Isolation and Analytical Method Development of Flavonol Glycoside, Quercetin-3-O-β-D-Glucoside: A Review

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Authors

  • ,IN
  • ,IN

DOI:

https://doi.org/10.18311/jnr/2015/482

Keywords:

Flavonol Glycoside, HPLC, HPLC-MS, Isolation, Quercetin-3-O-β-D-Glucoside
Therapeutic Drug Monitoring

Abstract

Quercetin-3-O-β-D-Glucoside (QG) is well known phytoconstituents with antioxidant property that has been studied extensively. QG has been used as marker compound alone or along with other plant molecules for standardization of plant extracts. The article discusses various reported methods for isolation and analytical methods for QG to assist phytochemists

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Published

2015-12-05

How to Cite

Desai, S., & Tatke, P. (2015). Isolation and Analytical Method Development of Flavonol Glycoside, Quercetin-3-O-β-D-Glucoside: A Review. Journal of Natural Remedies, 15(2), 77–85. https://doi.org/10.18311/jnr/2015/482
Received 2015-10-08
Accepted 2016-01-25
Published 2015-12-05

 

References

Williamson G, Plumb GW, Uda Y, Price KR, Rhodes JCM. Dietary quercetin glycosides: Antioxidant activity and induction of the anticarcinogenic phase II marker enzymeQuinone Reductase in Hepalclc7 Cells. Carcinogenesls.1996; 17(11):2385–7.

Valentova K, Vrba J, Bancí­rova M, Ulrichova J, Kren V. Isoquercitrin: Pharmacology, Toxicology and Metabolism. Food Chem Toxicol. 2014; 68:267–82.

Wagner H, Bladt S. Plant drug analysis, 2nd ed. Springer-Verlag Berlin Heidelberg; 1996. p. 210.

Sikorska M, Matlawska I. Quercetin and its glycosides in the flowers of Asclepias syriaca L. Acta Poloniae Pharmaceutica-Drug Research. 2000; 57(4):321–4.

Williams BL, Casteel HW, Wender SH. Isoquercitrin and quercetin in concord grapes. Oklahoma Academy of 'Science. 1952; 33:250–1.

Aqil M, Khan IZ, Otukoyoung EE. Three flavonol glycosides from Ricinus communis. B Chem Soc Ethiopia.1997; 11(1):51–4.

Kazuma K, Noda N, Suzuki M. Malonylated flavonol glycosides from the petals of Clitoria ternatea.Phytochemistry. 2003; 62(2):229–37.

Gamal-Eldeen AM, Kawashty SA, Ibrahim LF, Shabana MM, El-Negoumy SI. evaluation of antioxidant, antiinflammatory, and antinociceptive properties of aerial Parts of Vicia sativa and its Flavonoids. J Nat Remedies.2004; 4(1):81–96.

Tokar M, Klimek B. Isolation and identification of biologically active compounds from Forsythia viridissimma flowers. Acta Polonine Pharmaceutica-Drug Research. 2004; 61(3):191–7.

Manguro LOA, Ugi I, Lemmen P. Flavonol glycosides from the leaves of Embelia keniensis. J Chinese Chem Soc.2005; 5(1):201–8.

Guvenalp Z, Demirezer LO. Flavonol glycosides from Asperula arvensis L. Turk J Chem. 2009; 29(2):163–9.

Peng J, Fan G, Wu Y. Preparative separation and isolation of three flavonoids and three phloroglucinol derivatives from Hypericum japonicum thumb using high-speed countercurrent chromatography by stepwise increasing the flow rate of the mobile phase. J Liq Chrom Rel Technol.2006; 29(11):1619–32.

Gutzeit D, Wray V, Winterhalter P, Jerz G. Preparative isolation and purification of flavonoids and protocatechuic acid from sea buckthorn juice concentrate (Hippophae rhamnoides L. ssp. rhamnoides) by high-speed countercurrent chromatography. Chromatographia. 2007; 65(1-2):1–7.

Regasini LO, Lopes AA, Silva DHS, Furlan M, Young MCM, Maria DA, Barreiro EJ, Bolzani VS. antiproliferative effect of pterogyne nitens on melanoma cells. Revista de Ciencias Farmaceuticas Basica e Aplicada. 2007;28(3):335–40.

Ma CJ, Jung WJ, Lee KY, Kim YC, Sung SH. Calpain inhibitory flavonoids isolated from Orostachys japonicas.J Enzyme Inhib Med Chem. 2008; 1:1–4.

Razavi SM, Zahri S, Zarrini G, Nazemiyeh H, Mohammadi S. Biological activity of quercetin-3-o-glucoside, a known plant flavonoid. Russ J Bioorganic Chem. 2009;35(3):414–6.

Shibano M, Kakutani K, Taniguchi M, Yasuda M, Baba K. Antioxidant constituents in the dayflower (Commelina communis L.) and their a-glucosidase-inhibitory activity.Journal of Natural Medicines. 2008; 62(3):349–53.

Aline AB, Feltrin AC, Machado MM, Janovik V, Athayde ML. HPLC analysis and phytoconstituents isolated from ethyl acetate fraction of Scutia buxifolia reiss. Leaves. Lat Am J Pharm. 2009; 28(1):121–4.

Suntara IP, Akkol EK, Yalcin FN, Koca U, Keles H,Yesilada E. Wound healing potential of Sambucus ebulus L leaves and isolation of an active component, quercetin 3-o-glucoside. J Ethnopharmacol. 2010; 129(1):106–14

Eldahshan OA. Isolation and structure elucidation of phenolic compounds of carob leaves grown in Egypt. Current Research Journal of Biological Sciences. 2011;3(1):52–5.

Mohammed MMD, El-Sharkawy ER, Matloub AA. Cytotoxic flavonoids from Diplotaxis harra (Forsk.) Boiss growing in Sinai. Herba Pol. 2011; 5(3):45–53.

Islam M, Al-Amin M, Siddiqi MMA, Akter S, Haque MM, Sultana N, Chowdhury AMS. Isolation of quercetin-3-obeta-d-glucopyranoside from the leaves of Azadirachta indica and antimicrobial and cytotoxic screening of the crude extracts. Dhaka University Journal of Science. 2012;60(1):11–4.

Krishnaveni A, Thaakur SR. Phytochemical studies of Argyreia nervosa. International Journal of Pharmacy and Industrial Research. 2012; 3(2):259–64.

Kamal AM, Abdelhady MIS, Elmorsy EM, Mady MS, Abdelkhalik SM. Phytochemical and biological investigation of leaf extracts of Podocarpus gracilior and Ruprechtia polystachya resulted in isolation of novel polyphenolic compound. Life Science Journal. 2012;9(4):1126–35.

Joshi KR, Devkota HP, Yahara S. Chemical analysis of flowers of Bombax ceiba from Nepal. Nat Prod Commun.2013; 8(5):583-584.

Jafari S, Saeidnia S, Hajimehdipoor H, Ardekani MRS, Faramarzi MA, Hadjiakhoondi A, Khanavi M. CytotoxicEvaluation of Melia azedarach in comparison with,Azadirachta indica and its phytochemical investigation.DARU J Pharm Sci. 2013; 21(37):1–7.

Gluchoff-Fiasson K, Fiasson JL, Waton H. Quercetin glycosides from European aquatic Ranunculus species of subgenus Batrachium. Phytochemistry. 1997; 45(5):1063–7.

Schieber A, Ullrich W, Carle R. Characterization of polyphenols in mango puree concentrate by HPLC with diode array and mass spectrometric detection. Innovative Food Science and Emerging Technologies. 2000; 1(2):161–6.

Lombard KA, Geoffriau E, Peffley E. Flavonoid quantification in onion by spectrophotometric and high performance liquid chromatography analysis. Hortscience.2002; 37(4):682–5.

Abad-Garcia B, Berrueta LA, Lopez-Marquez DM, Crespo-Ferrer I, Gallo B, Vicente F. Optimization and validation of a methodology based on solvent extraction and liquid chromatography for the simultaneous determination of several polyphenolic families in fruit juices. J Chromatogr A. 2007; 1154 (1-2):87–96.

Li J, Jiang B, Liu X, Zhang J, Chen X, Bi K. Simultaneous determination of five bioactive flavonoids in Hypericum japonicum thunb by high-performance liquid chromatography. Asian J Tradit Med. 2007; 2(2):75–81.

Sojka M, Guyot S, Kolodziejczyk K, Krol B, Baron A. Composition and properties of purified phenolics preparations obtained from an extract of industrial blackcurrant (Ribes nigrum L) pomace. J Hortic Sci Biotech. 2009; 1:100–6.

Morucci F, Lopez P, Mino J, Ferraro G, Gorzalczany S.Antinociceptive activity of aqueous extract and isolated compounds of Lithrea molleoides. J Ethnopharmacol.2012; 142(2):401–6.

Nugroho A, Lim S-C, Lee CM, Choi JS, Park H-J. Simultaneous quantitative determination and validation of quercetin glycosides with peroxynitrite-scavenging effects from Saussurea grandifolia. J Pharm and Biomed Anal. 2012; 61:247–51.

Vongsak B, Sithisarn P, Mangmool S, Thongpraditchote S, Wongkrajang Y, Gritsanapan W. Maximizing total phenolics, total flavonoids contents and antioxidant activity of Moringa oleifera leaf extract by the appropriate extraction method. Ind Crop Prod. 2013; 44:566–71.

Silva BA, Ferreres F, Malva JO, Dias ACP. Phytochemical and antioxidant characterization of Hypericum perforatum alcoholic extracts. Food Chem. 2005; 90(1-2):157–67.

Bonaccorsi P, Caristi C, Gargiulli C, Leuzzi U. Flavonol glucosides in Allium Species: A comparative study by means of HPLC–DAD–ESI-MS–MS. Food Chem. 2008;107(4):1668–73.

Kajdzanoska M, Gjamovski V, Stefova M. HPLC-DADESI-MSn identification of phenolic compounds in cultivated strawberries from Macedonia. Maced J Chem Chem En. 2010; 29(2):181–94.

Zhang Y, Liu C, Zhang Z, Wang J, Wu G, Li S. Comprehensive separation and identification of chemical constituents from Apocynum venetum leaves by highperformance counter-current chromatography and high performance liquid chromatography coupled with mass spectrometry. J Chromatogr B. 2010; 878(30):3149–55.

Abdulmanea K, Prokudina EA, Lankova P, Vani ckova L, Koblovska R, Zeleny V, Lapcik O. Immunochemical and HPLC identification of isoflavonoids in the apiaceae family. Biochem Syst Ecol. 2012; 45:237–43.

An H, Wang H, Lan Y, Hashi Y, Chen S. Simultaneous qualitative and quantitative analysis of phenolic acids and flavonoids for the quality control of Apocynum venetumL leaves by HPLC–DAD–ESI–IT–TOF–MS and HPLC–DAD. J Pharm Biomed Anal. 2013; 85:295–304.

Duenas M, Surco-Laos F, Gonzalez-Manzano S, Gonzalez-Paramas AM, Gomez-Orte E, Cabello J, Santos-Buelga C. Deglycosylation is a key step in biotransformation and lifespan effects of quercetin-3-o-glucoside in Caenorhabditis elegans. Pharmacol Res. 2013; 76:41–8.

Ren Q, Wu C, Ren Y, Zhang J. Characterization and identification of the chemical constituents from Tartary Buckwheat (Fagopyrum tataricum Gaertn) by high performance liquid chromatography/photodiode array detector/linear ion trap FTICR hybrid mass spectrometry.Food Chem. 2013; 136 (3-4):1377–89.

Dai B, Hu Z, Li H, Yan C, Zhang L. Simultaneous determination of six flavonoids from Paulownia tomentosa flower extract in rat plasma by LC-MS/MS and its application to a pharmacokinetic study. J Chromatogr B. 2015; 978-979:54–61.

Ibrahim RM, El-Halawany AM, Saleh DO, Naggar EM, El-Shabrawy AO, El-Hawary SS. HPLC-DAD-MS/MS profiling of phenolics from Securigera securidaca flowers and its anti-hyperglycemic and anti-hyperlipidemic activities. Rev Bras Farmacogn. 2015; 25(2):134–41.