Isolation of two new prenylated flavonoids from Sinopodophyllum emodi fruit by silica gel column and high-speed counter-current chromatography

Sun, Yanjun; Sun, Yinshi; Chen, Hui; Hao, Zhi‐You; Wang, Junmin; Guan, Yanbin; Zhang, Yanli; Feng, Weisheng; Zheng, Xiaoke

doi:10.1016/j.jchromb.2014.08.017

Cited by 27 publications

(20 citation statements)

References 19 publications

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“…Silica gel column chromatography was the traditional separation and purification method of flavonoids from citrus fruits [ 18 ]. It was a mature but complicated method with tedious steps.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous Separation and Purification of Five Polymethoxylated Flavones from “Dahongpao” Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC

Zhao

Zhou

2018

Molecules

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In this study, a preparative separation method was established to simultaneously isolate the polymethoxylated flavones (PMFs) from the peel of “Dahongpao” tangerine using macroporous adsorptive resins (MARs) combined with prep-HPLC. The total PMFs were enriched using MARs to remove most sugars, water-soluble pigments, and flavanones, and the eluents obtained were analyzed by ultra-performance liquid chromatography (UPLC) to determine the PMF composition. The separation and purification of PMFs were carried out by using a mass spectrometry-guided prep-HPLC with a gradient elution of acetonitrile-water (v/v), simultaneously. The purity of these PMFs was determined by UPLC, and their chemical structures were confirmed by electrospray ionization mass spectrometry (ESI-MS-MS), ultraviolet (UV), and nuclear magnetic resonance (NMR). Using the present method, five PMFs, including 5,6,7,4’-tetramethoxyflavone (1), nobiletin (2), tangeretin (3), sinensetin (4), and 5-hydroxy-6,7,8,3’,4’-pentamethoxyflavone (5), can be purified simultaneously, and the purity of the compounds obtained were 95.3%, 99.7%, 99.5%, 98.9%, and 98.1%, respectively. The method reported here is simple, rapid, and efficient, and it can be used to separate PMFs from citrus fruit peels and, potentially, other plant materials.

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“…Silica gel column chromatography was the traditional separation and purification method of flavonoids from citrus fruits [ 18 ]. It was a mature but complicated method with tedious steps.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous Separation and Purification of Five Polymethoxylated Flavones from “Dahongpao” Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC

Zhao

Zhou

2018

Molecules

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“…Choosing a suitable solvent system is an extremely important step for the separation of compounds by CCC, especially in the case of complex mixtures, such as plant extracts 8,27 . Literature reports n-hexane-ethyl acetatemethanol-water (HEMWat) [28][29][30][31]25 solvent system as the most suitable for isolation of flavonoid compounds. Then, this system was selected and tested for the separation of phenolic compounds in hydroalcoholic stems This preliminary test showed that most of the compounds of the extract were concentrated in the aqueous stationary phase, when compared to the organic mobile phase.…”

Section: Resultsmentioning

confidence: 99%

Isolation and Identification of Phenolic Compounds from Eryngium glaziovianum Stem by Countercurrent Chromatography with Off-line HPLC-DAD Detection

Wuillda

Trovó²,

Martins

et al. 2018

Rev. Virtual Quim.

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Isolamento e Identificação de Substâncias Fenólicas do Caule de Eryngium glaziovianum por Cromatografia Contracorrente com Detecção HPLC-DAD Off-line Resumo: O extrato bruto hidroalcoólico do caule da espécie Eryngium glaziovianum (Apiaceae) foi fracionado por Cromatografia Contracorrente (CCC) usando um sistema de solventes bifásico composto por n-hexano-acetato de etila-metanol-água (0,5: 6: 0,5: 6, v/v) no modo de eluição normal. As frações obtidas por CCC foram analisadas e parcialmente caracterizadas por HPLC-DAD off-line e as principais substâncias foram identificados por ESI-MS/MS e RMN uni e bidimensional. Esta técnica permitiu o isolamento de uma mistura de isômeros dos flavonoides quercetina 3-O-β-D-galactopiranosídeo e quercetina 3-O-β-D glucopiranosídeo, além dos ácidos fenólicos clorogênico e 3,4-dicafeoilquínico. A CCC provou ser uma técnica eficiente e rápida para a separação e purificação de metabolitos secundários isoméricos e sua combinação com a detecção HPLC-DAD off-line permitiu a análise precisa das frações e a caracterização parcial das substâncias fenólicas.

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“…When the elution flow rate was >2.0 mL min −1 , the recovery yield of SFAE significantly decreased. These results can be explained by the fact that the flow was too fast to allow time for diffusion, which resulted in the low separation efficiency …”

Section: Resultsmentioning

confidence: 99%

Separation, Purification, and Characterization of Sterol Fatty Acid Esters From Lotus Plumule

Chen

et al. 2017

Euro J Lipid Sci & Tech

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In this work, a new plant resource (lotus plumule) is used to produce sterol fatty acid ester (SFAE). Acetone extraction and column chromatography are developed for the separation and purification of SFAE. Silica gel (200–300 mesh) was the best adsorbent according to the static and dynamic adsorption experiments. The adsorption of SFAE on silica gel (200–300 mesh) is well fitted to Langmuir isotherm model. The column chromatography conditions (elution solvents, loading amount, column height to diameter ratio, and elution flow rate) are optimized and the purity and recovery yield of SFAE are up to 95.56 ± 1.32% and 95.70 ± 3.05%, respectively. Purification processes have no significant effect on sterol composition and fatty acid composition of SFAE. Moreover, SFAE products are identified by UV and IR spectra using standard sample, as well as GC‐MS. GC results show that, β‐sitosterol (49.6%), △5‐avenasterol (33.4%), and campesterol (9.1%) are the main sterols; and linoleic acid (63.1%), behenic acid (8.3%), and oleic acid (8.1%) are the main fatty acids. Practical Applications: This work provides an economic and efficient method for high purity SFAE production, which gave some available information for the value‐added utilization of idle plant materials with high levels of SFAE. A new plant resource, lotus plumule, is used to produce sterol fatty acid ester (SFAE). Acetone extraction and column chromatography are developed for separation and purification of SFAE. The SFAE product is a pale yellow oily liquid with high purity (95.6%) and recovery (95.7%), which is analyzed and confirmed by GC, MS, and ultraviolet and infrared spectroscopy.

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Isolation of two new prenylated flavonoids from Sinopodophyllum emodi fruit by silica gel column and high-speed counter-current chromatography

Cited by 27 publications

References 19 publications

Simultaneous Separation and Purification of Five Polymethoxylated Flavones from “Dahongpao” Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC

Simultaneous Separation and Purification of Five Polymethoxylated Flavones from “Dahongpao” Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC

Isolation and Identification of Phenolic Compounds from Eryngium glaziovianum Stem by Countercurrent Chromatography with Off-line HPLC-DAD Detection

Separation, Purification, and Characterization of Sterol Fatty Acid Esters From Lotus Plumule

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