Preparative isolation and purification of hainanmurpanin, meranzin, and phebalosin from leaves of <i>Murraya exotica</i> L. using supercritical fluid extraction combined with consecutive high‐speed countercurrent chromatography

Yan, Rongwei; Shen, Jie; Liu, Xiaojing; Zou, Yong; Xu, Xinjun

doi:10.1002/jssc.201701423

Cited by 15 publications

(6 citation statements)

References 27 publications

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“…The structures of begapten (1), xanthotoxin (2), isopimpinellin (3), imperatorin (6), phellopterin (7), heraclenin (8), (-)-heraclenol (9), osthol (12), meranzin (13), 2 0 -acetoxy-3 0 -hydroxy-osthol (14) and umbelliprenin (15) were deduced from the 1 D and 2 D NMR spectra and confirmed by comparison of 1 H-and 13 C NMR data with those reported in the literature 22,[41][42][43][44][45][46][47] .…”

Section: Isolation and Characterisationsupporting

confidence: 66%

Coumarins fromMagydaris pastinaceaas inhibitors of the tumour-associated carbonic anhydrases IX and XII: isolation, biological studies and in silico evaluation

Fois

Distinto

Meleddu

et al. 2020

Journal of Enzyme Inhibition and Medicinal Chemistry

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In an in vitro screening for human carbonic anhydrase (hCA) inhibiting agents from higher plants, the petroleum ether and ethyl acetate extracts of Magydaris pastinacea seeds selectively inhibited hCA IX and hCA XII isoforms. The phytochemical investigation of the extracts led to the isolation of ten linear furocoumarins (1-10), four simple coumarins (12-15) and a new angular dihydrofurocoumarin (11). The structures of the isolated compounds were elucidated based on 1 D and 2 D NMR, MS, and ECD data analysis. All isolated compounds were inactive towards the ubiquitous cytosolic isoform hCA I and II (K i > 10,000 nM) while they were significantly active against the tumour-associated isoforms hCA IX and XII. Umbelliprenin was the most potent coumarin inhibiting hCA XII isoform with a K i of 5.7 nM. The cytotoxicity of the most interesting compounds on HeLa cancer cells was also investigated.

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Section: Isolation and Characterisationsupporting

confidence: 66%

Coumarins fromMagydaris pastinaceaas inhibitors of the tumour-associated carbonic anhydrases IX and XII: isolation, biological studies and in silico evaluation

Fois

Distinto

Meleddu

et al. 2020

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…The scoring of extraction yields and the contents of isovaleryl shikonin and tigloylshikonin were calculated via second‐order polynomial equation as Eq. 3:

Y = A_{0} + \sum_{i = 1}^{4} A_{i} X_{i} + \sum_{i = 1}^{4} A_{i i} X_{i}^{2} + \sum_{i = 1}^{3} \sum_{j = i + 1}^{4} A_{ij} X_{i} X_{j}

where Y is the predicted response (scores of yields of ethanol extract and the contents of isovalerylshikonin and tigloylshikonin); A 0 is the constant coefficient; A i , A ii , and A ij are linear, quadratic, and interaction coefficients, respectively; X i and X j are the coded independent variables; ( i ≠ j ) (Yan, Shen, Liu, Zou, & Xu, 2018).…”

Section: Methodsmentioning

confidence: 99%

Determination of the main naphthoquinones in Onosma hookeri Clarke. var. longiforum Duthie and its optimization of the ultrasound‐assisted extraction using response surface methodology

Aga

Liang

et al. 2020

Journal of Food Science

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In this study, besides isovaleryl shikonin, another shikonin derivative, tigloylshikonin, was also isolated from the roots of Onosma hookeri Clarke. var. longiforum Duthie as a main naphthoquinone constituent for the first time. Then optimization of the ultrasonic‐assisted extraction was done by Box–Behnken design–response surface methodology on the basis of single‐factor experiments. The optimized conditions were 72% (v/v) ethanol and the material to solution ratio was 1:37(g/mL) at 52 °C for 77 min. Under these conditions, the extraction yield of ethanol extract was 36.74 ± 0.32%, the contents of isovaleryl shikonin and tigloylshikonin reached 0.094 ± 0.003% and 0.223 ± 0.006%, respectively. Notably, in that optimized condition, the yield of isovaleryl shikonin increased by approximately 7.64‐fold than the previous report. In the in vitro antioxidant activity assay, the optimal ethanol extract exhibited similar 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) scavenging activity as butylated hydroxy toluene (BHT), but slightly weaker 2,2'‐azino‐bis‐3‐ethylbenzthiazoline‐6‐sulphonic acid (ABTS) scavenging activity and total antioxidant capacity than that of BHT. However, the active polar fraction, the ethyl acetate fraction, which is enriched with naphthoquinone constituents, performs as a better antioxidant agent than BHT. Therefore, both of them could be considered as a naturally sourced antioxidants compared to commercially available synthetic drugs. Practical Application Onosma hookeri Clarke. var. longiforum Duthie, a traditional Chinese medicine and food item, has been in use since a long time. A systematic determination of the main naphthoquinones, and antioxidant capacity of the naphthoquinones‐enriched ethanol extract and different polar fractions, was carried out in the present study. The results may provide theoretical basis for the claim that naphthoquinones‐enriched ethanol extract and ethyl acetate fraction from the roots of Onosma hookeri Clarke. var. longiforum Duthie could be used as potential natural antioxidants in the pharmaceutical, food, and cosmetic industries.

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“…There is no doubt that more attention should be shown on the applications of DoE on these aspects. Some examples of DoE techniques applied for the development of analysis method in GC, TLC, and HSCCC are listed in Table 4 [111][112][113][114][115][116][117][118][119][120][121].…”

Section: High-speed Countercurrent Chromatography (Hsccc)mentioning

confidence: 99%

Design of experiment techniques for the optimization of chromatographic analysis conditions: A review

et al. 2022

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Design of experiment (DoE) techniques have been widely used in the field of chromatographic parameters optimization as a valuable tool. A systematic literature review of the available DoE techniques applied to the development of a chromatographic analysis method is presented in this paper. First, the most common available designs and the implementation steps of DoE are comprehensively introduced. Then the studies in recent 10 years for the application of DoE techniques in various chromatographic techniques are discussed, such as capillary electrophoresis, liquid chromatography, gas chromatography, thin‐layer chromatography, and high‐speed countercurrent chromatography. Current problems and future outlooks are finally given to provide a certain inspiration of research in the application of DoE techniques to the different chromatographic techniques field. This review contributes to a better understanding of the DoE techniques for the efficient optimization of chromatographic analysis conditions, especially for the analysis of complex systems, such as multicomponent drugs and natural products.

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Preparative isolation and purification of hainanmurpanin, meranzin, and phebalosin from leaves of Murraya exotica L. using supercritical fluid extraction combined with consecutive high‐speed countercurrent chromatography

Cited by 15 publications

References 27 publications

Coumarins fromMagydaris pastinaceaas inhibitors of the tumour-associated carbonic anhydrases IX and XII: isolation, biological studies and in silico evaluation

Coumarins fromMagydaris pastinaceaas inhibitors of the tumour-associated carbonic anhydrases IX and XII: isolation, biological studies and in silico evaluation

Determination of the main naphthoquinones in Onosma hookeri Clarke. var. longiforum Duthie and its optimization of the ultrasound‐assisted extraction using response surface methodology

Design of experiment techniques for the optimization of chromatographic analysis conditions: A review

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