scholarly journals Isolation and Purification of Galloyl, Caffeoyl, and Hexahydroxydiphenoyl Esters of Glucoses from Balanophora simaoensis by High-Speed Countercurrent Chromatography and Their Antioxidant Activities In Vitro

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2027 ◽  
Author(s):  
Lei Fang ◽  
Tian-Tian He ◽  
Xiao Wang ◽  
Jie Zhou
Keyword(s):  
High Speed ◽  
Antioxidant Activities ◽  
Solvent System ◽  
Ionization Mass ◽  
Isolation And Purification ◽  
Aerial Parts ◽  
Nuclear Magnetic Resonance Spectra ◽  
Ic50 Values ◽  
One Step

High-speed counter-current chromatography was used to separate and purify galloyl, caffeoyl, and hexahydroxydiphenoyl esters of glucoses from the aerial parts of the parasitic plant Balanophora simaoensis for the first time using n-hexane-ethyl acetate-methanol-water (1:2:1:2, v/v) as the optimum solvent system. Accordingly, 1-O-(E)-caffeoyl-3-O-galloyl-β-d-glucopyranose (I, 12.5 mg), 1-O-(E)-caffeoyl-3-O-galloyl-4,6-(S)-hexahydroxydiphenoyl-β-d-glucopyranose (II, 27.2 mg), and 1-O-(E)-caffeoyl-4,6-(S)-hexahydroxydiphenoyl-β-d-glucopyranose (III, 52.8 mg) with 98.0%, 98.5%, and 98.7% purities, respectively, were purified from 210 mg crude extract of B. simaoensis in a one-step separation. The structures of the glucose esters were identified by electrospray ionization mass spectrometry (ESI-MS) and nuclear magnetic resonance spectra (NMR). Their antioxidant activities were evaluated by measuring their inhibition activity on liver microsomal lipid peroxidation induced by the Fe2+-Cys system in vitro. Compounds I–III showed significant antioxidant activities with IC50 values ranging from 2.51 to 6.68 μm, respectively.

A Novel Methodology that Combined Fast Chromatography and Antioxidant Activities Screening in Baimai Prescription Research

2013 ◽  
Vol 699 ◽  
pp. 349-353
Author(s):  
Zi Qian Zhang ◽  
Xiao Yu Chen ◽  
Yun Xia Duan ◽  
Fang Liang ◽  
Qing Shan Liu ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Absorption Spectrometry ◽  
Gradient Elution ◽  
Solvent System ◽  
Difficult Problem ◽  
Flash Chromatography

To tackle the difficult problem of large ethnomedicine compound prescription research in a fast and efficient way, high-speed separation of Baimai prescriptions was performed by automated flash chromatography on 100-g Si flash columns at a flow-rate of 40 mL/min. Petroleum ether, methylene dichloride, ethyl acetate, methanol and water were used in gradient elution solvent system. 69 fractions were obtained as an ethnodrug compounds library. Separation degree of partial fractions were determined by HPLC-UV absorption spectrometry. Antioxidant activities screening of the fractions in 96 well plates was carryied out. Distribution range of fractions with strong scavenging effect of free radical DPPH was identified. Fraction 5-18 and 20 extracted from ethyl acetate exert the strongest antioxidant activities in vitro, and are identified as effective-composite of the prescription in radical scavenging. The results reported here suggest that the methods used may lead to improvements in the research and development of large ethnomedicine compound prescription.

scholarly journals Preparative isolation and purification of seven compounds from Hibiscus mutabilis L. leaves by two-step high-speed counter-current chromatography

2015 ◽  
Vol 21 (2) ◽  
pp. 331-341 ◽  
Author(s):  
Zhuoni Hou ◽  
Xianrui Liang ◽  
Feng Su ◽  
Weike Su
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
Solvent System ◽  
Ionization Mass ◽  
Two Phase ◽  
Purification Method ◽  
Isolation And Purification ◽  
Chemical Structures ◽  
13C Nuclear Magnetic Resonance ◽  
Counter Current

Seven compounds from Hibiscus mutabilis L. leaves were first successfully achieved by two-step high-speed counter-current chromatography with two-phase solvent system composed of n-butanol-ethyl acetate-water (1:6:9, v/v/v) and n-hexane-ethyl acetate-methanol-water (3:5:3:5, v/v/v/v/). The critical experimental parameters of first-step separation were optimized with response surface methodology as follows: flow rate was 1.1 mL/min, revolution speed was 800 rpm and temperature was 30?C. Under the optimal conditions, around 5.0 mg of salicylic acid, 13.6 mg of rutin, 5.5 mg of genistein were obtained in 100 mg crude sample. Then, 9.2 mg of potengriffioside A, 4.7 mg of kaempferol 3-O-rutinoside, 3.0 mg of steppogenin and 2.5 mg of emodin were obtained by second-step separation. The purities of the seven compounds determined by UPLC were 96.2%, 93.8%, 95.4%, 94.3%, 98.0%, 94.1% and 90.8%, respectively. Their chemical structures were identified by electron spray ionization mass spectroscopy (ESI-MS) and 1H, 13C nuclear magnetic resonance (NMR). Furthermore, compound steppogenin and genistein were first reported from Hibiscus mutabilis L. The purification method was simple, efficient and evaded tedious separation process.

scholarly journals Efficient separation of five flavonoids from Oxytropis falcata bunge by high-speed counter-current chromatography and their anticancer activity

2020 ◽  
Vol 32 (3) ◽  
pp. 189-193
Author(s):  
Chen Chen ◽  
Fengqin Liu ◽  
Jingyang Zhao ◽  
Tao Chen ◽  
Yulin Li ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
High Speed ◽  
Solvent System ◽  
Tibetan Medicine ◽  
Anticancer Activities ◽  
One Step ◽  
Development And Utilization ◽  
Counter Current ◽  
Further Development

Oxytropis falcata Bunge, known as the “king of herbs” in Tibetan medicine, is used for treatment of hyperpyrexia, pain, wounds, inflammation, and anthrax. However, it is difficult to efficiently isolate compounds with high purity from O. falcata because of the complexity of traditional Tibetan medicines. In this study, the 80% ethanol elution fraction from extract by AB-8 macroporous resin column chromatography was demonstrated to have anticancer activity on human hepatoma SMMC-7721 cells in vitro. Then, a high-speed counter-current chromatography (HSCCC) method was successfully established for separation of compounds by using hexane–ethyl acetate–methanol–water (10:4:10:10, v/v/v/v) as the solvent system. Five flavonoids (7-hydroxyflavonone [1], 5,7-dihydroxy-4′-methoxy flavonol [2], 5,7-dihydroxyflavanone [3], 2′,4′-dihydroxychalcone [4], and 2′,4′-dihydroxydihydrochalcone [5]) were obtained in one-step separation with purities of 97.7%, 98.1%, 98.3%, 99.0%, and 98.3%, respectively. Finally, anticancer activities against the growth of SMMC-7721 cells of 5 flavonoids were confirmed. The IC50 values of the separated compounds were 213.45 μg/mL, 197.74 μg/mL, 375.16 μg/mL, 17.44 μg/mL, and 136.83 μg/mL in 24 h, respectively. The present study provided a basis for further development and utilization of this medicinal herb as a source of a new potential anticancer agent.

scholarly journals Separation of Five Flavonoids from Aerial Parts of Salvia Miltiorrhiza Bunge Using HSCCC and Their Antioxidant Activities

Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3448 ◽  
Author(s):  
Fan Yang ◽  
Yingxue Qi ◽  
Wei Liu ◽  
Jia Li ◽  
Daijie Wang ◽  
...  
Keyword(s):  
High Speed ◽  
Antioxidant Activities ◽  
Salvia Miltiorrhiza ◽  
Natural Antioxidants ◽  
2D Nmr ◽  
Solvent System ◽  
Positive Control ◽  
Salvia Miltiorrhiza Bunge ◽  
Two Phase ◽  
Aerial Parts

The aerial parts of Salvia miltiorrhiza Bunge, as the non-medicinal parts, are always discarded during harvesting, resulting in a huge waste of resources and environmental pressure. Due to the high flavonoid content and their antioxidant activities characteristics, the aerial parts of S. miltiorrhiza can be developed into natural antioxidants and used in foods. A high-speed counter-current chromatography (HSCCC) method, using a two-phase solvent system composed of tert-butyl methyl ether/n-butanol/acetonitrile/water (3:1:1:20, v/v), was the first to successfully isolate five flavonoids from the aerial parts of S. miltiorrhiza in one attempt, and separately categorized as rutin (1), isoquercitrin (2), kaempferol-3-O-α-l-rhamnopyranosyl-(1→6)-β-d-glucopyranoside (3), kaempferol-3-O-β-d-glucopyranoside (4) and apigenin-7-O-β-d-glucopyranoside (5) after identification. The purities of these plant isolates were 97.3%, 99.5%, 92.8%, 98.1% and 98.7%, respectively. All the flavonoids were identified by HR-ESI-MS, 1D and 2D NMR. Compounds 3 and 5 were firstly isolated from the plant of S. miltiorrhiza. Results from antioxidant assays showed that rutin (1) and isoquercitrin (2) had higher antioxidant capacities compared to L-ascorbic acid as the positive control.

Purification of Four Caffeoylquinic Acid Derivatives from the Flowers of Gynura Procumbens by HSCCC

2021 ◽  
Author(s):  
Ming-yuan Cao ◽  
Ju-wu Hu ◽  
Zhen Gu ◽  
Wei Xiong ◽  
Lei Wu ◽  
...  
Keyword(s):  
High Speed ◽  
High Performance ◽  
Solvent System ◽  
Ionization Mass ◽  
Preparative Scale ◽  
Complex Samples ◽  
Chemical Structures ◽  
Caffeoylquinic Acid ◽  
One Step ◽  
First Time

Abstract Four caffeoylquinic acid derivatives from the Gunura procumbens flowers (GPF) were successfully isolated and purified by high-speed counter-current chromatography (HSCCC). Ethyl acetate–methanol–water (3:1:3, v/v/v) was the optimum biphasic solvent system, which was selected by high-performance liquid chromatography (HPLC) and run on a preparative scale where the lower aqueous phase was used as the mobile phase with a head-to-tail elution mode. Chlorogenic acid (3.83 mg), Isochlorogenic acid A (6.51 mg), Isochlorogenic acid B (4.38 mg) and Isochlorogenic acid C (4.47 mg) were obtained for the first time in an one-step HSCCC separation from 800 mg of the crude extracts. The purities of four compounds were determined to be >95% by HPLC. Chemical structures of each isolated compounds were identified by nuclear magnetic resonance and electrospray ionization mass spectrometry methods. It is worth noting that all the four compounds were isolated here for the first time from GPF and this work confirms the effectiveness of HSCCC for the separation of compounds contained in complex samples, and provides a foundation for further exploitation of G. procumbens.

scholarly journals Preparative Separation of Four Major Bufadienolides from the Chinese Traditional Medicine, Chansu, Using High-Speed Counter-Current Chromatography

2010 ◽  
Vol 5 (7) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Xiu Lan Xin ◽  
Junying Liu ◽  
Xiao Chi Ma ◽  
Qing Wei ◽  
Li Lv ◽  
...  
Keyword(s):  
High Speed ◽  
Solvent System ◽  
Two Phase ◽  
Isolation And Purification ◽  
H Nmr ◽  
Chemical Structures ◽  
One Step ◽  
Counter Current ◽  
Chloroform Methanol ◽  
C Nmr

A preparative, high-speed, counter-current chromatographic (HSCCC) method for the isolation and purification of bufadienolides from Chansu was successfully developed by using stepwise elution with a two-phase solvent system composed of n-hexane: chloroform: methanol: water (4:1:2.5:5 and 4:1:4:5, v/v). A total of 7.5 mg of cinobufotalin (1), 8.0 mg of bufalin (2), 14.0 mg of cinobufagin (3) and 9.5 mg of resibufogenin (4) were obtained in a one-step separation from 80 mg of the crude extract with purities of 93.2%, 98.7%, 99.2%, and 99.4%, respectively. The chemical structures were determined from 1H NMR and 13C NMR spectroscopic data.

scholarly journals Phytochemical Fingerprinting and In Vitro Antimicrobial and Antioxidant Activity of the Aerial Parts of Thymus marschallianus Willd. and Thymus seravschanicus Klokov Growing Widely in Southern Kazakhstan

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3193
Author(s):  
Bagda Sagynaikyzy Zhumakanova ◽  
Izabela Korona-Głowniak ◽  
Krystyna Skalicka-Woźniak ◽  
Agnieszka Ludwiczuk ◽  
Tomasz Baj ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Protocatechuic Acid ◽  
Antioxidant Activities ◽  
Methyl Esters ◽  
Bactericidal Effect ◽  
Ethyl Esters ◽  
Volatile Fraction ◽  
Aerial Parts ◽  
Antimicrobial And Antioxidant Activity

The chemical composition of the hydroethanolic extracts (60% v/v) from the aerial parts of Thymus marschallianus Willd (TM) and Thymus seravschanicus Klokov (TS) from Southern Kazakhstan flora was analyzed together with their hexane fractions. Determination of antibacterial, antifungal and antioxidant activities of both extracts was also performed. RP-HPLC/PDA and HPLC/ESI-QTOF-MS showed that there were some differences between the composition of both extracts. The most characteristic components of TM were rosmarinic acid, protocatechuic acid, luteolin 7-O-glucoside, and apigenin 7-O-glucuronide, while protocatechuic acid, luteolin 7-O-glucoside, luteolin 7-O-glucuronide, and eriodictyol predominated in TS. The content of polyplenols was higher in TS than in TM. The GC-MS analysis of the volatile fraction of both examined extracts revealed the presence of thymol and carvacrol. Additionally, sesquiterpenoids, fatty acids, and their ethyl esters were found in TM, and fatty acid methyl esters in TS. The antioxidant activity of both extracts was similar. The antibacterial activity of TS extract was somewhat higher than TM, while antifungal activity was the same. TS extract was the most active against Helicobacter pylori ATCC 43504 with MIC (minimal inhibitory concentration) = 0.625 mg/mL, exerting a bactericidal effect. The obtained data provide novel information about the phytochemistry of both thyme species and suggest new potential application of TS as a source of bioactive compounds, especially with anti-H. pylori activity.

scholarly journals In vitro antimicrobial and antioxidant activities of the essential oil of Craniotome furcata

2010 ◽  
Vol 2 (1) ◽  
pp. 57-62 ◽  
Author(s):  
R. K. Joshi
Keyword(s):  
Free Radical ◽  
Essential Oil ◽  
Radical Cation ◽  
Steam Distillation ◽  
Antioxidant Activities ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Aerial Parts ◽  
Tube Dilution

The aim of present study was, to investigate the essential oil of Craniotome furcata for its antimicrobial and antioxidant activities. The essential oil was obtained by steam distillation of the flowering aerial parts of C. furcata. The oil was tested for its antimicrobial activity in vitro against four Gram-positive, four Gram-negative bacteria and three fungi, by using disk diffusion and tube dilution methods. The antioxidant potential of the essential oil was investigated by two different models DPPH free radical and ABTS free radical cation scavenging. The essential oil was effective against all the tested microorganisms, with minimum inhibitory concentrations (MICs) ranged from 4.11±1.44 to 0.30±0.10 mg/ml. The oil showed antioxidant activity in DPPH free radical and ABTS free radical cation scavenging model. The results of this study revealed that the essential oil of C. furcata possesses antimicrobial and antioxidant activities.

Antioxidant Activities of Flavonoids from Canavalia maritime

2013 ◽  
Vol 834-836 ◽  
pp. 577-581
Author(s):  
Jian Chao Deng ◽  
Gai Gai Niu ◽  
Lai Hao Li ◽  
Xian Qing Yang ◽  
Yong Chuan Deng ◽  
...  
Keyword(s):  
Solvent Extraction ◽  
Hydroxyl Radical ◽  
High Speed ◽  
Superoxide Radical ◽  
Antioxidant Activities ◽  
Reducing Power ◽  
Dpph Radical ◽  
Inhibitory Effects ◽  
Counter Current

Flavonoids was isolated from canavalia maritime by accelerated solvent extraction (ASE) coupled with high-speed counter-current chromatography (HSCCC). The antioxidant activities of flavonoids were investigated in vitro and evaluated by IC50. The results indicated that flavonoids possessed obvious reducing power and significant inhibitory effects on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical, hydroxyl radical and superoxide radical. These results suggest that canavalia maritime flavonoids could be a suitable natural antioxidant for humans.

scholarly journals Lanostane Triterpenes from Gloeophyllum odoratum and Their Anti-Influenza Effects

Planta Medica ◽  
2018 ◽  
Vol 85 (03) ◽  
pp. 195-202 ◽  
Author(s):  
Ulrike Grienke ◽  
Julia Zwirchmayr ◽  
Ursula Peintner ◽  
Ernst Urban ◽  
Martin Zehl ◽  
...  
Keyword(s):  
Fruit Body ◽  
Ionization Mass ◽  
Body Extract ◽  
H1n1 Strain ◽  
Ic50 Values ◽  
H3n2 Influenza ◽  
Work Up ◽  
First Time ◽  
H3n2 Influenza Virus

AbstractIn an in vitro screening for anti-influenza agents from European polypores, the fruit body extract of Gloeophyllum odoratum dose-dependently inhibited the cytopathic effect of the H3N2 influenza virus A/Hong Kong/68 (HK/68) in Madin Darby canine kidney cells with a 50% inhibitory concentration (IC50) of 15 µg/mL, a noncytotoxic concentration. After a chromatographic work-up, eight lanostane triterpenes (1–8) were isolated and their structures were elucidated based on high-resolution electrospray ionization mass spectrometry analyses, and one- and two-dimensional nuclear magnetic resonance experiments. Constituents 1 (gloeophyllin K) and 2 (gloeophyllin L) are reported here for the first time, and compounds 5, 7, and 8 have not been described for the investigated fungal material so far. The highest activity was determined for trametenolic acid B (3) against HK/68 and the 2009 pandemic H1N1 strain A/Jena/8178/09 with IC50 values of 14 and 11 µM, respectively. In a plaque reduction assay, this compound was able to bind to cell-free viruses and to neutralize their infectivity.

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