Application of HPLC and ESI-MS techniques in the analysis of phenolic acids and flavonoids from green leafy vegetables (GLVs)

Journal of Pharmaceutical Analysis - Tập 7 - Trang 349-364 - 2017
B. Ramesh Kumar1
1Plant Metabolic Pathway Laboratory, RGSOIPL, Indian Institute of Technology Kharagpur, Kharagpur, West Bengal 721302, India

Tài liệu tham khảo

Boligon, 2014, Importance of HPLC in analysis of plant extracts, Austin Chromatogr., 1, 1 Yang, 2009, Phytochemical analysis of traditional Chinese medicine using liquid chromatography coupled with mass spectrometry, J. Chromatogr. A, 1216, 2045, 10.1016/j.chroma.2008.08.097 Martin, 2016, Cocoa polyphenols in oxidative stress: potential health applications, J. Funct. Foods, 27, 570, 10.1016/j.jff.2016.10.008 Carter, 2010, Fruit and vegetable intake and incidence of type 2 diabetes mellitus: systematic review and meta-analysis, BMJ, 4229, 10.1136/bmj.c4229 Ryan, 1999, Applications of mass spectrometry to plant phenols, Trends Anal. Chem., 18, 362, 10.1016/S0165-9936(98)00118-6 Esmail Al-Snafi, 2015, The pharmacological importance of Brassica nigra and Brassica rapa grown in Iraq, J. Pharm. Biol., 5, 240 Wolfender, 1998, Liquid chromatography coupled to mass spectrometry and nuclear magnetic resonance spectroscopy for the screening of plant constituents, J. Chromatogr. A, 794, 299, 10.1016/S0021-9673(97)00939-4 Costa, 2015, Advances in phenolic compounds analysis of aromatic plants and their potential applications, Trends Food Sci. Technol., 45, 336, 10.1016/j.tifs.2015.06.009 Patel, 2010, Introduction to hyphenated techniques and their applications in pharmacy, Pharm. Methods, 1, 2, 10.1016/S2229-4708(10)11002-4 Cartea, 2011, Phenolic compounds in Brassica vegetables, Molecules, 16, 251, 10.3390/molecules16010251 Mandal, 2010, Phenolic acids as a signalling molecule in plant-microbe symbioses, Plant Signal Behav., 5, 359, 10.4161/psb.5.4.10871 Robbins, 2003, Phenolic acids in foods: an overview of analytical methodology, J. Agric. Food Chem., 51, 2866, 10.1021/jf026182t Stalikas, 2010, Phenolic acids and flavonoids: occurrence and analytical methods, 65 Ignat, 2011, A critical review of methods for characterization of polyphenolic compounds in fruits and vegetables, Food Chem., 126, 1821, 10.1016/j.foodchem.2010.12.026 Cuyckens, 2004, Mass spectrometry in the structural analysis of flavonoids, J. Mass. Spectrom., 39, 1, 10.1002/jms.585 Shirley, 2002, Biosynthesis of flavonoid and effects of stress, Curr. Opin. Plant Biol., 5, 218, 10.1016/S1369-5266(02)00256-X Singh, 2011, Evaluation of the antinoceptive activity of Amaranthus hybridus Linn root extracts, Acta Pol. Pharm., 68, 255 Kawade, 2013, A pharmacognostic and pharmacological review: Amaranthus spinosus, World J. Pharm. Res., 2, 2099 Olajide, 2004, Anti-inflammatory properties of Amaranthus spinosus leaf extract, Pharm. Biol., 42, 521, 10.3109/13880200490893285 Hussain, 2009, Antidiarrheal and antiulcer activity of Amaranthus spinosus in experimental animals, Pharm. Biol., 47, 932, 10.1080/13880200902950769 Ashok Kumar, 2014, Antidepressant activity of methanolic extract of amaranthus spinosus, Basic Clin. Neurosci., 5, 11 Deshmukh, 2014, A review of the taxonomy, ethnobotany, phytochemistry and pharmacology of Basella alba (Basellaceae), J. Appl. Pharm. Sci., 4, 153, 10.7324/JAPS.2014.40125 Josthna, 2014, Anti-inflammatory effect of Basella rubra on Oxazolone-induced colitis in rat, AJPCT, 2, 832 Rokayya, 2014, Cabbage (Brassica oleracea L.var capitata) phytochemicals with antioxidant and anti-inflammatory potential, Asian Pac. J. Cancer Prev., 14, 6657, 10.7314/APJCP.2013.14.11.6657 Carvalho, 2011, Evaluation of antiulcerogenic activity of aqueous extract of Brassica oleracea var.capitata (Cabbage) on Wistar rat gastric ulceration, Arq. De. Gastroenterol., 48, 276, 10.1590/S0004-28032011000400011 Agbaje, 2013, Antiulcer activity of aqueous extract of fresh leaf of Brassica oleraceae Linn.var.Acephala (D.C.) Alef (Brassicaceae), Int. Res. J. Pharm., 4, 107, 10.7897/2230-8407.04818 Ji, 2015, Hypolipidemic action of hydroxycinnamic acids from Cabbage (Brassica oleracea L.var.capitata) on hypercholesterolaemic rat in relation to its antioxidant activity, J. Food Nutr. Res., 3, 317, 10.12691/jfnr-3-5-5 Subhash, 2010, Spinacia oleracea Linn: a pharmacognostic and pharmacological overview, Int. J. Res. Ayurveda Pharm., 1, 78 Jaime, 2015, Extraction of functional ingredients from spinach (Spinacia oleracea L.) using liquid solvent and supercritical CO2 extraction, J. Sci. Food Agr., 95, 722, 10.1002/jsfa.6788 Chandra, 2014, Assessment of total phenolic and flavonoid content, antioxidant properties and yield of aeroponically and conventionally grown leafy vegetables and fruit crops: a comparative study, Evid. Based Complement Altern. Med., 2014, 253875, 10.1155/2014/253875 Oniszczuck, 2011, Sample preparation of plant material, 107 Naczk, 2004, Extraction and analysis of phenolics in food, J. Chromatogr. A, 1054, 95, 10.1016/S0021-9673(04)01409-8 Robards, 2003, Strategies for the determination of bioactive phenols in plants, fruit and vegetables, J. Chromatogr. A, 1000, 657, 10.1016/S0021-9673(03)00058-X Gouveia, 2011, Characterization of phenolic acid derivatives and flavonoids from different morphological parts of Helichrysum obconicum by a RP-HPLC-DAD-(-)-ESI-MS method, Food Chem., 129, 333, 10.1016/j.foodchem.2011.04.078 Chen, 2011, Liquid chromatography coupled with time of flight and ion trap mass spectrometry for qualitative analysis of herbal medicines, J. Pharm. Anal., 1, 235, 10.1016/j.jpha.2011.09.008 Harborne, 1998 Long, 2014, Simultaneous determination of three curcuminoids in Curcuma longa L. by high performance liquid chromatography coupled with electrochemical detection, J. Pharm. Anal., 4, 325, 10.1016/j.jpha.2013.10.002 Chen, 2012, Separation, identification and quantification of active constituents in Fructus Psoraleae by high performance liquid chromatography with UV, ion trap mass spectrometry and electrochemical detection, J. Pharm. Anal., 2, 143, 10.1016/j.jpha.2011.11.005 Pang, 2016, The applications and features of liquid chromatography-mass spectrometry in the analysis of traditional chinese medicine, Evid. Based Complement. Altern. Med., 2016, 3837270, 10.1155/2016/3837270 Huang, 2007, Phenolic compound profile of selected vegetables frequently consumed by Africans Americans in the Southeast United States, Food Chem., 103, 1395, 10.1016/j.foodchem.2006.10.077 Patel, 2012, Development and validation of a RP-HPLC method for the simultaneous determination of Embelin, Rottlerin and Ellagic acid in Vidangadi Churna, J. Pharm. Anal., 2, 366, 10.1016/j.jpha.2012.03.001 Turek, 2010, Separation selectivity of some phenolic acids in RP-HPLC systems with binary mobile phase comprises various modifiers, Adsorption, 16, 287, 10.1007/s10450-010-9241-2 Steinmann, 2011, Recent advances on HPLC/MS in medicinal plant analysis, J. Pharm. Biomed. Anal., 55, 744, 10.1016/j.jpba.2010.11.015 Lin, 2009, Identification of phenolic components of collard greens, kale and Chinese broccoli, J. Agric. Food Chem., 57, 7401, 10.1021/jf901121v Ramesh Kumar, 2013, Profiling of phenolic compounds using UPLC-Q-TOF-MS/MS and nephroprotective activity of Indian green leafy vegetable Merremia emarginata (Burm.f.), Food Res. Int., 50, 94, 10.1016/j.foodres.2012.09.035 Bertin, 2014, Nutrient composition and identification/quantification of major phenolic compounds in Sarcocornia ambigua (Amaranthaceae) using HPLC-ESI-MS/MS, Food Res. Int., 55, 404, 10.1016/j.foodres.2013.11.036 Ola, 2009, HPLC/DAD/MS characterization and analysis of flavonoids and cynnamoil derivatives in four Nigerian green leafy vegetables, Food Chem., 115, 1568, 10.1016/j.foodchem.2009.02.013 Dehkharghanian, 2010, Study of flavonoids in aqueous spinach extract using positive electrospray ionisation tandem quadrupole mass spectrometry, Food Chem., 121, 863, 10.1016/j.foodchem.2010.01.007 Sultana, 2008, Flavonols (kaempferol, quercetin, myricetin) contents of selected fruits, vegetables and medicinal plants, Food Chem., 108, 879, 10.1016/j.foodchem.2007.11.053 Pasko, 2008, Analysis of selected phenolic acids and flavonoids in Amaranthus and Chenopodium quinoa seeds and sprouts by HPLC, Acta Chromatogr., 20, 661, 10.1556/AChrom.20.2008.4.11 Khanam, 2012, Phenolic acids, flavonoids and total antioxidant capacity of selected leafy vegetables, J. Funct. Foods, 4, 979, 10.1016/j.jff.2012.07.006 Oniszczuk, 2016, Optimization of ultrasound-assisted extraction and LC-ESI-MS/MS analysis of phenolic acids from Brassica oleracea L.var.sabellica, Ind. Crops Prod., 83, 359, 10.1016/j.indcrop.2016.01.015 Stintzing, 2004, Betacyanins and phenolic compounds from Amaranthus spinosus L. and Boerhavia erecta L, Z. Nat., 59, 1 Cho, 2008, Flavonoid content and antioxidant capacity of spinach genotypes determined by high performance liquid chromatography/mass spectrometry, J. Sci. Food Agr., 88, 1099, 10.1002/jsfa.3206 Tuszynska, 2014, Validation of the analytical method for the determination of flavonoids in broccoli, J. Hort. Res., 22, 131 Fiol, 2012, Highly glycosylated and acylated flavonols isolated from Kale (Brassica oleracea var.sabellica)-structure-antioxidant activity relationship, Food Res. Int., 47, 80, 10.1016/j.foodres.2012.01.014 Park, 2014, Metabolite profiling of phenolics, anthocyanins and flavonols in Cabbage (Brassica oleracea var.capitata), Ind. Crops Prod., 60, 8, 10.1016/j.indcrop.2014.05.037 Harbaum, 2008, Free and bound phenolic compounds in leaves of pak choi (Brassica Campestris L.ssp.Chinensis var Communis) and Chinese leaf mustard (Brassica juncea Coss), Food Chem., 110, 838, 10.1016/j.foodchem.2008.02.069 Kumar, 2015, Fruit extracts of Basella rubra that are rich in bioactives and betalains exhibit antioxidant activity and cytotoxicity against human cervical carcinoma cells, J. Funct. Foods, 15, 509, 10.1016/j.jff.2015.03.052 Devanshu, 2010, Quantitative bioanalysis by LC-MS/MS: a review, J. Pharm. Biomed. Sci., 7, 1 Ho, 2003, Electrospray ionization mass spectrometry: principles and clinical applications, Clin. Biochem. Rev., 24, 3 Banerjee, 2012, Electrospray ionization mass spectrometry: a technique to access the information beyond the molecular weight of the analyte, Int. J. Anal. Chem., 2012, 282574, 10.1155/2012/282574 Teixeira, 2013, Hydroxycinnamic acid antioxidants: an electrochemical overview, Biomed. Res. Int., 2013, 251754, 10.1155/2013/251754 Olkowski, 2003, A rapid HPLC method for the determination of phenolic acids in plant material, Pol. J. Food Nutr. Sci., 12, 53 Jandera, 2005, RP-HPLC analysis of phenolic compounds and flavonoids in beverages and plant extracts using a Coul Array detector, J. Sep Sci., 28, 1005, 10.1002/jssc.200500003 Kumar, 2016, A review on metabolic engineering approaches for enrichment and production of new secondary metabolites in Basella species, World J. Pharm. Pharm. Sci., 5, 652 Santi, 2013, Mass spectrometric detection of phenolic acids, 2047 Bunea, 2008, Total and individual carotenoids and phenolic acids content in fresh, refrigerated and processed spinach (Spinacia oleracea L), Food Chem., 108, 649, 10.1016/j.foodchem.2007.11.056 Annie Bligh, 2013, Flavonoids by HPLC, 2107 deRijke, 2006, Analytical separation and detection methods for flavonoids, J. Chromatogr. A, 1112, 31, 10.1016/j.chroma.2006.01.019 de Villiers, 2016, Recent advances and trends in the liquid chromatography-mass spectrometry analysis of flavonoids, J. Chromatogr. A., 1430, 16, 10.1016/j.chroma.2015.11.077 Stobiecki, 2000, Application of mass spectrometry for the identification and structural studies of flavonoid glycosides, Phytochemistry, 54, 237, 10.1016/S0031-9422(00)00091-1 Stobiecki, 2015, Application of LC/MS system to structural characterization of flavonoid glycoconjugates, Phytochem. Lett., 11, 358, 10.1016/j.phytol.2014.10.018 Tian, 2002, Identification and determination of flavonoids in buckwheat (Fagopyrum esculentum Moench, Polygonaceae) by high-performance liquid chromatography with electrospray ionisation mass spectrometry and photodiode array ultraviolet detection, Phytochem. Anal., 13, 251, 10.1002/pca.649 Kumar, 2016, LC-MS – a review and recent update, World J. Pharm. Pharm. Sci., 5, 377 Pitt, 2009, Principles and applications of liquid chromatography-mass spectrometry in clinical biochemistry, Clin. Biochem. Rev., 30, 19 Stead, 1998, Isolation by preparative HPLC, 165 Costa, 2015, Advances in phenolic compound analysis of aromatic plants and their potential applications, Trends Food Sci. Technol., 45, 336, 10.1016/j.tifs.2015.06.009 Sasidharan, 2011, Extraction, isolation and characterization of bioactive compounds from plants' extracts, Afr. J. Tradit. Complement. Altern. Med., 8, 1 Sosa-Ferrera, 2012, New developments in liquid chromatography-mass spectrometry for the determination of micropollutants, Chromatogr. Res. Int., 2012, 748989, 10.1155/2012/748989 Khoddami, 2013, Techniques for analysis of plant phenolic compounds, Molecules, 18, 2328, 10.3390/molecules18022328 Hird, 2014, Liquid chromatography-mass spectrometry for the determination of chemical contaminants in food, Trends Anal. Chem., 59, 59, 10.1016/j.trac.2014.04.005 Chang-Kee, 2002, Current developments in LC-MS for pharmaceutical analysis, Biol. Pharm. Bull., 25, 547, 10.1248/bpb.25.547 Zhao, 2016, Advanced development in phytochemicals analysis of medicine and food dual purposes plants used in China (2011–2014), J. Chromatogr. A, 1428, 39, 10.1016/j.chroma.2015.09.006 Levsen, 2002, 151 Toth, 2015, Phenolic profiling of various olive bark-types and leaves: HPLC-ESI/MS study, Ind. Crops Prod., 67, 432, 10.1016/j.indcrop.2015.01.077 Haneef, 2013, Application of LC-MS/MS for quantitative analysis of glucocorticoids and stimulants in biological fluids, J. Pharm. Anal., 3, 341, 10.1016/j.jpha.2013.03.005 Manners, 2003, Analysis of bitter limonoids in citrus juices by atmospheric pressure chemical ionization and electrospray ionization liquid chromatography-mass spectrometry, J. Agric. Food Chem., 51, 3709, 10.1021/jf021124t Li, 2011, Application of HPLC/MS in the analysis of traditional Chinese medicines, J. Pharm. Anal., 2, 81, 10.1016/S2095-1779(11)70015-6 Wang, 2015, Optimization, validation and application of an assay for the activity of HMG-CoA reductase in-vitro by LC-MS/MS, J. Pharm. Anal., 5, 383, 10.1016/j.jpha.2015.06.002 Kamboj, 2012, Analytical evaluation of herbal drugs, 23 Sumner, 2007, Methods, applications and concepts of metabolic profiling: secondary metabolism, 195