jeonghill Park Daijie Wang 《Journal of separation science》2022,45(11):1856-1865
Paeonia lactiflora Pall., one of the most famous classical herbal medicine, has been used to treat diseases for over 1200 years. In this research, the functional ingredients were purified by online-switch two-dimensional high-speed counter-current chromatography combined with inner-recycling and continuous injection mode. The antioxidant activity was evaluated by investigating the 2,2′-azobis (2-amidinopropane) dihydrochloride-induced oxidant damage in vitro and confirmed through molecular docking. n-Butanol/ethyl acetate/water (2:3:5, v/v) solvent system was used for the first-dimensional separation and optimized the sample loading. Two pure compounds and a polyphenol-enriched fraction were separated. The polyphenol-enriched fraction was separated with a solvent system n-hexane/ethyl acetate/methanol/water (2:8:4:6, v/v) with continuous injection mode. Five compounds were successfully separated, including gallic acid ( 1 ), methyl gallate ( 2 ), albiflorin ( 3 ), paeoniflorin ( 4 ), and ethyl gallate ( 5 ). Their structures were identified by mass spectrometry and NMR spectroscopy. The results from the antioxidant effect showed that albiflorin had stronger antioxidant activity. Molecular docking results indicated that the affinity energy of the identified compounds ranged from -3.79 to -8.22 kcal/mol and albiflorin showed the lowest affinity energy. Overall, all those findings suggested that the strong antioxidant capacity of albiflorin can be potentially used for the treatment of diseases caused by oxidation. 相似文献
5.
Hana M.A. Abumelha 《Journal of heterocyclic chemistry》2020,57(3):1011-1022
A series of novel nicotinonitrile derivatives were synthesized by hybridization with thiazole, pyrazole, and pyridine ring systems using 4-aminobenzohydrazide as link-bridge. The synthetic strategy of nicotinonitrile-thiazole analogues involves cyclization of the precursor N-phenyl thiosemicarbazide derivative 4 with chloroacetic acid and phenacyl bromide. The reaction of hydrazide 3 with acetylacetone and/or ethyl acetoacetate was applied as a synthetic route for accessing 2-((4-(pyrazole-1-carbonyl)phenyl)amino)-nicotinonitrile derivatives 9–10 . The 2-((4-(4-thiazolylidene-pyrazole-1-carbonyl)-phenyl)amino)nicotinonitriles 14–15 were obtained via a nucleophilic addition of pyrazolone 10 to phenyl isothiocyanate followed by cyclization with chloroacetone, phenacyl chloride, and/or ethyl bromoacetate. The 6-amino-4-aryl-3,5-dicyano-2-oxo-1-(4-substitutedbenzamido)-pyridines 19 were synthesized by Knoevenagel condensation N′-(2-cyanoacetyl)-benzohydrazide derivative 16 with substituted benzaldehydes followed by heating with malononitrile. All synthesized products were evaluated for their antioxidant potentialities using of 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radical cation delcolorization assay. The nicotinonitrile-thiazole hybrid 6b was found the most promising antioxidant agent with inhibition activity 86.27%. 相似文献
6.
《应用有机金属化学》2017,31(2)
The antioxidant activity of two primary antioxidants, 2,2′‐methylenebis(4‐methyl‐6‐tert ‐butylphenol) (MMBPH2) and 2,2′‐methylenebis(4,6‐di‐tert ‐butylphenol) (MDBPH2), has been studied using the 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) method. The synthesized compounds have been successfully characterized systematically using elemental analyses, infrared, 1H NMR and 13C NMR spectra and GC–MS. Importantly, it has been found that the compound MMBPH2 in particular is more active in DPPH radical scavenging. In addition, density functional theory calculations (B3LYP) have been used to predict the antioxidant activity and predict structural geometries of the compounds in the gas phase. 相似文献
7.
Salma Moosun John A. Joule Minu G. Bhowon Sabina Jhaumeer-Laulloo 《Phosphorus, sulfur, and silicon and the related elements》2013,188(11):1383-1400
Abstract A series of novel acyclic and cyclic diaryl sulphides was synthesized from 2,2′-dithiobenzoic acid. The various diaryl sulphides were characterized by use of spectral (IR, 1H and 13C NMR, ESI/MS) and elemental analyses. The antimicrobial activities of the compounds were evaluated in terms of their minimum inhibition concentration (MIC) against a panel of clinical isolates bacteria and were found to possess only moderate antimicrobial activities. N,N′-Bis(2-hydroxyphenyl)-2,2′-thiodibenzamide (13), exhibiting a hydroxy group at the phenyl ring, was the most active antimicrobial agent within the series, with MIC values of 0.05 mg mL–1 and 10 mg mL–1 against Staphylococcus aureus and Bacillus cereus, respectively. The antioxidant efficiency of the diaryl sulphides was determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity with 13 being the most active compound. The interaction of 2,2′-thiodibenzanilide, N,N′-bis(2-methylphenyl)-2,2′-thiodibenzamide, and N,N′-bis(2-hydroxyphenyl)-2,2′-thiobenzamide with guanine, glutamic acid, and urea were studied quantitatively with binding constants ranging from 1 × 103 M?1 to 2.7 × 104 M?1. 相似文献
8.
Shomaila Mehmood Li-Yuan Zhou Xiao-Fang Wang Xiao-Du Cheng Fan-Ju Meng Ya Wang 《Journal of carbohydrate chemistry》2019,38(3):192-211
A novel heteroglycan TLH-G was successfully isolated from Tricholoma lobayense cultivated in south China. TLH-G was composed of five monosaccharides, namely, mannose, rhamnose, glucuronic acid, glucose and galactose, and consisted of →1)-β-D-Glcp-(6→ and →1)-α-D-Galp-(3→ motifs. TLH-G had excellent scavenging activities towards 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radicals. Structure-activity relationship analysis demonstrated that glycosidic bond types, monosaccharide composition, and branching degree were more important for the antioxidant activity of polysaccharides from Tricholoma lobayense than other structural factors. All the above results showed that the growth environment played a crucial role in the structure and antioxidant activity of polysaccharides from Tricholoma lobayense. 相似文献
9.
G. N. Nugumanova T. A. Barsukova S. V. Bukharov D. B. Krivolapov I. A. Litvinov V. V. Syakaev N. A. Mukmeneva A. R. Burilov 《Russian Journal of General Chemistry》2010,80(7):1341-1344
3-[2-(3,5-Di-tert-butyl-4-hydroxyphenylsulfanyl)acetoxy]2,2-bis[2-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl) acetoxymethyl]propyl 3,5-di-tert-butyl-4-hydroxyphenylsulfanylacetate was synthesized. Its structure was determined by means of 1H and 13C NMR spectroscopy and X-ray-diffraction analysis. This compound was found to possess high antioxidant activity in the conditions
of auto-oxidation of low-pressure polyethylene. 相似文献
10.
We evaluated the antioxidant properties of four main flavones from Scutellaria baicalensis: baicalein, wogonin and their glucuronides – baicalin and wogonoside. We used three in vitro assays: free radical scavenging with 2,2′-diphenylpicrylhydrazyl radical, transition metal ions reducing power by phosphomolybdenum assay and inhibition of the hydroxyl radical-induced peroxidation of linoleic acid assay. All flavones have antioxidant capacity, which differs depending on the structure and mechanisms of activity. In all tests, only baicalein – the aglycone with three adjacent hydroxyl groups – exhibited consistent antioxidant effect. Wogonin protected linoleic acid against oxidation. Baicalin displayed less potent antioxidant properties whereas wogonoside did not have significant antioxidant activity. 相似文献
11.
《应用有机金属化学》2018,32(3)
Electrochemical transformations and antioxidant activity of some Schiff bases 1 – 5 containing ferrocenyl group and (thio‐)phenol, catechol fragments were investigated. Compounds under investigation are: 2‐(ferrocenylmethylene)amino)phenol ( 1 ), 2‐((ferrocenylmethylene)amino)‐4,6‐di‐tert‐butylphenol ( 2 ), 2‐((ferrocenylmethylene)amino)‐thiophenol ( 3 ), 3‐((ferrocenylmethylene)hydrazonomethyl)‐4,6‐di‐tert‐butylcatechol ( 4 ) and 2‐((3,5‐di‐tert‐butyl‐4‐hydroxybenzylidene)amino)thiophenol ( 5 ). In a case of compounds 1 – 3 it has shown that the sequence of electrochemical transformations leads to the products of intramolecular cyclization – 2‐ferrocenylbenzoxazole (benzothiazole). o‐Quinone formation occurs during the electrochemical oxidation of catechol‐ferrocene 4 at the first anode stage. Electrochemical oxidation of the redox‐active fragments in Schiff bases 1–4 can be achieved indirectly at a lower potential corresponding to the oxidation of ferrocenyl moiety, consequently these substances can reveal more pronounced antioxidant properties. The antioxidant activities of the compounds were evaluated using 2,2′‐diphenyl‐1‐picrylhydrazyl radical (DPPH) assay, the reaction of 2,2′‐azobis(2‐amidinopropane hydrochloride) (AAPH) induced glutathione depletion (GSH), the oxidative damage of the DNA, the process of lipid peroxidation of rat (Wistar) brain homogenates in vitro. The compounds 1–4 in the antioxidant assays show effectiveness comparable with standard antioxidants (vitamin E, Trolox) and in some parameters superior to them. In the reaction of AAPH with the glutathione compounds 2–5 have a more pronounced protective activity than Trolox. Compounds 1–5 inhibit AAPH induced oxidation damage of the DNA. The more effective inhibitors of the lipid peroxidation process in vitro are molecules containing the bulky tert‐butyl groups: 2 and 4 and Schiff base 3 . 相似文献
12.
Asit Ray Sudipta Jena Basudeba Kar Jeetendranath Patnaik Pratap Chandra Panda 《Natural product research》2019,33(10):1482-1485
The chemical constituents of the essential oils hydrodistilled from rhizome parts of Hedychium greenii W.W. Sm. and Hedychium gracile Roxb, of family Zingiberaceae, growing in India, were analysed for the first time by GC-FID and GC-MS, respectively. A total of 30 and 29 components representing 99.62 and 96.74% of the total oil were identified in the essential oils of H. greenii and H. gracile, respectively. The major components of H. greenii were bornyl acetate (31.32%), α-pinene (14.49%), camphene (12.81%) and limonene (10.55%), whereas H. gracile was dominated by β-pinene (25.24%), γ-terpinene (24.62%), terpinen-4-ol (14.87%) and 1,8-cineole (7.51%). Essential oils were assessed for antioxidant potential using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2′-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radical scavenging assay. H. greenii oil exhibited stronger antioxidant potential as compared to H. gracile oil and butylated hydroxytoluene (BHT). Thus, H. greenii rhizome oil has the potential to be used as an alternative source of antioxidant. 相似文献
13.
Li‐Hua Zheng Xiang‐Ying Meng Yong‐Li Bao Yin Wu Chun‐Lei Yu Yan‐Xin Huang Yu‐Xin Li 《Helvetica chimica acta》2011,94(8):1488-1495
One new anthracene derivative, juglanthracenoside A ( 1 ), two new anthraquinones, juglanthraquinone A ( 2 ) and juglanthraquinone B ( 3 ), along with a new naturally occurring anthraquinone, 9,10‐dihydro‐4,8‐dihydroxy‐9,10‐dioxoanthracene‐2‐carboxylic acid ( 4 ), have been isolated from the stem bark of Juglans mandshurica. Their structures were established by detailed spectroscopic analysis and comparison of the NMR data with those of related compounds. Compound 1 displayed noticeable antioxidant activity in both 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) and 2,2′‐azinobis(3‐ethylbenzothiazoline‐6‐sulfonic acid) (ABTS) free radical‐scavenging assays, while compound 4 showed strong cytotoxicity against HepG2, SGC7901, HCT‐8, and A549 cell lines in vitro. 相似文献
14.
Vinod Bhatt Nitisha Sendri Km Swati Shinde Bhagatsing Devidas Pamita Bhandari 《Journal of separation science》2022,45(14):2555-2565
The current study aimed to investigate the anthocyanins, non-anthocyanins (flavonoids and phenolic acids), and free radicals scavenging potential in the flowers of Rhododendron arboreum using ultra high performance liquid chromatography with ion mobility quadrupole time of flight tandem mass spectrometry. A total of 25 constituents including nine anthocyanins, six phenolic acids, and ten flavonoids were identified in the flower extract. The major anthocyanins identified were cyanidin-3-O-β-galactoside ( 1 ), cyanidin-3-O-α-arabinoside ( 4 ), and cyanidin-3-O-rhamnoside ( 8 ), while quercetin glycosides were the main identified flavonoids in R. arboreum flowers. Additionally, ultra high performance liquid chromatography methods were developed and validated for the quantification of nine compounds (anthocyanins, flavonoid glycosides, and phenolic acids); five of them were quantified using internal standards. The extracts were analyzed for total phenolics (123.6 mg GAE/g), anthocyanin content (1.76% w/w), and evaluated for antioxidant properties against 2,2-diphenyl-1-picrylhydrazyl radical (IC50: 102.06 and 96.92 μg/mL) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) radical cation (112.25 and 45.59 μM TE/g) assays. The profiling of R. arboreum for anthocyanins is reported for the first time. The findings suggest that the flowers are a promising source of bioactive constituents and could be used as functional food, antioxidants, and nutraceuticals. 相似文献
15.
Jin Young Choi Soo Jung Lee Sung Joong Lee Semin Park Jung Han Lee Jae‐Han Shim A. M. Abd El‐Aty Jong‐Sung Jin Euh‐Duck Jeong Won Sup Lee Sung Chul Shin 《Journal of separation science》2010,33(9):1192-1197
The skin of Vitis coignetiae Pulliat (meoru) grown wild in the Republic of Korea was analyzed for anthocyanins via HPLC coupled to ESI‐MS/MS in positive ion mode. Chromatographic separation was conducted via RP HPLC using a C18 column, with a 50‐min gradient from 0 to 80% methanol in water containing 0.5% formic acid. A total of 18 anthocyanins were identified. Among them, nine compounds were newly determined by comparing the retention time (tR) and mass fragmentation patterns with those of the previously reported anthocyanins for other grape varieties: malvidin hexose, peonidin 3‐galactoside, malvidin 3‐galactoside, cyanidin, petunidin, petunidin 3‐(6″‐coumaroyl)‐5‐diglucoside, peonidin, malvidin, and malvidin 3‐(6″‐coumaroyl)‐5‐diglucoside. The antioxidant activity of the V. coignetiae Pulliat anthocyanins was determined via 2,2‐diphenyl‐2‐picrylhydrazyl radical scavenging and 2,2′‐azinobis‐(3‐ethylbenzothiazoline‐6‐sulfonic acid) radical cation assays in a range of concentration from 25 to 500 mg/L. The capacity increased with concentration. The IC50 values, defined as the concentration of sample required to scavenge 50% of free radicals, were calculated as follows: 189.63±11.31 mg/L and 141.29±6.70 mg/L for 2,2‐diphenyl‐2‐picrylhydrazyl and 2,2′‐azinobis‐(3‐ethylbenzothiazoline‐6‐sulfonic acid) radical cation, respectively. The antioxidant activity of the V. coignetiae Pulliat anthocyanins is substantially higher than that of ascorbic acid and is similar to the effects of the extracts obtained from other grape varieties. 相似文献
16.
Three biphenyl‐3,5‐dicarboxylic acid (H2 L ) based coordination polymers, namely, [Mn3( L )3(2,2′‐bpy)2]n ( 1 ), {[Mn( L )(phen)] · (MeOH)}n ( 2 ), and [Mn( L )(dipt)]n ( 3 ), (2,2′‐bpy = 2,2′‐bipyridine, phen = 1,10‐phenanthroline, and dipt = 2,9‐dimethyl‐1,10‐phenanthroline) were synthesized and characterized by single‐crystal X‐ray diffraction and analyses of their magnetic properties. 1 is a trinuclear manganese structure with a 2D motifs, which can join by hydrogen bond bridges to give 3D supramolecular architectures. 2 has a dinuclear center forming a 1D supramolecular ladder chain. The mononuclear complex 3 displays 1D metal‐organic chains driven by μ2‐ L linkers. Their structural differences were investigated, revealing that the influence of steric hindrance on the structures of acid‐based coordination polymers is realized through changing the N‐heterocyclic ancillaries of diverse steric hindrance. Obviously, with decreasing of the steric hindrance of the N‐donor ligand, complexes 1 – 3 show structures from 1D to 2D and mononuclear to multinuclear. Magnetic susceptibility measurements indicate that 1 and 2 have dominating antiferromagnetic couplings between metal ions, whereas compound 3 is paramagnetic. 相似文献
17.
A series of novel bispyrazoles joined by arylmethylene at C‐4 position were synthesized with aromatic aldehydes obtained from lignin and screened for their in vitro antioxidant activities by N,N‐diphenyl‐N′‐picrylhydrazyl (DPPH) and 2,2′‐azino‐bis(3‐ethylenzothiazoline‐sulphonic acid) diammonium salt (ABTS+) radical scavenging assays. All of these compounds exhibited good DPPH and ABST+ radical scavenging activities as compared to the standard, Trolox, which suggested their potential as promising agents for curing tumors or other free radical‐related diseases. 相似文献
18.
Gracia P. Blanch Alexandra Glausch Volker Schurig Roberto Serrano María Jos Gonzalez 《Journal of separation science》1996,19(7):392-396
Chiral 2,2′,3,5′,6-pentachlorobiphenyl (PCB 95), 2,2′,3,3′,4,6′-hexachlorobiphnyl (PCB 132) and 2,2′,3,4′,5′,6-hexachlorobiphenyl (PCB 149) were quantified in Atlantic Ocean shark liver samples (C. coelolepis) by gas chromatography-mass spectrometry (GC-MS) and their enantiomeric ratios were studied by multidimensional gas chromatography (MDGC) with an achiral-chiral column combination and detected by ECD and MS/SIM. The concentration range of the chiral PCBs was from 2 to 6 ng/g (fresh weight), which represents 2–6 % of the total PCB mean concentration. The investigations revealed a small enantiomeric bias of PCB 132 in most of the samples studied (ER = 0.75–0.89, ee = 6–14%), while PCB 95 and PCB 149 were present in racemic or almost racemic form. 相似文献
19.
Asad Ali Munawar Hussain Imran Malik Alexander Villinger Christine Fischer Peter Langer 《Helvetica chimica acta》2010,93(9):1764-1772
Double Heck cross‐coupling reactions of 2,3‐ and 3,5‐dibromopyridine with various alkenes afforded the corresponding novel di(alkenyl)pyridines. The Heck reaction of 2,5‐dibromopyridine unexpectedly afforded 5,5′‐di(alkenyl)‐2,2′‐bipyridines by palladium‐catalyzed dimerization to give 5,5′‐dibromo‐2,2′‐bipyridine and subsequent twofold Heck reaction. 相似文献
20.
Chiral ligand (A)‐N,N′‐Bis(2‐hydroxy‐3,5‐di‐tert‐butyl‐arylmethyl)‐1,1′‐binaphthalene‐2,2′‐diamine derived from the reduction of Schiff base (R)‐2,2′‐bis (3,5‐di‐tert‐butyl‐2‐hydroxybenzylideneamino)‐1, 1′‐binaphthyl with LiAlH4, is fairly effective in the asymmetric addition reaction of diethylzinc to aldehydes by which good yields (46%‐94%) of the corresponding sec‐alcohols can be obtained in moderate ee (51%‐79%) with R configuration for a variety of aldehydes. 相似文献