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Synthesis of Quercetin‐imprinted Polymer Spherical Particles with Improved Ability to Capture Quercetin Analogues
Author(s) -
Pardo Antonelle,
Josse Thomas,
Mespouille Laetitia,
Blankert Bertrand,
Dubois Philippe,
Duez Pierre
Publication year - 2017
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2674
Subject(s) - chemistry , quercetin , molecularly imprinted polymer , comonomer , solid phase extraction , chromatography , polymer , molecular imprinting , high performance liquid chromatography , extraction (chemistry) , polymerization , combinatorial chemistry , selectivity , organic chemistry , antioxidant , catalysis
Molecularly imprinted polymers (MIPs) are composed of specific cavities able to selectively recognise a template molecule. Used as chromatographic sorbents, MIPs may not trap related structures due to the high rigidity of their cross‐linking. Objective To improve the capture of quercetin analogues by modulating the synthesis strategy for a quercetin‐imprinted polymer (Qu MIP). Methodology An additional comonomer bearing a short oligoethylene glycol (OEG) unit was used to prepare a Qu MIP that was compared to a traditional one formulated in a similar fashion, but without the OEG‐comonomer. The Qu MIPs were prepared in bead form through fluorocarbon suspension polymerisation. After solid phase extraction (SPE) assessment of their imprinted cavities, the MIPs were evaluated by HPLC for their recognition properties towards quercetin and other polyphenols, including flavonoids, phenolic acids and curcumin. The Qu MIPs were finally SPE‐tested on a white onion extract. Results The incorporation of OEG units modulated the selectivity of the Qu MIP by improving the recognition of quercetin related structures (12–61% increase in the imprinting effect for distant analogues). It also allowed limiting or suppressing non‐specific hydrophobic interactions (decrease of about 10% in the rate of quercetin retention on the non‐imprinted polymer). The SPE application of the MIP to a white onion extract indicates its interest for the selective extraction of quercetin and its analogues. Conclusion The OEG‐modified Qu MIP appears to be an attractive tool to discover new drug candidates from natural sources by extracting, amongst interfering compounds, structural analogues of quercetin. Copyright © 2017 John Wiley & Sons, Ltd.