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 Separation of avermectin components from Streptomyces avemitilis extraction using high-speed counter-current chromatography

2013 ◽  
Vol 19 (4) ◽  
pp. 563-571 ◽  
Author(s):  
Weike Su ◽  
Zhuoni Hou ◽  
Xianrui Liang
Keyword(s):  
High Speed ◽  
Solvent System ◽  
Ionization Mass ◽  
Two Phase ◽  
Preparative Scale ◽  
Chemical Structures ◽  
Peak Resolution ◽  
Ionization Mass Spectroscopy ◽  
13C Nuclear Magnetic Resonance ◽  
Counter Current

Three compounds of antibiotics-avermectins from fertilizing product of Streptomyces avemitilis are achieved by high-speed counter-current chromatography (HSCCC) with a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water (6:4:5:5, v/v) on a preparative scale. The separation condition was: 1.5 mL/min (0 to 200 min) and 2.0 mL/min (200 to the end), 900 rpm and 20?C based on the peak resolution. About 11.9 mg of avermectin B1a, 1.0 mg of avermectin B1b and 9.6 mg of avermectin B2a from 50 mg of crude extract were obtained by one-step separation. The purities of the three compounds determined by HPLC were 99.7%, 96.2% and 97.6%, respectively. Their chemical structures were identified by electron spray ionization mass spectroscopy (ESI-MS), 1H, 13C nuclear magnetic resonance (NMR).

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.

scholarly journals Systematic Separation and Purification of Alkaloids from Euchresta tubulosa Dunn. by Various Chromatographic Methods

Processes ◽  
2019 ◽  
Vol 7 (12) ◽  
pp. 924
Author(s):  
Wei-Xin Li ◽  
Huan Wang ◽  
Ai-Wen Dong
Keyword(s):  
Natural Products ◽  
Silica Gel ◽  
Column Chromatography ◽  
High Speed ◽  
High Performance ◽  
Ionization Mass ◽  
Separation And Purification ◽  
Two Phase ◽  
Rapid Separation ◽  
Chemical Structures

High-speed countercurrent chromatography (HSCCC) and silica gel column chromatography were used to separate and purify alkaloids from Chinese herbal medicine Euchresta tubulosa Dunn. The purpose of this study is to provide a system mode for rapid separation of alkaloids from natural products. In the experiment, the eluent of silica gel column chromatography was screened by thin layer chromatography (TLC) to obtain four components with different polarity. Then, the two-phase solvent systems of different components were selected and purified by HSCCC. Four alkaloids with relatively high content were obtained by this mode successfully, including matrine (28 mg), oxymatrine (32 mg), N-formyl cytisine (24 mg), and cytisine (58 mg). The purity was higher than 91% by high performance liquid chromatography–ultraviolet (HPLC-UV) and their chemical structures were identified by nuclear magnetic resonance (NMR) and electron ionization mass spectrometry (EI-MS). The results showed that the combination of HSCCC and silica gel column chromatography could make alkaloids from natural products separate systematically.

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 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 Target-Guided Isolation of Three Main Antioxidants from Mahonia bealei (Fort.) Carr. Leaves Using HSCCC

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1907 ◽  
Author(s):  
Weicheng Hu ◽  
Jing Zhou ◽  
Ting Shen ◽  
Xinfeng Wang
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
High Performance ◽  
Solvent System ◽  
Antioxidant Compounds ◽  
Antioxidant Enzyme Activities ◽  
Chemical Structures ◽  
Integrative System ◽  
Pure Compounds ◽  
Mahonia Bealei

Mahonia bealei (Fort.) Carr. is an economically important plant that is widely cultivated in Southwest China. Its leaves are commonly used for tea and contain an abundance of antioxidant compounds. However, methods of the systematic purification of antioxidants from M. bealei are lacking. In this study, antioxidants from this plant were effectively and rapidly enriched. First, antioxidants were screened using online 1,1-diphenyl-2-picryl-hydrazyl radical (DPPH)–high performance liquid chromatography (HPLC), followed by separation using high-speed countercurrent chromatography with an optical solvent system composed of n-hexane/ethyl acetate/methanol/water (1:5:1:5, v/v/v/v). Three phenolics—chlorogenic acid (1, 8.3 mg), quercetin-3-O-β-d-glucopyranoside (2, 20.5 mg), and isorhamnetin-3-O-β-d-glucopyranoside (3, 28.4 mg)—were obtained from the ethyl acetate-soluble fraction (240 mg) by one-step separation. The chemical structures of the phenolics were characterized by MS and NMR techniques, and the purity of each compound was >92.0% as determined by HPLC. The isolated compounds were assessed by scavenging activities on DPPH and superoxide radicals as well as cytoprotective assays, all of which showed similar trends regarding the antioxidant capacities of the compounds. Moreover, compounds 1–3 significantly attenuated the lipid peroxidation and antioxidant enzyme activities in H2O2-treated RAW264.7 cells. Our study demonstrated the efficiency of a newly developed integrative system for the comprehensive characterization of pure compounds from M. bealei, which will allow their use as reference substances.

Facile one-step mechanochemical synthesis of [Cu(tu)]Cl·1/2H2O nanobelts for high-performance supercapacitor

RSC Advances ◽  
2015 ◽  
Vol 5 (48) ◽  
pp. 38527-38532 ◽  
Author(s):  
Di Guo ◽  
Hongxu Guo ◽  
Yingchang Ke ◽  
Dongfang Wang ◽  
Jianhua Chen ◽  
...  
Keyword(s):  
Mechanochemical Synthesis ◽  
Electrode Material ◽  
High Performance ◽  
Mechanochemical Process ◽  
One Step ◽  
First Time

A facile one-step mechanochemical process from CuCl2·2H2O and thiourea to fabricate novel [Cu(tu)]Cl·1/2H2O nanobelts has been observed for the first time, and the nanobelts were used as an electrode material for a supercapacitor.

Development and Evaluation of a High-Speed Continuous-Flow Analyzer

1972 ◽  
Vol 18 (9) ◽  
pp. 1013-1018
Author(s):  
M A Evenson ◽  
M A Olson
Keyword(s):  
Continuous Flow ◽  
High Speed ◽  
High Performance ◽  
Operating Characteristics ◽  
Raw Data ◽  
Automatic Computer ◽  
Carry Over ◽  
First Time

Abstract A high-speed, high-performance, continuous-flow analyzer is described that operates at two to three times the usual analysis rate without necessitating corrections of the raw data and with no decrease in accuracy or precision. At faster speeds (180-300 samples/h) inductive sample interaction (%Ii), opposite in direction to carry-over, is for the first time quantitatively measured. A correction equation for %Ii was developed, and when it is applied to raw data, the accuracy of the results are significantly improved. Operating characteristics of the high-speed analyzer are described and the desirability of automatic computer corrections is discussed for the high-speed system.

scholarly journals Guaiane Sesquiterpenes from the Rhizome of Curcuma xanthorrhiza and Their Inhibitory Effects on UVB-induced MMP-1 Expression in Human Keratinocytes

2017 ◽  
Vol 12 (10) ◽  
pp. 1934578X1701201
Author(s):  
Ji-Hae Park ◽  
Mohamed Antar Aziz Mohamed ◽  
Nhan Nguyen Thi ◽  
Kyeong-Hwa Seo ◽  
Ye-Jin Jung ◽  
...  
Keyword(s):  
Mrna Level ◽  
Human Keratinocytes ◽  
Electron Ionization Mass Spectrometry ◽  
Ionization Mass ◽  
Aging Effects ◽  
Inhibitory Effects ◽  
Chemical Structures ◽  
Skin Cells ◽  
Curcuma Xanthorrhiza ◽  
First Time

A new guaiane sesquiterpene, (1 R,4 S,5 S,10 R)-10-methyl guaianediol (1), along with five known compounds, 10-methylalismoxide (2), (+)-alismoxide (3), isozedoarondiol (4), zedoarondiol (5), and zedoalactone B (6), were isolated from the rhizomes of Curcuma xanthorrhiza Roxb. Compounds 1-6 were isolated from this plant for the first time. Chemical structures were determined using nuclear magnetic resonance (NMR), electron ionization mass spectrometry (EI/MS), polarimetry, circular dichroism (CD), and infrared spectroscopy (IR). Compounds 3 and 4 decreased MMP-1 expression in UVB-treated human keratinocytes by about 8.9-fold and 7.6-fold at the mRNA level, and by about 9.2-fold and 6.6-fold at the protein level, respectively. Results indicate that the isolated compounds have anti-aging effects by inhibiting MMP-1 expression in skin cells.

scholarly journals Quick Preparative Separation of Natural Naphthopyranones with Antioxidant Activity by High-Speed Counter-Current Chromatography

2002 ◽  
Vol 57 (11-12) ◽  
pp. 1051-1055 ◽  
Author(s):  
Gilda G. Leitão ◽  
Suzana G. Leitão ◽  
Wagner Vilegas
Keyword(s):  
Antioxidant Activity ◽  
Ethyl Acetate ◽  
High Speed ◽  
Ethanolic Extract ◽  
Solvent System ◽  
Spectrophotometric Assay ◽  
Preparative Separation ◽  
Dpph Radical ◽  
Preparative Scale ◽  
Counter Current

The natural naphthopyranones paepalantine (1), paepalantine-9O-β-ᴅ-glucopyranoside (2) and paepalantine-9-O-β-ᴅ-allopyranosyl-(1→6)-O-β-ᴅ-glucopyranoside (3) were separated in a preparative scale from the ethanolic extract of the capitula of Paepalanthus bromelioides by high-speed counter-current chromatography (HSCCC). The solvent system used was composed of water-ethanol-ethyl acetate-hexane (10:4 : 10:4, v/v/v/v). This technique led to the separation of the three different naphthopyranone glycosides in pure form in approximately 7 hours. Paepalantine showed a good antioxidant activity when assayed by the DPPH radical spectrophotometric assay.

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