Abstract
A novel vortex-assisted dispersive liquid–liquid microextraction method based on deep eutectic solvent (VA–DLLME–DES) completed in syringe has been established to extract 12 quinolones from honey. This method is an improvement of traditional DLLME. In this work, the green DES prepared with heptanoic acid and thymol was used for extractant rather than traditional organic extraction solvent. Without centrifugation, the phases were separated in the way of removing aqueous phase by pushing the syringe and extractant phase was collected for ultra performance liquid chromatography-mass spectrometry (UPLC–MS) analysis. The stability of DES and some experimental parameters (type, molar ratios and volume of extraction solvent, type and volume of dispersant, vortex time and effect of pH and NaCl) were evaluated. In the range of 2–100 ng/mL, the proposed method showed good linearities (r2 ranged from 0.996 to 0.999). The extraction recoveries were obtained in the range of 75.01%–117.05% and relative standard deviations were less than 13.83% for inter- (n = 6) and intra-day (n = 3) precisions. The limits of detection and quantification were 3 ng g−1 and 10 ng g−1, respectively. The developed method with the advantages of simple operation, short extraction time and less consumption organic solvent provides a technical idea for green, simple and time-saving sample preparation methods.
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00217-021-03878-9/MediaObjects/217_2021_3878_Fig1_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00217-021-03878-9/MediaObjects/217_2021_3878_Fig2_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00217-021-03878-9/MediaObjects/217_2021_3878_Fig3_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00217-021-03878-9/MediaObjects/217_2021_3878_Fig4_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00217-021-03878-9/MediaObjects/217_2021_3878_Fig5_HTML.png)
Similar content being viewed by others
References
da Silva PM., Gauche C, Gonzaga LV, Costa AC, Fett R (2016) Honey: Chemical composition, stability and authenticity. Food Chem 196: 309–323. https://doi.org/10.1016/j.foodchem.2015.09.051
Farajzadeh MA, Abbaspour M, Kazemian R (2019) Synthesis of a green high density deep eutectic solvent and its application in microextraction of seven widely used pesticides from honey. J Chromatogr A 1603:51–60. https://doi.org/10.1016/j.chroma.2019.06.051
Campone L, Celano R, Piccinelli AL, Pagano I, Cicero N, Sanzo RD, Carabetta S, Russo M, Rastrelli L (2019) Ultrasound assisted dispersive liquid-liquid microextraction for fast and accurate analysis of chloramphenicol in honey. Food Res Int 115:572–579. https://doi.org/10.1016/j.foodres.2018.09.006
Yu K, Yue ME, Xu J, Jiang TF (2020) Determination of fluoroquinolones in milk, honey and water samples by salting out-assisted dispersive liquid-liquid microextraction based on deep eutectic solvent combined with MECC. Food Chem 332:127371. https://doi.org/10.1016/j.foodchem.2020.127371
Chen L, Huang X (2016) Sensitive monitoring of fluoroquinolones in milk and honey using multiple monolithic fiber solid-phase microextraction coupled to liquid chromatography tandem mass spectrometry. J Agric Food Chem 64:8684–8693. https://doi.org/10.1021/acs.jafc.6b03965
Wang H, Gao M, Gao J, Yu N, Huang H, Yu Q, Wang X (2016) Determination of fluoroquinolone antibiotics via ionic-liquid-based, salt-induced, dual microextraction in swine feed. Anal Bioanal Chem 408:6105–6114. https://doi.org/10.1007/s00216-016-9719-1
Vakh C, Pochivalov A, Koronkiewicz S, Kalinowski S, Postnov V, Bulatov A (2019) A chemiluminescence method for screening of fluoroquinolones in milk samples based on a multi-pum** flow system. Food Chem 270:10–16. https://doi.org/10.1016/j.foodchem.2018.07.073
Tang W, Dai Y, Row KH (2018) Evaluation of fatty acid/alcohol-based hydrophobic deep eutectic solvents as media for extracting antibiotics from environmental water. Anal Bioanal Chem 410:7325–7336. https://doi.org/10.1007/s00216-018-1346-6
Ji Y, Meng Z, Zhao J, Zhao H, Zhao L (2020) Eco-friendly ultrasonic assisted liquid-liquid microextraction method based on hydrophobic deep eutectic solvent for the determination of sulfonamides in fruit juices. J Chromatogr A 1609:460520. https://doi.org/10.1016/j.chroma.2019.460520
Wan Z, Hu J, Wang J (2016) Removal of sulfamethazine antibiotics using CeFe-graphene nanocomposite as catalyst by Fenton-like process. J Environ Manage 182:284–291. https://doi.org/10.1016/j.jenvman.2016.07.088
Wu Y, Zhou J, Wang X, Zhang Z, Gao S (2020) Ionic liquid-based hollow fiber liquid-liquid-liquid microextraction combined with capillary electrophoresis for the determination of sulfonamides in aquaculture waters. J Chromatogr Sci 57:950–960. https://doi.org/10.1093/chromsci/bmz053
Pérez-Rodríguez M, Pellerano RG, Pezza L, Pezza HR (2018) An overview of the main foodstuff sample preparation technologies for tetracycline residue determination. Talanta 182:1–21. https://doi.org/10.1016/j.talanta.2018.01.058
Di X, Wang X, Liu Y, Guo X, Di X (2019) Microwave assisted extraction in combination with solid phase purification and switchable hydrophilicity solvent-based homogeneous liquid-liquid microextraction for the determination of sulfonamides in chicken meat. J Chromatogr B Analyt Technol Biomed Life Sci 1118–1119:109–115. https://doi.org/10.1016/j.jchromb.2019.04.036
Ge D, Zhang Y, Dai Y, Yang S (2018) Air-assisted dispersive liquid-liquid microextraction based on a new hydrophobic deep eutectic solvent for the preconcentration of benzophenone-type UV filters from aqueous samples. J Sep Sci 41:1635–1643. https://doi.org/10.1002/jssc.201701282
Leong MI, Fuh MR, Huang SD (2014) Beyond dispersive liquid–liquid microextraction. J Chromatogr A 1335:2–14. https://doi.org/10.1016/j.chroma.2014.02.021
An J, Trujillo-Rodríguez MJ, Pino V, Anderson JL (2017) Non-conventional solvents in liquid phase microextraction and aqueous biphasic systems. J Chromatogr A 1500:1–23. https://doi.org/10.1016/j.chroma.2017.04.012
Jayasinghe GDTM, Domínguez-González R, Bermejo-Barrera P (2020) Moreda-Piñeiro A, combining ultrasound-assisted extraction and vortex-assisted liquid-liquid microextraction for the sensitive assessment of aflatoxins in aquaculture fish species. J Sep Sci 43:1331–1338. https://doi.org/10.1002/jssc.201901129
Ma YJ, Bi AQ, Wang XY, Qin L, Du M, Dong L, Xu XB (2020) Dispersive solid-phase extraction and dispersive liquid-liquid microextraction for the determination of flavor enhancers in ready-to-eat seafood by HPLC-PDA. Food Chem 309:125753. https://doi.org/10.1016/j.foodchem.2019.125753
Ajabi M, Ghassab N, Hemmati M, Asghari A (2019) Highly effective and safe intermediate based on deep eutectic medium for carrier less-three phase hollow fiber microextraction of antiarrhythmic agents in complex matrices. J Chromatogr B Analyt Technol Biomed Life Sci 1104:196–204. https://doi.org/10.1016/j.jchromb.2018.11.008
Torbati M, Farajzadeh MA, Mogaddam MRA, Torbati M (2019) Deep eutectic solvent based homogeneous liquid–liquid extraction coupled with in-syringe dispersive liquid-liquid microextraction performed in narrow tube; application in extraction and preconcentration of some herbicides from tea. J Sep Sci 42:1768–1776. https://doi.org/10.1002/jssc.201801016
Musarurwa H, Tavengwa NT (2021) Deep eutectic solvent-based dispersive liquid-liquid micro-extraction of pesticides in food samples. Food Chem 342:127943. https://doi.org/10.1016/j.foodchem.2020.127943
Triaux Z, Petitjean H, Marchioni E, Boltoeva M, Marcic C (2020) Deep eutectic solvent-based headspace single-drop microextraction for the quantification of terpenes in spices. Anal Bioanal Chem 412:933–948. https://doi.org/10.1007/s00216-019-02317-9
Alipanahpour Dil E, Ghaedi M, Asfaram A, Tayebi L, Mehrabi F (2020) A ferrofluidic hydrophobic deep eutectic solvent for the extraction of doxycycline from urine, blood plasma and milk samples prior to its determination by high-performance liquid chromatography-ultraviolet. J Chromatogr A 1613: 460695. https://doi.org/10.1016/j.chroma.2019.460695.
Li G, Zhu T, Row KH (2017) Deep eutectic solvents for the purification of chloromycetin and thiamphenicol from milk. J Sep Sci 40:625–634. https://doi.org/10.1002/jssc.201600771
Caldeirão L, Fernandes JO, Gonzalez MH, Godoy HT, Cunha SC (2021) A novel dispersive liquid-liquid microextraction using a low density deep eutectic solvent-gas chromatography tandem mass spectrometry for the determination of polycyclic aromatic hydrocarbons in soft drinks. J Chromatogr A 1635:461736. https://doi.org/10.1016/j.chroma.2020.461736
El-Deen AK, Shimizu K (2020) A green air assisted-dispersive liquid–liquid microextraction based on solidification of a novel low viscous ternary deep eutectic solvent for the enrichment of endocrine disrupting compounds from water. J Chromatogr A 1629:461498. https://doi.org/10.1016/j.chroma.2020.461498
van Osch D J, Zubeir L F, van den Bruinhorst A, Rocha M A, Kroon M C (2015) Hydrophobic deep eutectic solvents as water-immiscible extractants. Green Chem 17: 4518–4521. https://doi.org/10.1039/C5GC01451D.
Lombardo-Agüí M, García-Campaña AM, Gámiz-Gracia L, Cruces-Blanco C (2012) Determination of quinolones of veterinary use in bee products by ultra-high performance liquid chromatography-tandem mass spectrometry using a QuEChERS extraction procedure. Talanta 93:193–199. https://doi.org/10.1016/j.talanta.2012.02.011
Vidal JL, Aguilera-Luiz Mdel M, Romero-González R, Frenich AG (2009) Multiclass analysis of antibiotic residues in honey by ultraperformance liquid chromatography-tandem mass spectrometry. J Agric Food Chem 57:1760–1767. https://doi.org/10.1021/jf8034572
Lei H, Guo J, Lv Z, Zhu X, Xue X, Wu L, Cao W (2018) Simultaneous determination of nitroimidazoles and quinolones in honey by modified QuEChERS and LC–MS/MS Analysis. Int J Anal Chem 2018:4271385. https://doi.org/10.1155/2018/4271385
Acknowledgements
The authors gratefully thank the National Natural Science Foundation of China (31372482), Project of Tian** dairy (mutton sheep) industry technology system innovation team construction (ITTCRS2021000) and Project of Tian** “131” innovative talent team (20180318) for financial support.
Funding
This work was supported by the National Natural Science Foundation of China (31372482), Project of Tian** dairy (mutton sheep) industry technology system innovation team construction (ITTCRS2021000) and Project of Tian** “131” innovative talent team (20180318).
Author information
Authors and Affiliations
Corresponding authors
Ethics declarations
Conflicts of interest
All authors certify that they have no affiliations with or involvement in any organization or entity with any financial interest or non-financial interest in the subject matter or materials discussed in this manuscript.
Ethical approval
This study is not involved human participants or animals.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Wang, Y., Zhao, S., Yang, L. et al. Determination of 12 quinolones in honey by vortex-assisted dispersive liquid liquid microextraction performed in syringe based on deep eutectic solvent combine with ultra performance liquid chromatography-mass spectrometry. Eur Food Res Technol 248, 263–272 (2022). https://doi.org/10.1007/s00217-021-03878-9
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00217-021-03878-9