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Biopolymers based-dispersive solid phase extraction combined with deep eutectic solvent-based dispersive liquid–liquid microextraction for the extraction of several pesticides from fruit juices prior to GC-FID analysis

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Abstract

A new analytical method based on a combination of dispersive solid phase extraction with dispersive liquid–liquid microextraction was developed for the extraction of several pesticides (diazinon, prometryn, haloxyfop methyl, hexaconazole, and fenpropathrin) in fruit juice samples. For this purpose, firstly, the pesticides were extracted by a mixture of bio-sorbents (chitosan: agarose: cellulose with a weight ratio of 4:1:1) from fruit juices and in the following they were more concentrated by a deep eutectic solvent-based dispersive liquid–liquid microextraction procedure. The effective parameters influencing both steps were investigated and optimized through a “one-factor-at-a-time” approach. Based on the figures of merit evaluated for the developed method, calibration curves were linear in the range of 0.70–4000 ng mL−1. Limits of detection and quantification were in the ranges of 0.09–0.21 and 0.30–0.70 ng mL−1, respectively. The precision of the developed method was evaluated by performing the method on six aqueous standard solutions (10 ng mL−1 of each pesticide) in a same day and various days. The obtained relative standard deviations for intra- and inter-day precisions were in the ranges of 2.9–5.9% and 5.2–6.3%, respectively. The developed method was successfully employed for multi-residue determination of pesticides in some fruit samples. The relative recoveries were from 88 to 101%.

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Abbreviations

DSPE:

Dispersive solid phase extraction

GC–FID:

Gas chromatography–flame ionization detector

LOD:

Limit of detection

RSD:

Relative standard deviation

LR:

Linear range

EF:

Enrichment factor

ER:

Extraction recovery

DLLME:

Dispersive liquid–liquid microextraction

LOQ:

Limit of quantification

HBA:

Hydrogen bond acceptor

HBD:

Hydrogen bond donor

ChCl:

Choline chloride

References

  • Abbott AP, Ballantyne A, Harris RC, Juma JA, Ryder KS, Forrest G (2015) A comparative study of nickel electrodeposition using deep eutectic solvents and aqueous solutions. Electrochim Acta 176:718–726

    Article  CAS  Google Scholar 

  • Abbott AP, Capper G, Davies DL, Rasheeda RK, Tambyrajah V (2003) Novel solvent properties of choline chloride/urea mixtures. Chem Commun 1:70–71

    Article  Google Scholar 

  • Abdolmohammad-Zadeh H, Ayazi Z, Naghdi Z (2019) Nickel oxide/chitosan nano-composite as a magnetic adsorbent for pre-concentration of Zn (II) ions. J Magn Magn Mater 488:165311

    Article  CAS  Google Scholar 

  • Afshar Mogaddam MR, Farajzadeh MA, Azadmard Damirchi S, Nemati M (2022) Dispersive solid phase extraction combined with solidification of floating organic drop–liquid–liquid microextraction using in situ formation of deep eutectic solvent for extraction of phytosterols from edible oil samples. J Chromatogr A 1630:461523

    Article  Google Scholar 

  • Alineia M, Farajzadeh MA, Afshar Mogaddam MR, Ayazi Z (2023) Combination of dispersive solid phase extraction with dispersive liquid–liquid microextraction for the determination of multi-residue pesticides from mango; Application of simplex centroid design in optimisation of the extractant composition. Int J Environ Anal Chem. https://doi.org/10.1080/03067319.2023.2178910

    Article  Google Scholar 

  • Ayazi Z, Ekhteraei M, Pashayi S, Seyed Ahmadian SM (2022) Zr-based metal-organic framework incorporated polystyrene nanocomposite as a novel sorbent for ultrasound assisted-thin film microextraction of organophosphorus pesticides from complex samples. Food Chem 393:133343

    Article  CAS  PubMed  Google Scholar 

  • Ayazi Z, Matin P (2021) Montmorillonite grafted on a cellulosic paper as a novel layered sorbent for microextraction by packed sorbent in combination with HPLC for determination of carvedilol in biological samples. Microchem J 171:106795

    Article  CAS  Google Scholar 

  • Bonner MR, Beane Freeman LE, Hoppin JA, Koutros S, Sandler DP, Lynch CF, Hines CJ, Thomas K, Blair A, Alavanja MCR (2017) Occupational exposure to pesticides and the incidence of lung cancer in the agricultural health study. Environ Health Perspect 125(4):544–551

    Article  PubMed  Google Scholar 

  • Farajzadeh MA, Afshar Mogaddam MR, Aghanassab M (2016) Deep eutectic solvent-based dispersive liquid–liquid microextraction. Anal Methods 8:2576

    Article  CAS  Google Scholar 

  • Farajzadeh MA, Sohrabi H, Mohebbi A, Afshar Mogaddam MR (2019) Combination of a modified quick, easy, cheap, efficient, rugged, and safe extraction method with a deep eutectic solvent based microwave-assisted dispersive liquid–liquid microextraction: application in extraction and preconcentration of multiclass pesticide residues in tomato samples. J Sep Sci 42(6):1273–1280

    Article  CAS  PubMed  Google Scholar 

  • Hayyan M, Abo-Hamad A, Alsaadi MA, Hashim MA (2015) Functionalization of graphene using deep eutectic solvents. Nanoscale Res Lett 10(1):1–26

    Article  CAS  Google Scholar 

  • Huang C, Chen Z, Gjelstad A, Pedersen-Bjergaard S, Shen X (2017) Electromembrane extraction. Trends Anal Chem 95:47–56

    Article  CAS  Google Scholar 

  • Ibrahim WAW, Farhani H, Sanagi MM, Aboul-Enein HY (2010) Solid phase microextraction using new sol–gel hybrid polydimethylsiloxane-2-hydroxymethyl-18-crown-6-coated fiber for determination of organophosphorous pesticides. J Chromatogr A 1217:4890

    Article  CAS  Google Scholar 

  • Khezeli T, Daneshfar A, Sahraei R (2015) Emulsification liquid-liquid microextraction based on deep eutectic solvent: an extraction method for the determination of benzene, toluene, ethylbenzene and seven polycyclic aromatic hydrocarbons from water samples. J Chromatogr A 1425:25–33

    Article  CAS  PubMed  Google Scholar 

  • Klemm D, Heublein B, Fink HP, Bohn A (2005) Cellulose: fascinating biopolymer and sustainable raw material. Angew Chem 44(22):3358–3393

    Article  CAS  Google Scholar 

  • Knežević Z, Serdar M (2009) Screening of fresh fruit and vegetables for pesticide residues on Croatian market. Food Control 20(4):419–422

    Article  Google Scholar 

  • Li G, Zhu T, Lei Y (2015) Choline chloride-based deep eutectic solvents as additives for optimizing chromatographic behavior of caffeic acid. Korean J Chem Eng 32(10):2103–2108

    Article  CAS  Google Scholar 

  • Mafra G, Teresa García-Valverde M, Millán-Santiago J, Carasek E, Soledad Cárdenas RL (2020) Returning to nature for the design of sorptive phases in solid-phase microextraction. Separations 7(1):2

    Article  CAS  Google Scholar 

  • Marzi Khosrowshahi E, Ghalkhani M, Afshar Mogaddam MR, Farajzadeh MA, Sohouli E, Nemati M (2022) Evaluation of MXene as an adsorbent in dispersive solid phase extraction of several pesticides from fresh fruit juices prior to their determination by HPLC-MS/MS. Food Chem 386:132773

    Article  CAS  PubMed  Google Scholar 

  • Mokhtari S, Marzi Khosrowshahi E, Farajzadeh MA, Nemati M, Afshar Mogaddam MR (2022) A modified quick-easy-cheap-effective-rugged-and-safe method involving carbon nano-onions-based dispersive solid-phase extraction and dispersive liquid-liquid microextraction for pesticides from grapes. J Sep Sci 45:3582

    Article  CAS  PubMed  Google Scholar 

  • Nemati M, Afshar Mogaddam MR, Farazajdeh MA, Tuzen M, Khandaghi J (2021) In-situ formation/decomposition of deep eutectic solvent during solidification of floating organic droplet-liquid-liquid microextraction method for the extraction of some antibiotics from honey prior to high performance liquid chromatography-tandem mass spectrometry. J Chromatogr A 1660:462653

    Article  CAS  PubMed  Google Scholar 

  • Rinaudo M (2008) Main properties and current applications of some polysaccharides as biomaterials. Polym Int 57(3):397–430

    Article  CAS  Google Scholar 

  • Rokade SM, Bhate PM (2015) One-pot synthesis of per-O-acetylated hemiacetals from free sugars in a deep eutectic solvent. Carbohydr Res 416:21–23

    Article  CAS  PubMed  Google Scholar 

  • Sanchez-Santed F, Colomina MT, Hernández EH (2016) Organophosphate pesticide exposure and neurodegeneration. Cortex 74:417–426

    Article  PubMed  Google Scholar 

  • Sehil H, Badaoui M, Chougui A (2021) Preparation and characterization of a novel chemically crosslinked chitosane-g-polyacrylamide hydrogel as a promising adsorbent for the removal of methylene blue from aqueous solutions. Polym Sci Ser B 63(6):853–865

    Article  CAS  Google Scholar 

  • Shen Y, He X, Hung FR (2015) Structural and dynamical properties of a deep eutectic solvent confined inside a slit pore. J Phys Chem C 119(43):24489–24500

    Article  CAS  Google Scholar 

  • Tsai WH, Huang TC, Joh-Jong H, Yi-Huu H, Hung-Yi C (2009) Dispersive solid-phase microextraction method for sample extraction in the analysis of four tetracyclines in water and milk samples by high-performance liquid chromatography with diode-array detection. J Chromatogr A 1216(12):2263–2269

    Article  CAS  PubMed  Google Scholar 

  • Wang Q, Yao X, Geng Y, Zhou Q, Lu X, Zhang S (2015a) Deep eutectic solvents as highly active catalysts for the fast and mild glycolysis of poly (ethylene terephthalate)(PET). Green Chem 17(4):2473–2479

    Article  CAS  Google Scholar 

  • Wang SL, Pang XQ, Cao J, Cao W, Xu JJ, Yao ZhuQ, Zhang QY, Peng LQ (2015b) Effervescence and graphitized multi-walled carbon nanotubes assisted microextraction for natural antioxidants by ultra high performance liquid chromatography with electrochemical detection and quadrupole time-of-flight tandem mass spectrometry. J Chromatogr A 1418:12–20

    Article  CAS  PubMed  Google Scholar 

  • Wikene KO, Bruzell E, Tnnesen HH (2015) Characterization and antimicrobial phototoxicity of curcumin dissolved in natural deep eutectic solvents. Eur J Pharm Sci 80:6–32

    Article  Google Scholar 

  • Wu JH, He CY (2019) Advances in cellulose-based sorbents for extraction of pollutants in environmental samples. Chromatographia 82(8):1151–1169

    Article  CAS  Google Scholar 

  • Zeng J, Chang G, Deng Y, Zhang C, Liu J, Huang S (2016) Dendrimeric guanidinoneomycin for cellular delivery of bio-macromolecules. Int J Biol Macromol 82:702–710

    PubMed  Google Scholar 

  • Zhang Q, De Oliveira VK, Sébastien R, François J (2012) Deep eutectic solvents: synthesis, properties and applications. Chem Soc Rev 41(21):7108–7146

    Article  CAS  PubMed  Google Scholar 

  • Zhao BY, Xu P, Yang FX, Wu H, Zong MH, Lou WY (2015) Biocompatible deep eutectic solvents based on choline chloride: characterization and application to the extraction of rutin from Sophora japonica. ACS Sustain Chem Eng 3(11):2746–2755

    Article  CAS  Google Scholar 

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Correspondence to Mohammad Reza Afshar Mogaddam or Zahra Ayazi.

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Alineia, M., Marzi Khosrowshahi, E., Farajzadeh, M.A. et al. Biopolymers based-dispersive solid phase extraction combined with deep eutectic solvent-based dispersive liquid–liquid microextraction for the extraction of several pesticides from fruit juices prior to GC-FID analysis. Chem. Pap. 77, 7669–7679 (2023). https://doi.org/10.1007/s11696-023-03050-5

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