Isolation of four phenolic compounds from Mangifera indica L. flowers by using normal phase combined with elution extrusion two-step high speed countercurrent chromatography

Shaheen, Nusrat; Lu, Yanzhen; Geng, Ping; Shao, Qian; Wei, Yun

doi:10.1016/j.jchromb.2017.01.018

Cited by 23 publications

(11 citation statements)

References 47 publications

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“…Peak 21 had a molecular ion at m / z 197, and its fragment ions at m / z 169 and 125 were identified as [ethyl gallate − CH 3 CH 2 ] − , and [ethyl gallate − CH 3 CH 2 − CO 2 ] − , respectively. The three peaks 11, 19, 21 were confirmed using standard compounds and are consistent with previous reports [21]. …”

Section: Resultssupporting

confidence: 91%

Neuraminidase Inhibitory Activity and Constituent Characterization of Fagopyrum dibotrys

Zhang

Cao

et al. 2017

Molecules

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This study aimed to identify a new biological activity of the widely distributed species Fagopyrum dibotrys. Four F. dibotrys extracts (ethyl acetate (EA), petroleum ether (P), ethanol (E), and water (W)) were explored for their anti-neuraminidase (NA) activity. A total of 32 compounds were identified using UHPLC-Q-Exactive Orbitrap HRMS in the EA extract, which had the best NA inhibitory effects. We used the docking data for supporting compounds’ anti-neuraminidase activity. Among them, five compounds including one flavonoid, three organic acids, and one glucoside were discovered for the first time in F. dibotrys. Docking studies and NA activity assay revealed the remarkable NA inhibitory activity of eight components in EA extract, especially rutin, hesperidin, procyanidin B2, and quercitrin. Therefore, F. dibotrys could be used to develop anti-influenza drugs.

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Section: Resultssupporting

confidence: 91%

Neuraminidase Inhibitory Activity and Constituent Characterization of Fagopyrum dibotrys

Zhang

Cao

et al. 2017

Molecules

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“…A suitable solvent system could provide a proper range of partition coefficient (K D ) for target compounds. Usually, this suitable range is considered as 0.5≤K D ≤2.0 . If the K D value is too small, this will cause the compound to be eluted close to the solvent front with poor resolution; while it requires a long‐running time and a large volume of solvent as a result of the too high K D value .…”

Section: Resultsmentioning

confidence: 99%

Continuous separation of maslinic and oleanolic acids from olive pulp by high‐speed countercurrent chromatography with elution‐extrusion mode

Huang

Zhang

Pei

et al. 2019

J of Separation Science

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In this work, a continuous high-speed countercurrent chromatography method has been developed on the basis of elution-extrusion mode and this method was successfully applied to the separation of maslinic and oleanolic acid from the extract of olive pulp. In the process of 'elution', the sample solution was continuously loaded into the column and the maslinic acid was steadily eluted out in this step while highly retained oleanlic acid always stayed in the column. In the process of 'extrusion', the oleanlic acid was pushed out of the column with the stationary phase. In this way, we achieved a large sample loading. A total of 120 mL sample solution (about 89.55% of the column volume) which contains 600 mg olive pulp extract was pumped in the apparatus by a constant-flow pump and the maslinic and oleanolic acids were largely separated within 120 min. Both of these two compounds presented high yields and high purities (271.6 mg for maslinic acid with 86.7% and 83.9 mg oleanolic acids with 83.4%).

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“…To elucidate the structure of the peak 1 fraction, HRESI-MS, 1 H NMR, 13 C NMR, heteronuclear single quantum coherence spectroscopy (HSQC), and heteronuclear multiple-bond correlation spectroscopy (HMBC) spectra were obtained and compared with published literature data. The HRESI-MS, 1 H NMR, and 13 C NMR data are listed below, and the original spectra are shown in the Supporting Information.…”

Section: Purification Of (-)-Rhododendrin On the Xcharge C18 Column Amentioning

confidence: 99%

“…However, owing to their inferior separation reproducibility and the absence of online detection, S. tangutica phenols cannot be isolated easily. Recently, high-speed counter-current chromatography (HSCCC) has gained popularity for isolating phenols from natural products [11][12][13]. However, HSCCC involves a complicated partition coefficient testing process and low separation resolution.…”

Section: Introductionmentioning

confidence: 99%

Preparative isolation of arylbutanoid‐type phenol [(‐)‐rhododendrin] with peak tailing on conventional C18 column using middle chromatogram isolated gel column coupled with reversed‐phase liquid chromatography

Dang

Wang

et al. 2020

J of Separation Science

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Reversed‐phase liquid chromatography coupled with middle chromatogram isolated gel column was employed for the efficient preparative separation of the arylbutanoid‐type phenol [(‐)‐rhododendrin] from Saxifraga tangutica. Universal C18 (XTerra C18) and XCharge C18 columns were compared for (‐)‐rhododendrin fraction analysis and preparation. Although tailing and overloading occurred on the XTerra C18 column, the positively charged reversed‐phase C18 column (XCharge C18) overcame these drawbacks, allowing for favorable separation resolution, even when loading at a on a preparative scale (3.69 mg per injection). The general separation process was as follows. First, 365.0 mg of crude (‐)‐rhododendrin was enriched from 165 g Saxifraga tangutica extract via a middle chromatogram isolated gel column. Second, separation was performed on an XTerra C18 preparative column, from which 73.8 mg of the target fraction was easily obtained. Finally, the 24.0 mg tailing peak of (‐)‐rhododendrin on XTerra C18 column was selectively purified on the XCharge C18 analytical column. These results demonstrate that the tailing nonalkaloid peaks can be effectively used for preparative isolation on XCharge C18 columns.

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Isolation of four phenolic compounds from Mangifera indica L. flowers by using normal phase combined with elution extrusion two-step high speed countercurrent chromatography

Cited by 23 publications

References 47 publications

Neuraminidase Inhibitory Activity and Constituent Characterization of Fagopyrum dibotrys

Neuraminidase Inhibitory Activity and Constituent Characterization of Fagopyrum dibotrys

Continuous separation of maslinic and oleanolic acids from olive pulp by high‐speed countercurrent chromatography with elution‐extrusion mode

Preparative isolation of arylbutanoid‐type phenol [(‐)‐rhododendrin] with peak tailing on conventional C18 column using middle chromatogram isolated gel column coupled with reversed‐phase liquid chromatography

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