Hollow molecular imprinted polymers towards rapid, effective and selective extraction of caffeic acid from fruits

Journal of Chromatography A

Volumn 1470, Issue , 2016, Pages 27-32

  Fan, Dengxin ^a   Li, Hui ^a   Shi, Shuyun ^a   Chen, Xiaoqing ^a  

^a CENTRAL SOUTH UNIVERSITY   (China)

Author keywords

Caffeic acid; Fruit; Hollow structure; Molecularly imprinted polymers; Selective extraction

Indexed keywords

BINDING SITES; EXTRACTION; FOURIER TRANSFORM INFRARED SPECTROSCOPY; FRUITS; GAS ADSORPTION; GRAVIMETRIC ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HIGH RESOLUTION TRANSMISSION ELECTRON MICROSCOPY; IRON OXIDES; MAGNETITE; SILICA; THERMOGRAVIMETRIC ANALYSIS; TRANSMISSION ELECTRON MICROSCOPY;

ACCURATE QUANTIFICATIONS; CAFFEIC ACIDS; FOURIER TRANSFORM INFRARED SPECTROMETER; HOLLOW STRUCTURE; MOLECULAR IMPRINTED POLYMERS; MOLECULARLY IMPRINTED POLYMER; PSEUDO-SECOND ORDER MODEL; SELECTIVE EXTRACTION;

POLYMERS;

4 VINYLPYRIDINE; CAFFEIC ACID; HOLLOW MOLECULARLY IMPRINTED POLYMER; IRON OXIDE; MAGNETIC MOLECULARLY IMPRINTED POLYMER; MOLECULARLY IMPRINTED POLYMER; NITROGEN; SILICON DIOXIDE; SOLID MOLECULARLY IMPRINTED POLYMER; UNCLASSIFIED DRUG; CAFFEIC ACID DERIVATIVE; MAGNETITE NANOPARTICLE; POLY(4-VINYLPYRIDINE); POLYVINYL DERIVATIVE;

ADSORPTION; APPLE; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; EXTRACTION; FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; KINETICS; KIWIFRUIT; PAPAYA; PRIORITY JOURNAL; SELECTIVE EXTRACTION; SURFACE AREA; SYNTHESIS; THERMOGRAVIMETRY; TRANSMISSION ELECTRON MICROSCOPY; VALIDATION PROCESS; WAXBERRY; CHEMISTRY; ISOLATION AND PURIFICATION; MOLECULAR IMPRINTING; SOLID PHASE EXTRACTION;

ADSORPTION; CAFFEIC ACIDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FRUIT; KINETICS; MAGNETITE NANOPARTICLES; MICROSCOPY, ELECTRON, TRANSMISSION; MOLECULAR IMPRINTING; POLYVINYLS; SILICON DIOXIDE; SOLID PHASE EXTRACTION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 84991760603     PISSN: 00219673     EISSN: 18733778     Source Type: Journal    
DOI: 10.1016/j.chroma.2016.10.006     Document Type: Article

References (45)

1. [1] del Carmen Alcudia-León, M., Lucena, R., Cárdenas, S., Valcárcel, M., Selective extraction of Bactrocera oleae sexual pheromone from olive oil by dispersive magnetic microsolid phase extraction using a molecularly imprinted nanocomposite. J. Chromatogr. A 1455 (2016), 57–64.
2. [2] Safdariana, M., Ramezani, Z., Ghadiri, A.A., Facile synthesis of magnetic molecularly imprinted polymer: perphenazine template and its application in urine and plasma analysis. J. Chromatogr. A 1455 (2016), 28–36.
3. [3] Cai, Q., Yang, Z., Chen, N., Zhou, X., Hong, J., Selective capture and rapid identification of Panax notoginseng metabolites in rat faeces by the integration of magnetic molecularly imprinted polymers and high-performance liquid chromatography coupled with orbitrap mass spectrometry. J. Chromatogr. A 1455 (2016), 65–73.
4. 4 nanoparticles for specific recognition of bovine hemoglobin. J. Mater. Chem. B 2 (2014), 1733–1741.
5. [5] Gao, R., Cui, X., Hao, Y., Zhang, L., Liu, D., Tang, Y., A highly-efficient imprinted magnetic nanoparticle for selective separation and detection of 17β-estradiol in milk. Food Chem. 194 (2016), 1040–1047.
6. [6] Hao, Y., Gao, R., Shi, L., Liu, D., Tang, Y., Guo, Z., Water-compatible magnetic imprinted nanoparticles served as solid-phase extraction sorbents for selective determination of trace 17β-estradiol in environmental water samples by liquid chromatography. J. Chromatogr. A 1396 (2015), 7–16.
7. [7] Picó, Y., Fernández, M., Ruiz, M.J., Font, G., Current trends in solid-phase-based extraction techniques for the determination of pesticides in food and environment. J. Biochem. Biophys. Meth. 70 (2007), 117–131.
8. [8] Li, H., Hu, X., Zhang, Y.P., Shi, S.Y., Jiang, X.Y., Chen, X.Q., High-capacity magnetic hollow porous molecularly imprinted polymers for specific extraction of protocatechuic acid. J. Chromatogr. A 1404 (2015), 21–27.
9. [9] Sheykhaghaei, G., Hossainisadr, M., Khanahmadzadeh, S., Seyedsajadi, M., Alipouramja, A., Magnetic molecularly imprinted polymer nanoparticles for selective solid phase extraction and pre-concentration of Tizanidine in human urine. J. Chromatogr. B 1011 (2016), 1–5.
10. [10] Hu, X., Xie, L.W., Guo, J.F., Li, H., Jiang, X.Y., Zhang, Y.P., Shi, S.Y., Hydrophilic gallic acid-imprinted polymers over magnetic mesoporous silica microspheres with excellent molecular recognition ability in acqueous fruit juices. Food Chem. 179 (2015), 206–212.
11. [11] Li, J., Zhang, X.B., Liu, Y.X., Tong, H.W., Xu, Y.P., Liu, S.M., Preparation of a hollow porous molecularly imprinted polymer using tetrabromobisphenol A as a dummy template and its application as SPE sorbent for determination of bisphenol A in tap water. Talanta 117 (2013), 281–287.
12. [12] Guan, G., Zhang, Z., Wang, Z., Liu, B., Gao, D., Xie, C., Single-hole hollow polymer microspheres toward specific high-capacity uptake of target species. Adv. Mater. 19 (2007), 2370–2374.
13. [13] Shi, H., Wang, R., Yang, J., Ren, H., Liu, S., Guo, T., Novel imprinted nanocapsule with highly enhanced hydrolytic activity for organophosphorus pesticide degradation and elimination. Eur. Polym. J. 72 (2015), 190–201.
14. [14] Xu, S.F., Chen, L.X., Li, J.H., Qin, W., Ma, J.P., Preparation of hollow porous molec-ularly imprinted polymers and their applications to solid-phase extraction oftriazines in soil samples. J. Mater. Chem. 21 (2011), 12047–12053.
15. [15] Yang, W., Liu, L., Zhou, W., Xu, W., Zhou, Z., Huang, W., Preparation and evaluation of hollow molecular imprinted polymer for adsorption of dibenzothiophene. Appl. Surf. Sci. 258 (2012), 6583–6589.
16. [16] Lee, J., Kim, K.S., Na, K., Caffeic acid-coated multifunctional magnetic nanoparticles for the treatment and bimodal imaging of tumours. J. Phtotochem. Photobiol. B 160 (2016), 210–216.
17. 2-induced DNA damage by chelating intracellular labile iron. J. Agric. Food Chem. 60 (2012), 7873–7879.
18. [18] Deshmukh, R., Kaundal, M., Bansal, V., Samardeep, Caffeic acid attenuates oxidative stress, learning and memory deficit in intra-cerebroventricular streptozotocin induced experimental dementia in rats. Biomed. Pharmacother. 81 (2016), 56–62.
19. [19] Es'haghi, Z., Golsefidi, M.A., Saifya, A., Tanha, A.A., Rezaeifar, Z., Alian-Nezhadi, Z., Carbon nanotube reinforced hollow fiber solid/liquid phase microextraction: a novel extraction technique for the measurement of caffeic acid in Echinacea purpurea herbal extracts combined with high-performance liquid chromatography. J. Chromatogr. A 1217 (2010), 2768–2775.
20. [20] Bankova, V., Christov, G., Stoev, G., Popov, S., Determination of phenolics from propels by capillary gas chromatography. J. Chromatogr. 607 (1992), 150–153.
21. [21] Mancek, B., Kreft, S., Determination of cichoric acid content in dried press juice of purple coneflower (Echinacea purpurea) with capillary electrophoresis. Talanta 66 (2005), 1094–1097.
22. [22] Gültekin, A., Karanfil, G., Kuş, M., Sönmezoğlu, S., Say, R., Preparation of MIP-based QCM nanosensor for detection of caffeic acid. Talanta 119 (2014), 533–537.
23. [23] Robbins, R.J., Phenolic acids in foods: an overview of analytical methodology. J. Agric. Food Chem. 51 (2003), 2866–2887.
24. [24] Ezhil Vilian, A.T., Chen, S.M., Chen, Y.H., Ajmal Ali, M., Al-Hemaid, F.M.A., An electrocatalytic oxidation and voltammetric method using a chemically reduced graphene oxide film for the determination of caffeic acid. J. Colloid Interface Sci. 423 (2014), 33–40.
25. [25] Cai, N., Li, Y., Chen, S., Su, X., A fluorometric assay platform for caffeic acid detection based on the G-quadruplex/hemin DNAzyme. Analyst 141 (2016), 4456–4462.
26. 2 enrichment can produce high red leaf lettuce yield while increasing most flavonoid glycoside and some caffeic acid derivative concentrations. Food Chem. 199 (2016), 736–745.
27. [27] Peng, L., Li, Q., Chang, Y., An, M., Yang, R., Tan, Z., Hao, J., Cao, J., Xua, J., Hu, S., Determination of natural phenols in olive fruits by chitosan assisted matrix solid-phase dispersion microextraction and ultrahigh performance liquid chromatography with quadrupole time-of-flight tandem mass spectrometry. J. Chromatogr. A 1456 (2016), 68–76.
28. [28] Michailof, C., Manesiotis, P., Panayiotou, C., Synthesis of caffeic acid and p-hydroxybenzoic acid molecularly imprinted polymers and their application for the selective extraction of polyphenols from olive mill waste waters. J. Chromatogr. A 1182 (2008), 25–33.
29. [29] Valero-Navarro, Á., Gómez-Romero, M., Fernández-Sánchez, J.F., Cormack, P.A.G., Segura-Carretero, A., Fernández-Gutiérrez, A., Synthesis of caffeic acid molecularly imprinted polymer microspheres and high-performance liquid chromatography evaluation of their sorption properties. J. Chromatogr. A 1218 (2011), 7289–7296.
30. [30] Bi, W., Tian, M., Row, K.H., Separation of phenolic acids from natural plant extracts using molecularly imprinted anion-exchange polymer confined ionic liquids. J. Chromatogr. A 1232 (2012), 37–42.
31. [31] Li, N., Ng, T.B., Wong, J.H., Qiao, J.X., Zhang, Y.N., Zhou, R., Chen, R.R., Liu, F., Separation and purification of the antioxidant compounds, caffeic acid phenethyl ester and caffeic acid from mushrooms by molecularly imprinted polymer. Food Chem. 139 (2013), 1161–1167.
32. [32] Miura, C., Matsunaga, H., Haginaka, J., Molecularly imprinted polymer for caffeic acid by precipitation polymerization and its application to extraction of caffeic acid and chlorogenic acid from Eucommia ulmodies leaves. J. Pharm. Biomed. Anal. 127 (2016), 32–38.
33. [33] Leite, F.R.F., de Jesus Rodrigues Santos, W., Kubota, L.T., Selective determination of caffeic acid in wines with electrochemical sensor based on molecularly imprinted siloxanes. Sens. Actuators: B 193 (2014), 238–246.
34. [34] Xie, L.W., Guo, J.F., Zhang, Y.P., Hu, Y.C., You, Q.P., Shi, S.Y., Novel molecular imprinted polymers over magnetic mesoporous silica microspheres for selective and efficient determination of protocatechuic acid in Syzygium aromaticum. Food Chem. 178 (2015), 18–25.
35. [35] Shi, S., Guo, J., You, Q., Chen, X., Zhang, Y., Selective and simultaneous extraction and determination of hydroxybenzoic acids in acqueous solution by magnetic molecularly imprinted polymers. Chem. Eng. J. 243 (2014), 485–493.
36. [36] You, Q.P., Zhang, Y.P., Zhang, Q.W., Guo, J.F., Huang, W.H., Shi, S.Y., Chen, X.Q., High-capacity thermo-responsive magnetic molecularly imprinted polymers for selective extraction of curcuminoids. J. Chromatogr. A 1354 (2014), 1–8.
37. [37] Shao, H., Zhao, L., Chen, J., Zhou, H., Huang, S., Li, K., Preparation, characterization and application of molecularly imprinted monolithic column for hesperetin. J. Pharmaceut. Biomed. Anal. 111 (2015), 241–247.
38. [38] Bursal, E., Gülçin, İ., Polyphenol contents and in vitro antioxidant activities of lyophilised aqueous extract of kiwifruit (Actinidia deliciosa). Food Res. Intern. 44 (2011), 1482–1489.
39. [39] Gruz, J., Ayaz, F.A., Torun, H., Strnad, M., Phenolic acid content and radical scavenging activity of extracts from medlar (Mespilus germanica L.) fruit at different stages of ripening. Food Chem. 124 (2011), 271–277.
40. [40] Iraklia, M.N., Samanidou, V.F., Biliaderis, C.G., Papadoyannis, I.N., Development and validation of an HPLC-method for determination of free and bound phenolic acids in cereals after solid-phase extraction. Food Chem. 134 (2012), 1624–1632.
41. [41] Flores, M.I.A., Romero-González, R., Frenich, A.G., Vidal, J.L.M., Analysis of phenolic compounds in olive oil by solid-phase extraction and ultrahigh performance liquid chromatography–tandem mass spectrometry. Food Chem. 134 (2012), 2465–2472.
42. [42] Sergiel, I., Pohl, P., Biesaga, M., Characterisation of honeys according to their content of phenolic compounds using high performance liquid chromatography/tandem mass spectrometry. Food Chem. 145 (2014), 404–408.
43. [43] Irakli, M.N., Samanidou, V.F., Biliaderis, C.G., Papadoyannis, I.N., Simultaneous determination of phenolic acids and flavonoids in rice using solid-phase extraction and RP-HPLC with photodiode array detection. J. Sep. Sci. 35 (2012), 1603–1611.
44. [44] Protti, M., Valle, F., Poli, F., Raggi, M.A., Mercolini, L., Bioactive molecules as authenticity markers of Italian Chinotto (Citrus × myrtifolia) fruits and beverages. J. Pharm. Biomed. Anal. 104 (2015), 75–80.
45. [45] Soleas, G.J., Diamandis, E.P., Karumanchiri, A., Goldberg, D.M., A multiresidue derivatization gas chromatographic assay for fifteen phenolic constituents with mass selective detection. Anal. Chem. 69 (1997), 4405–4409.