Abstract
Rapid methods using batch injection analysis (BIA) with amperometric detection were developed for the determination of quercetin extracted from the Brazilian plants Brunfelsia uniflora (BU), Vismia guianensis (VG), and Arrabidaea brachypoda (AB). One method was based on a glassy carbon electrode (GCE) and pulsed amperometry (BIA-PA), while the other employed a screen-printed carbon electrode (SPCE) and conventional amperometry (BIA-CA). Both proposed methods required minimal sample manipulation (only dilution in the carrier electrolyte), and the determination was performed with a single injection of 100 μL of sample solution. The BIA-PA method was highly accurate (RSD = 0.7%, n = 30), fast (120 injections h−1), and presented low limits of detection (0.004 μmol L−1) and quantification (0.015 μmol L−1). The BIA-CA method was also accurate (RSD = 1.1%, n = 30), fast (120 injections h−1), and presented low limits of detection (0.027 μmol L−1) and quantification (0.091 μmol L−1). The application of the proposed methods for the determination of quercetin in the plant extracts provided results similar to those obtained by high-performance liquid chromatography (HPLC) at a confidence level of 95%.
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Shaidarova LG, Chelnokova IA, Degteva MA, Makhmutova GF, Leksina YA, Gedmina AV, Budnikov GK (2016) Amperometric detection under batch-injection analysis conditions of caffeine on an electrode modified by mixed-valence iridium and ruthenium oxides. Pharm Chem J 49(10):711–714. https://doi.org/10.1007/s11094-016-1358-5
Onizhuk MO, Tkachenko OS, Panteleimonov AV, Varchenko VV, Belikov K, Kholin YV (2018) Electrochemical oxidation of quercetin in aqueous and ethanol-water media with the use of graphite/chemically modified silica ceramic electrode. Ionics 24(6):1755–1764. https://doi.org/10.1007/s11581-017-2320-6
Balasundram N, Sundram K, Samman S (2006) Phenolic compounds in plants and agri-industrial by-products: antioxidant activity, occurrence, and potential uses. Food Chem 99(1):191–203. https://doi.org/10.1016/j.foodchem.2005.07.042
Gil ES, Couto RO (2013) Flavonoid electrochemistry: a review on the electroanalytical applications. Braz J Pharmacogn 23(3):542–558. https://doi.org/10.1590/S0102-695X2013005000031
Gomes SMC, Ghica ME, Rodrigues IA, de Souza Gil E, Oliveira-Brett AM (2016) Flavonoids electrochemical detection in fruit extracts and total antioxidant capacity evaluation. Talanta 154:284–291. https://doi.org/10.1016/j.talanta.2016.03.083
D’Andrea G (2015) Quercetin: a flavonol with multifaceted therapeutic applications? Fitoterapia 106:256–271. https://doi.org/10.1016/j.fitote.2015.09.018
Timbola AK, de Souza CD, Giacomelli C, Spinelli A (2006) Electrochemical oxidation of quercetin in hydro-alcoholic solution. J Braz Chem Soc 17(1):139–148. https://doi.org/10.1590/S0103-50532006000100020
Rajabi H, Noroozifar M (2018) Modified graphite paste electrode with Lewatit FO36 Nanoresin/multi-walled carbon nanotubes for determination of Quercetin. Russ J Electrochem 54(3):234–242. https://doi.org/10.1134/S1023193518030084
Pliuta K, Chebotarev A, Koicheva A, Bevziuk K, Snigur D (2018) Development of a novel voltammetric sensor for the determination of quercetin on an electrochemically pretreated carbon-paste electrode. Anal Methods 10(12):1472–1479. https://doi.org/10.1039/C7AY02953E
Wang W, Sun C, Mao L, Ma P, Liu F, Yang J, Gao Y (2016) The biological activities, chemical stability, metabolism and delivery systems of quercetin: a review. Trends Food Sci Technol 56:21–38
Piovesan JV, Spinelli A (2014) Determination of quercetin in a pharmaceutical sample by square-qave voltammetry using p Poly(vinylpyrrolidone)-modified carbon-paste electrode. J Braz Chem Soc 25:517–525. https://doi.org/10.5935/0103-5053.20140019
Jorge LF, Meniqueti AB, Silva RF, Santos KA, da Silva EA, Gonçalves JE, de Rezende CM, Colauto NB, Gazim ZC, Linde GA (2017) Antioxidant activity and chemical composition of oleoresin from leaves and flowers of Brunfelsia uniflora. Genet Mol Res 16(3). https://doi.org/10.4238/gmr16039714
De Fátima AM, De Freitas PF, Barbosa-Filho JM (2007) Synopsis of the plants known as medicinal and poisonous in northeast of Brazil. Braz J Pharmacogn 17(1):114–140. https://doi.org/10.1590/s0102-695x2007000100021
Brunner G, Burger U, Castioni P, Kapetanidis I, Christen P (2000) A novel acylated flavonol glycoside isolated from Brunfelsia grandiflora ssp grandiflora. Structure elucidation by gradient accelerated NMR spectroscopy at 14T. Phytochem Anal 11(1):29–33. https://doi.org/10.1002/(SICI)1099-1565(200001/02)11:1<29::AID-PCA486>3.0.CO;2-K
Almeida-Cortez JS, Melo-De-Pinna GFA (2006) Morphology and anatomy of a leaf mine in Vismia guianensis (Aubl.) Choisy (Clusiaceae) in a fragment of Brazilian Atlantic forest. Braz J Biol 66(2b):759–763. https://doi.org/10.1590/s1519-69842006000400021
Oliveira AH, de Oliveira GG, Carnevale Neto F, Portuondo DF, Batista-Duharte A, Carlos IZ (2017) Anti-inflammatory activity of Vismia guianensis (Aubl.) Pers. extracts and antifungal activity against Sporothrix schenckii. J Ethnopharmacol 195:266–274. https://doi.org/10.1016/j.jep.2016.11.030
Hussain H, Hussain J, Al-Harrasi A et al (2012) Chemistry and biology of genus Vismia. Pharm Biol 50(11):1448–1462. https://doi.org/10.3109/13880209.2012.680972
Vizcaya M, Morales A, Rojas J, Nuñez R (2012) A review on the chemical composition and pharmacological activities of Vismia genus (Guttiferae). Bol Latinoam Caribe Plantas Med Aromát 11:12–34
Martin F, Hay A-E, Cressend D et al (2008) Antioxidant C-Glucosylxanthones from the leaves of Arrabidaea patellifera. J Nat Prod 71(11):1887–1890. https://doi.org/10.1021/np800406q
Analia Torres C, Perez Zamora CM, Beatriz Nunez M, Maria Gonzalez A (2018) In vitro antioxidant, antilipoxygenase and antimicrobial activities of extracts from seven climbing plants belonging to the Bignoniaceae. J Integr Med 16(4):255–262. https://doi.org/10.1016/j.joim.2018.04.009
da Rocha CQ, de-Faria FM, Marcourt L et al (2017) Gastroprotective effects of hydroethanolic root extract of Arrabidaea brachypoda: evidences of cytoprotection and isolation of unusual glycosylated polyphenols. Phytochemistry 135:93–105. https://doi.org/10.1016/j.phytochem.2016.12.002
Pauletti PM, Da Silva BV, Young MCM (2003) Constituintes químicos de Arrabidaea samydoides (Bignoniaceae). Quim Nova 26(5):641–643. https://doi.org/10.1590/S0100-40422003000500003
Abdelkawy KS, Balyshev ME, Elbarbry F (2017) A new validated HPLC method for the determination of quercetin: application to study pharmacokinetics in rats. Biomed Chromatogr 31(3). https://doi.org/10.1002/bmc.3819
Rocha DP, Cardoso RM, Tormin TF, de Araujo WR, Munoz RAA, Richter EM, Angnes L (2018) Batch-injection analysis better than ever: new materials for improved electrochemical detection and on-site applications. Electroanalysis 30(7):1386–1399. https://doi.org/10.1002/elan.201800042
Chamizo-Gonzalez F, Monago-Marana O, Galeano-Diaz T (2017) Determination of Quercetin and Luteolin in paprika samples by voltammetry and partial least squares calibration. Electroanalysis 29(12):2757–2765. https://doi.org/10.1002/elan.201700403
Zou Y, Lou D, Dou K, He L, Dong Y, Wang S (2016) Amperometric tyrosinase biosensor based on boron-doped nanocrystalline diamond film electrode for the detection of phenolic compounds. J Solid State Electrochem 20(1):47–54. https://doi.org/10.1007/s10008-015-3003-8
Richter EM, Tormin TF, Cunha RR, Silva WP, Pérez-Junquera A, Fanjul-Bolado P, Hernández-Santos D, Muñoz RAA (2016) A compact batch injection analysis cell for screen printed electrodes: a portable electrochemical system for on-site analysis. Electroanalysis 28(8):1856–1859. https://doi.org/10.1002/elan.201600008
Manokaran J, Muruganantham R, Muthukrishnaraj A, Balasubramanian N (2015) Platinum- polydopamine @SiO2 nanocomposite modified electrode for the electrochemical determination of quercetin. Electrochim Acta 168:16–24. https://doi.org/10.1016/j.electacta.2015.04.016
Lu D, Lin S, Wang L, Li T, Wang C, Zhang Y (2014) Sensitive detection of luteolin based on poly(diallyldimethylammonium chloride)-functionalized graphene-carbon nanotubes hybrid/β-cyclodextrin composite film. J Solid State Electrochem 18(1):269–278. https://doi.org/10.1007/s10008-013-2261-6
Korotkova EI, Voronova OA, Dorozhko EV (2012) Study of antioxidant properties of flavonoids by voltammetry. J Solid State Electrochem 16(7):2435–2440. https://doi.org/10.1007/s10008-012-1707-6
Han R, Cui L, Ai S, Yin H, Liu X, Qiu Y (2012) Amperometric biosensor based on tyrosinase immobilized in hydrotalcite-like compounds film for the determination of polyphenols. J Solid State Electrochem 16(2):449–456. https://doi.org/10.1007/s10008-011-1352-5
Sun S, Zhang M, Li Y, He X (2013) A molecularly imprinted polymer with incorporated Graphene oxide for electrochemical determination of quercetin. SENSORS 13(5):5493–5506. https://doi.org/10.3390/s130505493
Zheng Y, Ye L, Yan L, Gao Y (2014) The electrochemical behavior and determination of quercetin in choline chloride/urea deep eutectic solvent electrolyte based on abrasively immobilized multi-wall carbon nanotubes modified electrode. Int J Electrochem Sci 9:238–248
Medvidović-Kosanović M, Šeruga M, Jakobek L, Novak I (2010) Electrochemical and antioxidant properties of (+)-catechin, quercetin and rutin. Croat Chem Acta 83:197–207
Corrêa Ribeiro GA, Quintino Da Rocha C, Tanaka AA, Santos Da Silva I (2018) A fast, direct, and sensitive analysis method for catechin determination in green tea by batch injection analysis with multiple-pulse amperometry (BIA-MPA). Anal Methods 10(17):2034–2040. https://doi.org/10.1039/c8ay00077h
Niu X, Li X, Chen W, Li X, Weng W, Yin C, Dong R, Sun W, Li G (2018) Three-dimensional reduced graphene oxide aerogel modified electrode for the sensitive quercetin sensing and its application. Mater Sci Eng C Mater Biol Appl 89:230–236. https://doi.org/10.1016/j.msec.2018.04.015
Brett AMO, Ghica ME (2003) Electrochemical oxidation of quercetin. Electroanalysis 15(22):1745–1750. https://doi.org/10.1002/elan.200302800
Oliveira GKF, Tormin TF, Montes RH d O et al (2016) Electrochemical oxidation of astaxanthin on glassy-carbon electrode and its amperometric determination using batch injection analysis (BIA). Electroanalysis 28(9):2143–2148. https://doi.org/10.1002/elan.201600176
Freitas JM, Oliveira T d C, Gimenes DT et al (2016) Simultaneous determination of three species with a single-injection step using batch injection analysis with multiple pulse amperometric detection. Talanta 146:670–675. https://doi.org/10.1016/j.talanta.2015.06.048
Pereira PF, da Silva WP, Abarza Munoz RA, Richter EM (2016) A simple and fast batch injection analysis method for simultaneous determination of phenazopyridine, sulfamethoxazole, and trimethoprim on boron-doped diamond electrode. J Electroanal Chem 766:87–93. https://doi.org/10.1016/j.jelechem.2016.01.034
Backes RS, Guedes TJ, dos Santos WTP, da Silva RAB (2017) Fast and simple determination of sildenafil citrate (viagra (r) and generics) using carbon screen-printed electrode in fia and bia systems with amperometric detection. Quim Nova 40:752–759. https://doi.org/10.21577/0100-4042.20170047
Gimenes DT, Marra MC, De Freitas JM et al (2015) Simultaneous determination of captopril and hydrochlorothiazide on boron-doped diamond electrode by batch injection analysis with multiple pulse amperometric detection. Sensors Actuators B Chem 212:411–418. https://doi.org/10.1016/j.snb.2015.01.132
Rana A, Baig N, Saleh TA (2019) Electrochemically pretreated carbon electrodes and their electroanalytical applications - a review. J Electroanal Chem 833:313–332. https://doi.org/10.1016/j.jelechem.2018.12.019
Huang D, Cheng Y, Xu H, Zhang H, Sheng L, Xu H, Liu Z, Wu H, Fan S (2015) The determination of uric acid in human body fluid samples using glassy carbon electrode activated by a simple electrochemical method. J Solid State Electrochem 19(2):435–443. https://doi.org/10.1007/s10008-014-2614-9
McCreery RL (2008) Advanced carbon electrode materials for molecular electrochemistry. Chem Rev 108(7):2646–2687. https://doi.org/10.1021/cr068076m
Stefano JS, Dias AC, Arantes IVS, Costa BMC, Silva LAJ, Richter EM, Banks CE, Munoz RAA (2019) Batch-injection amperometric analysis on screen-printed electrodes: analytical system for high-throughput determination of pharmaceutical molecules. Electroanalysis 31:518–526. https://doi.org/10.1002/elan.201800725
de Araujo WR, Cardoso TMG, da Rocha RG, Santana MHP, Muñoz RAA, Richter EM, Paixão TRLC, Coltro WKT (2018) Portable analytical platforms for forensic chemistry: a review. Anal Chim Acta 1034:1–21. https://doi.org/10.1016/j.aca.2018.06.014
Veloso WB, Corrêa Ribeiro GA, da Rocha CQ et al (2020) Flow-through amperometric determination of ampicillin using a copper electrode in a batch injection analysis system. Measurement 155:107516. https://doi.org/10.1016/j.measurement.2020.107516
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The authors are grateful for the financial support provided by the Brazilian agencies: Fundação de Amparo à Pesquisa e ao Desenvolvimento Científico e Tecnológico do Maranhão (FAPEMA) (grant numbers #Universal-01372/17 (LMFD), #Universal-00827/17 (AAT)), Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) (grant numbers 465389/2014-7 (AAT), #133321/2019-3 (WBV), #205220/2018-5 (ISS)), and Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) (Finance Code 001).
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Ribeiro, G.A.C., da Rocha, C.Q., Veloso, W.B. et al. Flow-through amperometric methods for detection of the bioactive compound quercetin: performance of glassy carbon and screen-printed carbon electrodes. J Solid State Electrochem 24, 1759–1768 (2020). https://doi.org/10.1007/s10008-020-04599-x
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DOI: https://doi.org/10.1007/s10008-020-04599-x