Rapid qualitative profiling and quantitative analysis of phenolics in Ribes meyeri leaves and their antioxidant and antidiabetic activities by HPLC-QTOF-MS/MS and UHPLC-MS/MS.
3T3-L1 Cells
Animals
Antioxidants
/ analysis
Benzothiazoles
/ antagonists & inhibitors
Biphenyl Compounds
/ antagonists & inhibitors
Chromatography, High Pressure Liquid
Enzyme Inhibitors
/ analysis
Glycoside Hydrolases
/ antagonists & inhibitors
Humans
Mice
Phenols
/ analysis
Picrates
/ antagonists & inhibitors
Protein Tyrosine Phosphatase, Non-Receptor Type 1
/ antagonists & inhibitors
Ribes
/ chemistry
Sulfonic Acids
/ antagonists & inhibitors
Tandem Mass Spectrometry
Ribes meyeri
antidiabetic activity
antioxidant activity
liquid chromatography-mass spectrometry
phenolics
Journal
Journal of separation science
ISSN: 1615-9314
Titre abrégé: J Sep Sci
Pays: Germany
ID NLM: 101088554
Informations de publication
Date de publication:
Apr 2021
Apr 2021
Historique:
revised:
17
12
2020
received:
04
09
2020
accepted:
16
01
2021
pubmed:
20
1
2021
medline:
26
10
2021
entrez:
19
1
2021
Statut:
ppublish
Résumé
Ribes meyeri leaves are used as traditional Kazakh medicine in China. However, no study on the characterization of the phenolic compounds in R. meyeri leaves has been reported, resulting in the lack of quality control measures and poor standardization. This study was conducted to identify the phenolic compounds in R. meyeri leaves and evaluate their antioxidant and antidiabetic activities. A total of 77 phenolics were tentatively identified by liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry. Ultra-high performance liquid chromatography coupled with triple quadrupole mass spectrometry was applied to simultaneously quantify 12 phenolics in R. meyeri leaves. Rutin, epigallocatechin, isoquercitrin, epicatechin, protocatechuic acid, and kaempferol-3-O-rutinoside were abundant in the R. meyeri leaves. The methanol extract and four different extracts enhanced the glucose uptake in 3T3-L1 adipocytes. The ethyl acetate extracts showed a total phenolic content of 966.89 ± 3.59 mg gallic acid equivalents/g, a total flavonoid content of 263.58 ± 17.09 mg catechin equivalents/g, and good protein-tyrosine phosphatase-1B inhibitory activities (IC
Identifiants
pubmed: 33464708
doi: 10.1002/jssc.202000962
doi:
Substances chimiques
Antioxidants
0
Benzothiazoles
0
Biphenyl Compounds
0
Enzyme Inhibitors
0
Phenols
0
Picrates
0
Sulfonic Acids
0
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
28752-68-3
1,1-diphenyl-2-picrylhydrazyl
DFD3H4VGDH
PTPN1 protein, human
EC 3.1.3.48
Protein Tyrosine Phosphatase, Non-Receptor Type 1
EC 3.1.3.48
Glycoside Hydrolases
EC 3.2.1.-
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1404-1420Subventions
Organisme : National Natural Science Foundation of China
ID : 31660093
Informations de copyright
© 2021 Wiley-VCH GmbH.
Références
Cyboran, S., Bonarska-Kujawa, D., Pruchnik, H., Żyłka, R., Oszmiański, J., Kleszczyńska, H., Phenolic content and biological activity of extracts of blackcurrant fruit and leaves. Food Res Int. 2014, 65, 47-58.
Tabart, J., Franck, T., Kevers, C., Pincemail, J., Serteyn, D., Defraigne, J.-O., Dommes, J., Antioxidant and anti-inflammatory activities of Ribes nigrum extracts. Food Chem. 2012, 131, 1116-22.
Mbeunkui, F., Grace, M. H., Yousef, G. G., Lila, M. A., Isolation and characterization of flavonols from blackcurrant by high-performance counter-current chromatography and electrospray ionization tandem mass spectrometry. J Sep Sci. 2015, 35, 1682-9.
Paunović, S. M., Mašković, P., Nikolić, M., Miletić, R., Bioactive compounds and antimicrobial activity of black currant (Ribes nigrum L.) berries and leaves extract obtained by different soil management system. Sci Hortic. 2017, 222, 69-75.
Kendir, G., Suntar, I., Ceribasi, A. O., Koroglu, A., Activity evaluation on Ribes species, traditionally used to speed up healing of wounds: With special focus on Ribes nigrum. J Ethnopharmacol. 2019, 237, 141-8.
Liu, P., Kallio, H., Yang, B., Flavonol glycosides and other phenolic compounds in buds and leaves of different varieties of black currant (Ribes nigrum L.) and changes during growing season. Food Chem. 2014, 160, 180-9.
Xie, K. Q., Zhang, M. L., The effect of Quaternary climatic oscillations on Ribes meyeri (Saxifragaceae) in northwestern China. Biochem Syst Ecol. 2013, 50, 39-47.
Health Bureau of the Revolutionary Committee of Xinjiang Uygur Autonomous Region, Chinese herbal medicine in Xinjiang. Xinjiang People's Press, Urumqi, Xinjiang, China 1976, pp. 349-50.
Alvarez-Rivera, G., Ballesteros-Vivas, D., Parada-Alfonso, F., Ibañez, E., Cifuentes, A., Recent applications of high resolution mass spectrometry for the characterization of plant natural products. TrAC Trends Anal Chem. 2019, 112, 87-101.
Zhou, J., Yi, H., Zhao, Z. X., Shang, X. Y., Zhu, M. J., Kuang, G. J., Zhu, C. C., Zhang, L., Simultaneous Qualitative and Quantitative Evaluation of Ilex kudingcha C. J. Tseng by using UPLC and UHPLC-qTOF-MS/MS. J Pharm Biomed Anal. 2018, 155, 15-26.
Desta, K. T., Lee, W. S., Lee, S. J., Kim, Y. H., Kim, G. S., Lee, S. J., Kim, S. T., Abd El-Aty, A. M., Warda, M., Shin, H. C., Shim, J. H., Shin, S. C., Antioxidant activities and liquid chromatography with electrospray ionization tandem mass spectrometry characterization and quantification of the polyphenolic contents of Rumex nervosus Vahl leaves and stems. J Sep Sci. 2016, 39, 1433-41.
Zhang, H., Yu, M., Jia, H., Zhang, T., Shang, H., Zhang, M., Zhu, Z., Zou, Z., Comprehensive identification of potential antioxidant components in the aerial parts of Polygonum chinense L. var. hispidum using ultra high performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry. J Sep Sci. 2020, 43, 2380-92.
Chu, C., Zhang, H., Mao, H., Liu, C., Jiang, L., Lian, L., Li, J., Zhu, J., Chen, W., Yan, J., Simultaneous determination of seven compounds in Chinese patent medicines Chenxiangqu by matrix solid-phase dispersion coupled with ultra high performance liquid chromatography and quadrupole time-of-flight mass spectrometry. J Sep Sci. 2020, 43, 2869-79.
Chan, C. O., Xie, X. J., Wan, S. W., Zhou, G. L., Yuen, A. C., Mok, D. K., Chen, S. B., Qualitative and quantitative analysis of sesquiterpene lactones in Centipeda minima by UPLC-Orbitrap-MS & UPLC-QQQ-MS. J Pharm Biomed Anal. 2019, 174, 360-6.
Qu, Y., Zhang, C., Liu, R., Wu, H., Sun, Y., Zhang, N., Nima, C., Danpei, Q., Zhang, S., Sun, Y., Rapid characterization the chemical constituents of Bergenia purpurascens and explore potential mechanism in treating osteoarthritis by ultra high performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry combined with network pharmacology. J Sep Sci. 2020, 43, 3333-48.
Sun, L., Warren, F. J., Gidley, M. J., Natural products for glycaemic control: Polyphenols as inhibitors of alpha-amylase. Trends Food Sci Technol. 2019, 91, 262-73.
Wang, C., Santhanam, R. K., Gao, X., Chen, Z., Chen, Y., Wang, C., Xu, L., Chen, H., Preparation, characterization of polysaccharides fractions from Inonotus obliquus and their effects on α-amylase, α-glucosidase activity and H2O2-induced oxidative damage in hepatic L02 cells. J Func Foods. 2018, 48, 179-89.
Cecchi, L., Innocenti, M., Urciuoli, S., Arlorio, M., Paoli, P., Mulinacci, N., In depth study of phenolic profile and PTP-1B inhibitory power of cold-pressed grape seed oils of different varieties. Food Chem. 2019, 271, 380-7.
Tan, X. C., Chua, K. H., Ravishankar Ram, M., Kuppusamy, U. R., Monoterpenes: novel insights into their biological effects and roles on glucose uptake and lipid metabolism in 3T3-L1 adipocytes. Food Chem. 2016, 196, 242-50.
Chen, L., Li, Q. Y., Shi, X. J., Mao, S. L., Du, Y. L., 6-Hydroxydaidzein enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells. J Agric Food Chem. 2013, 61, 10714-9.
Li, Z., Chen, J., Gao, X., Zhang, T., Zheng, W., Wei, G., Huang, Y., Qi, J., Zhang, Y., Ma, P., Identification of components and metabolites in plasma of type 2 diabetic rat after oral administration of Jiao-Tai-Wan using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. J Sep Sci. 2020, 43, 2690-707.
Lukić, I., Radeka, S., Budić-Leto, I., Bubola, M., Vrhovsek, U., Targeted UPLC-QqQ-MS/MS profiling of phenolic compounds for differentiation of monovarietal wines and corroboration of particular varietal typicity concepts. Food Chem. 2019, 300, 125251.
Tang, Y., Li, X., Zhang, B., Chen, P. X., Liu, R., Tsao, R., Characterisation of phenolics, betanins and antioxidant activities in seeds of three Chenopodium quinoa Willd. genotypes. Food Chem. 2015, 166, 380-8.
Hall, F., Johnson, P. E., Liceaga, A., Effect of enzymatic hydrolysis on bioactive properties and allergenicity of cricket (Gryllodes sigillatus) protein. Food Chem. 2018, 262, 39-47.
Qi, B., Gong, C., Yan, L., Yuan, Z., Zhenqiang, W., Improving phenolic compositions and bioactivity of oats by enzymatic hydrolysis and microbial fermentation. J Func Foods. 2018, 47, 512-20.
Seong, S. H., Roy, A., Jung, H. A., Jung, H. J., Choi, J. S., Protein tyrosine phosphatase 1B and alpha-glucosidase inhibitory activities of Pueraria lobata root and its constituents. J Ethnopharmacol. 2016, 194, 706-16.
Xu, J., Cao, J., Yue, J., Zhang, X., Zhao, Y., New triterpenoids from acorns of Quercus liaotungensis and their inhibitory activity against α -glucosidase, α -amylase and protein-tyrosine phosphatase 1B. J Func Foods. 2018, 41, 232-9.
Yue, J., Xu, J., Cao, J., Zhang, X., Zhao, Y., Cucurbitane triterpenoids from Momordica charantia L. and their inhibitory activity against α-glucosidase, α-amylase and protein tyrosine phosphatase 1B (PTP1B). J Func Foods. 2017, 37, 624-31.
Jaiswal, R., Halabi, E. A., Karar, M. G. E., Kuhnert, N., Identification and characterisation of the phenolics of Ilex glabra L. Gray (Aquifoliaceae) leaves by liquid chromatography tandem mass spectrometry. Phytochem. 2014, 106, 141-55.
Gu, D., Yang, Y., Abdulla, R., Aisa, H. A., Characterization and identification of chemical compositions in the extract of Artemisia rupestris L. by liquid chromatography coupled to quadrupole time-of-flight tandem mass spectrometry. Rapid Commun Mass Spectrom. 2012, 26, 83-100.
Liu, Y., Seeram, N. P., Liquid chromatography coupled with time-of-flight tandem mass spectrometry for comprehensive phenolic characterization of pomegranate fruit and flower extracts used as ingredients in botanical dietary supplements. J Sep Sci. 2018, 41, 3022-33.
Gu, D., Yang, Y., Bakri, M., Chen, Q., Xin, X., Aisa, H. A., A LC/QTOF-MS/MS application to investigate chemical compositions in a fraction with protein tyrosine phosphatase 1B inhibitory activity from Rosa rugosa flowers. Phytochem Anal. 2013, 24, 661-70.
D'Urso, G., Montoro, P., Piacente, S., Detection and comparison of phenolic compounds in different extracts of black currant leaves by liquid chromatography coupled with high-resolution ESI-LTQ-Orbitrap MS and high-sensitivity ESI-Qtrap MS. J Pharm Biomed Anal. 2020, 179, 112926.
Chaibeddra, Z., Akkal, S., Ouled-Haddar, H., Silva, A. M. S., Zellagui, A., Sebti, M., Cardoso, S. M., Scrophularia Tenuipes Coss and Durieu: Phytochemical Composition and Biological Activities. Molecules. 2020, 25, 1647.
He, Y. J., Zhu, M., Zhou, Y., Zhao, K. H., Zhou, J. L., Qi, Z. H., Zhu, Y. Y., Wang, Z. J., Xie, T. Z., Tang, Q., Wang, Y. F., Luo, X. D., Comparative investigation of phytochemicals among ten citrus herbs by ultra high performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight mass spectrometry and evaluation of their antioxidant properties. J Sep Sci. 2020, 43, 3349-58.
Nour, V., Trandafir, I., Cosmulescu, S., Antioxidant capacity, phenolic compounds and minerals content of blackcurrant (Ribes nigrum L.) leaves as influenced by harvesting date and extraction method. Ind Crops Prod. 2014, 53, 133-9.
Xu, Y., Niu, X., Liu, N., Gao, Y., Wang, L., Xu, G., Li, X., Yang, Y., Characterization, antioxidant and hypoglycemic activities of degraded polysaccharides from blackcurrant (Ribes nigrum L.) fruits. Food Chem. 2018, 243, 26-35.
Lin, G. M., Chen, Y. H., Yen, P. L., Chang, S. T., Antihyperglycemic and antioxidant activities of twig extract from Cinnamomum osmophloeum. J Tradit Complement Med. 2016, 6, 281-8.
Hsu, B. Y., Pan, S. Y., Wu, L. Y., Ho, C. T., Hwang, L. S., Hypoglycemic activity of Chenopodium formosanum Koidz. components using a glucose uptake assay with 3T3-L1 adipocytes. Food Biosci. 2018, 24, 9-16.