A novel chromatographic separation method for rapid enrichment and isolation of novel flavonoid glycosides from <i>Sphaerophysa salsula</i>

Wang, Weidong; Dang, Jun; Shao, Yuchuan; Jiang, Lei; Liu, Zenggen; Mei, Lijuan

doi:10.1002/jssc.202000688

Cited by 8 publications

(6 citation statements)

References 31 publications

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“…The other flavonoid is expected to be quercetin 3- O- β -D-apiofuranosyl(1 ⟶ 2)-[6-O-(3-hydroxy-3-methylglutaroyl)]- β -D-glucopyranoside: base peak m/z 741.18 (C 32 H 36 O 20 ; t R 11.52), [M + Na] + m/z = 763.16 and the fragment ion at m/z = 609.16 [M + H − 132 (pentose)] + with reference from the data collected from our spectra and Fu et al, 2010 [ 115 ]. Adding 14 Da mass on quercetin 3-O- β -D-xylopyranosyl(1 ⟶ 2)-[6-O-(3-hydroxy-3-methylglutaroyl)]- β -D-glucopyranoside yields mass equals 755 which could be quercetin 7-methyl ether 3-[3-hydroxy-3-methylglutaryl-(1->6)]-[apiosyl-(1->2)-galactoside] [ 116 ]. Likewise, the base peak with m/z 435.09 (C 20 H 18 O 11 ; t R 7.83) and fragments peak at m/z 303.05, 287.05, 183.14, and 153.02 are predicted to be avicularin (quercetin 3- α -L-arabinofuranoside) as spectral figures match with the literature of Santos et al [ 117 ].…”

Section: Discussionmentioning

confidence: 99%

Antidiabetic, Antimicrobial, and Molecular Profiling of Selected Medicinal Plants

Aryal

Niraula

Khadayat

et al. 2021

Evidence-Based Complementary and Alternative Medicine

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Natural products have been the center of attraction ever since they were discovered. Among them, plant-based natural products were popular as analgesics, anti-inflammatory, antidiabetic, and cosmetics and possess widespread biotechnological applications. The use of plant products as cosmetics and therapeutics is deep-rooted in Nepalese society. Although there are few ethnobotanical studies conducted, extensive research of these valuable medicinal plants has not been a priority due to the limitation of technology and infrastructure. Here, we selected 4 traditionally used medicinal plants to examine their bioactive properties and their enzyme inhibition potential. α-Glucosidase and α-amylase inhibitory activities were investigated using an in vitro model followed up by antioxidant and antimicrobial activities. The present study shows that ethyl acetate fraction of Melastoma melabathrium (IC50 9.1 ± 0.3 µg/mL) and water fraction Acacia catechu (IC50 9.0 ± 0.6 µg/mL) exhibit strong α-glucosidase inhibition. Likewise, the highest α-amylase inhibition was shown by crude extracts of Ficus religiosa (IC50 29.2 ± 1.2 µg/mL) and ethyl acetate fractions of Shorea robusta (IC50 69.3 ± 1.1 µg/mL), and the highest radical scavenging activity was shown by F. religiosa with an IC50 67.4 ± 0.6 µg/mL. Furthermore, to identify the metabolites within the fractions, we employed high-resolution mass spectrometry (LC-HRMS) and annotated 17 known metabolites which justify our assumption on activity. Of 4 medicinal plants examined, ethyl acetate fraction of S. robusta, ethyl acetate fraction of M. melabathrium, and water or ethyl acetate fraction of A. catechu extracts illustrated the best activities. With our study, we set up a foundation that provides authentic evidence to the community for use of these traditional plants. The annotated metabolites in this study support earlier experimental evidence towards the inhibition of enzymes. Further study is necessary to explore the clinical efficacy of these secondary molecules, which might be alternatives for the treatment of diabetes and pathogens.

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Section: Discussionmentioning

confidence: 99%

Antidiabetic, Antimicrobial, and Molecular Profiling of Selected Medicinal Plants

Aryal

Niraula

Khadayat

et al. 2021

Evidence-Based Complementary and Alternative Medicine

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“…Because prep-HPLC has excellent column e ciency, high-throughput puri cation, and separation reproducibility, it is widely used in the separation of herbal medicines 25 . Hence, in the present study, prep-HPLC was used for further puri cation of these two compounds (compounds 3 + 5).…”

Section: Prep-hplc Puri Cationmentioning

confidence: 99%

Bioactivity-Guided Separation of Potential α-glycosidase Inhibitor from Clerodendranthus Spicatus based on HSCCC with Molecular Docking

Zhu

Niu

Nie

et al. 2020

Preprint

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Clerodendranthus Spicatus is a traditional Dais medi-edible plant and it has been proven to have good blood glucose-lowering efficacy. However, the material basis of Clerodendranthus Spicatus has not been clarified yet. Therefore, in this paper, the compounds were purified by high-speed counter-current chromatography (HSCCC) and the potential activity of compounds were determined by molecular docking. In the separation process, the solvent system was determined by a 9 × 9 map-based solvent selection strategy and the solvent system hexane/ethyl acetate/methanol/water (3:5:3:5, v/v) was used for HSCCC. Finally, five compounds were purified and identified as 2-Caffeoyl-L-tartaric acid (1), N-(E)-caffeoyldopamine (2), rosmarinc acid (3), Methyl rosmarinate (4), 6,7,8,3',4'-Pentamethoxyflavone (5). Then, the identified compounds were individually docked with α-glycosidase. The affinity energies of the identified compounds ranged from -7.6 to -8.6 kcal/mol, which are all better than acarbose (-6.6 kcal/mol). In particularly, rosmarinc acid with the lowest affinity energy of -8.6 kcal/mol was wrapped by the active site of α-glycosidase. The docking results indicated that the target compounds have potential α-glycosidase inhibitory activity and may be responsible for the blood glucose-lowering activity of Clerodendranthus Spicatus. The results indicated that the bioactivity-guided method is practical for the effective separation of active compounds from natural resources.

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“…Accordingly, the combination of a polar‐modified RP column and a HILIC column might be helpful to improve the selectivity of separation and the establishment of a 2D‐LC separation model for high‐polar compounds. When the target compounds are at the trace level, it is necessary to enrich the target compounds for achieving efficient separation of 2D‐LC [25]. Hence, in this work, an SPE method would be a good choice to enrich the target compounds from the total extract and removing most of the interfering components.…”

Section: Introductionmentioning

confidence: 99%

Enrichment and separation of high‐polar compounds from Saussurea obvallata using solid‐phase extraction combining with offline two‐dimensional liquid chromatography

Wang

Zhu

Jiang

et al. 2021

J of Separation Science

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The high‐polar compounds from natural products are often used as medicines due to their good bioactivities. However, owing to the complexity and diversity of their structure, the separation of high‐polar compounds is still a challenging work. For this, an efficient method for enrichment and separation of the high‐polar compounds from Saussurea obvallata was developed. First, the target compounds were enriched from the total extract using a solid‐phase extraction method. An offline two‐dimensional liquid chromatography method was used for the separation of pure compounds from the enriched sample. After optimization of chromatographic conditions, high separation selectivity of target compounds was obtained on a polar‐modified C18 column and a HILIC XAmide column. Hence, a two‐dimensional reversed‐phase × hydrophilic interaction liquid chromatography system was constructed and enlarged from the analytical level to the preparative level. In the first dimension, four fractions were obtained on the XCharge C18 column with a recovery rate of 71.2%. In the second‐dimension preparation on the XAmide column, eight high‐polar compounds with more than 96% purity were isolated. All compounds were isolated from Saussurea obvallata for the first time. The results demonstrated that this developed strategy is effective for preparative‐scale isolation of high‐polar compounds from natural products.

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A novel chromatographic separation method for rapid enrichment and isolation of novel flavonoid glycosides from Sphaerophysa salsula

Cited by 8 publications

References 31 publications

Antidiabetic, Antimicrobial, and Molecular Profiling of Selected Medicinal Plants

Antidiabetic, Antimicrobial, and Molecular Profiling of Selected Medicinal Plants

Bioactivity-Guided Separation of Potential α-glycosidase Inhibitor from Clerodendranthus Spicatus based on HSCCC with Molecular Docking

Enrichment and separation of high‐polar compounds from Saussurea obvallata using solid‐phase extraction combining with offline two‐dimensional liquid chromatography

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