Affinity measurement of ligands in Perilla frutescens extract towards α-glucosidase using affinity-based ultrafiltration-high-performance liquid chromatography

Wang, Zhiqiang; Zuo, Guanglei; Hwang, Seung Hwan; Kwon, Shin Hwa; Kang, Young‐Hee; Lee, Jae Yong; Lim, Soon Sung

doi:10.1016/j.jchromb.2019.121725

Cited by 18 publications

(10 citation statements)

References 36 publications

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“…As shown in Figure , after affinity ultrafiltration, the chromatographic information obtained by LC/MS was used to determine the binding of a total of nine compounds to MAO‐B. The binding strength of each compound to MAO‐B was calculated as:

Binding degree (%) = (() (() A_{1} - A_{2}) / A) \times 100 % .

where A is the peak area of the sample peak, A 1 is the compound peak area in the presence of MAO‐B, and A 2 is the compound peak area of a sample assayed without MAO‐B.…”

Section: Resultsmentioning

confidence: 99%

“…Affinity ultrafiltration liquid chromatography/tandem mass spectrometry (AUF‐LC/MS n ) is a rapid separation and purification technology used to screen natural product extracts for compounds with the desired biological activities . Thus, AUF‐LC/MS n has become a pharmacological profiling tool widely used to screen for target protein ligands in complex systems such as TCM preparations or compound libraries . Compared with other screening techniques, this method requires minimal sample preparation, has a low protein consumption, is less time‐consuming, has a high throughput, and determines the binding strength of each ligand.…”

Section: Introductionmentioning

confidence: 99%

“…12,13 Thus, AUF-LC/MS n has become a pharmacological profiling tool widely used to screen for target protein ligands in complex systems such as TCM preparations or compound libraries. [14][15][16] Compared with other screening techniques, this method requires minimal sample preparation, has a low protein consumption, is less time-consuming, has a high throughput, and determines the binding strength of each ligand. Our group has successfully used this technology to identify inhibitors of α-glucosidase, xanthine oxidase, and neuraminidase in traditional Chinese medicine formulations.…”

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confidence: 99%

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Chemical characterization of small‐molecule inhibitors of monoamine oxidase B synthesized from the Acanthopanax senticosus root with affinity ultrafiltration mass spectrometry

Wang

Zhang

et al. 2020

Rapid Comm Mass Spectrometry

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Rationale Discovering and identifying new small‐molecule inhibitors of monoamine oxidase B (MAO‐B) could provide the potential to treat many neurodegenerative diseases. Methods We employed affinity ultrafiltration liquid chromatography/tandem mass spectrometry (AUF‐LC/MSn) to identify and characterize small‐molecule inhibitors of MAO‐B from a 30% ethanolic extract of Acanthopanax senticosus root (ASR). In vitro tests were performed in stimulated BV2 microglia to evaluate the anti‐inflammatory effects of the ASR preparation. An in vitro enzyme activity assay, measuring half‐maximal inhibitory concentrations (IC50) against MAO‐B, determined the inhibitory activity of the potential MAO‐B ligands. Results ASR treatment significantly inhibited NO release (p <0.01) and attenuated tumor necrosis factor (TNF)‐α expression in stimulated BV2 microglia. Nine compounds were isolated from the ASR preparation as potential MAO‐B inhibitors, identified as quinic acid, chlorogenic acid, isofraxidin, dicaffeoylquinic acid, pinoresinol diglucoside, medioresinol 4’‐O‐β‐D‐glucopyranoside, eletutheroside E, syringaresinol O‐β‐D‐glucoside, and trihydroxyoctadecenoic acid, based on their tandem mass spectra. Conclusions Our study provides critical data on compounds from ASR extracts which are suitable for the development of new MAO‐B inhibitors as potential therapeutics for neurodegenerative diseases.

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Binding degree (%) = (() (() A_{1} - A_{2}) / A) \times 100 % .

where A is the peak area of the sample peak, A 1 is the compound peak area in the presence of MAO‐B, and A 2 is the compound peak area of a sample assayed without MAO‐B.…”

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

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Chemical characterization of small‐molecule inhibitors of monoamine oxidase B synthesized from the Acanthopanax senticosus root with affinity ultrafiltration mass spectrometry

Wang

Zhang

et al. 2020

Rapid Comm Mass Spectrometry

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“…The differences between the procedures derive from the type of eluents selected and whether they run in isocratic or gradient elution [ 10 ]. The low UV absorption provided by the saturated skeleton of pentacyclic triterpenes could underlay the aforementioned limited [ 55 , 56 ]. To overcome these shortcomings, liquid chromatography coupled to mass spectrometry detection (LC–MS) has become a powerful hyphenated technique that enables the separation, unambiguous detection and characterization of bioactive compounds in complex samples.…”

Section: Quantitative Analysis Techniques For Oamentioning

confidence: 99%

Oleanolic Acid: Extraction, Characterization and Biological Activity

2022

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Oleanolic acid, a pentacyclic triterpenoid ubiquitously present in the plant kingdom, is receiving outstanding attention from the scientific community due to its biological activity against multiple diseases. Oleanolic acid is endowed with a wide range of biological activities with therapeutic potential by means of complex and multifactorial mechanisms. There is evidence suggesting that oleanolic acid might be effective against dyslipidemia, diabetes and metabolic syndrome, through enhancing insulin response, preserving the functionality and survival of β-cells and protecting against diabetes complications. In addition, several other functions have been proposed, including antiviral, anti-HIV, antibacterial, antifungal, anticarcinogenic, anti-inflammatory, hepatoprotective, gastroprotective, hypolipidemic and anti-atherosclerotic activities, as well as interfering in several stages of the development of different types of cancer; however, due to its hydrophobic nature, oleanolic acid is almost insoluble in water, which has led to a number of approaches to enhance its biopharmaceutical properties. In this scenario, the present review aimed to summarize the current knowledge and the research progress made in the last years on the extraction and characterization of oleanolic acid and its biological activities and the underlying mechanisms of action.

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“…Targeting the bioactive compounds in the extract prior to separation and separating them in a target-guided manner can improve the separation efficiency and increase the “hit”. In particular, the antioxidants and enzyme inhibitors in extracts can be screened using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical reaction-based DPPH-high-performance liquid chromatography (HPLC) [ 27 , 28 ] and enzyme–ligand binding affinity-based ultrafiltration-HPLC [ 29 , 30 , 31 ], respectively. Moreover, as a versatile separation chromatography based on a continuous liquid–liquid partition, high-speed counter-current chromatography (HSCCC) with advantages of support matrix-free, no irreversible adsorption, low risk of sample denaturation, and high sample loading capacity has immense potential in separating natural products [ 32 , 33 ], and it is suitable to couple offline DPPH- and ultrafiltration-HPLC in order to achieve efficient screening and separation of bioactive compounds from natural product extracts [ 34 , 35 , 36 ].…”

Section: Introductionmentioning

confidence: 99%

Valeriana rigida Ruiz & Pav. Root Extract: A New Source of Caffeoylquinic Acids with Antioxidant and Aldose Reductase Inhibitory Activities

Zuo

Kim

Quispe

et al. 2021

Foods

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Valeriana rigida Ruiz & Pav. (V. rigida) has long been used as a herbal medicine in Peru; however, its phytochemicals and pharmacology need to be scientifically explored. In this study, we combined the offline 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH)-/ultrafiltration-high-performance liquid chromatography (HPLC) and high-speed counter-current chromatography (HSCCC)/pH-zone-refining counter-current chromatography (pH-zone-refining CCC) to screen and separate the antioxidants and aldose reductase (AR) inhibitors from the 70% MeOH extract of V. rigida, which exhibited remarkable antioxidant and AR inhibitory activities. Seven compounds were initially screened as target compounds exhibiting dual antioxidant and AR inhibitory activities using DPPH-/ultrafiltration-HPLC, which guided the subsequent pH-zone-refining CCC and HSCCC separations of these target compounds, namely 3-O-caffeoylquinic acid, 4-O-caffeoylquinic acid, 5-O-caffeoylquinic acid, 3,4-O-di-caffeoylquinic acid, 3,5-O-di-caffeoylquinic acid, 4,5-O-di-caffeoylquinic acid, and 3,4,5-O-tri-caffeoylquinic acid. These compounds are identified for the first time in V. rigida and exhibited remarkable antioxidant and AR inhibitory activities. The results demonstrate that the method established in this study can be used to efficiently screen and separate the antioxidants and AR inhibitors from natural products and, particularly, the root extract of V. rigida is a new source of caffeoylquinic acids with antioxidant and AR inhibitory activities, and it can be used as a potential functional food ingredient for diabetes.

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Affinity measurement of ligands in Perilla frutescens extract towards α-glucosidase using affinity-based ultrafiltration-high-performance liquid chromatography

Cited by 18 publications

References 36 publications

Chemical characterization of small‐molecule inhibitors of monoamine oxidase B synthesized from the Acanthopanax senticosus root with affinity ultrafiltration mass spectrometry

Chemical characterization of small‐molecule inhibitors of monoamine oxidase B synthesized from the Acanthopanax senticosus root with affinity ultrafiltration mass spectrometry

Oleanolic Acid: Extraction, Characterization and Biological Activity

Valeriana rigida Ruiz & Pav. Root Extract: A New Source of Caffeoylquinic Acids with Antioxidant and Aldose Reductase Inhibitory Activities

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