Preprint Article Version 1 NOT YET PEER-REVIEWED

Molecularly Imprinted Polymers for Selective Extraction of Oblongifolin C from Garcinia yunnanensis Hu

Version 1 : Received: 19 March 2017 / Approved: 20 March 2017 / Online: 20 March 2017 (09:38:35 CET)

A peer-reviewed article of this Preprint also exists.

Wang, L.; Fu, W.; Shen, Y.; Tan, H.; Xu, H. Molecularly Imprinted Polymers for Selective Extraction of Oblongifolin C from Garcinia yunnanensis Hu. Molecules 2017, 22, 508. Wang, L.; Fu, W.; Shen, Y.; Tan, H.; Xu, H. Molecularly Imprinted Polymers for Selective Extraction of Oblongifolin C from Garcinia yunnanensis Hu. Molecules 2017, 22, 508.

Journal reference: Molecules 2017, 22, 508
DOI: 10.3390/molecules22040508

Abstract

Molecularly imprinted polymers (MIPs) were synthesized and applied for the selective extraction of oblongifolin C (OC) from fruit extracts of Garcinia yunnanensis Hu. A series of experiments and computational approaches were employed to improve the efficiency of screening for optimal MIP systems in the study. The molar ratio (1:4) was chosen at last based on the comparison of the binding energy of the complexes between the template (OC) and functional monomers using density functional theory (DFT) at the RI-PBE-D3-gCP/def2-TZVP level of theory. The binding characterization and the molecular recognition mechanism of MIPs were further explained using the molecular modeling method and NMR and IR spectra data. The reusability of this approach was demonstrated in over 20 batch rebinding experiments. 140.5 mg of OC (>95% purity) was obtained from the 5 g extracts with 2 g of MIPs with the best binding properties through gradient elution program from 35% to 70% methanol-water solution. At the same time, another structural analog, 46.5 mg of guttiferone K (GK) (>88% purity), was also obtained by the gradient elution procedure. Our results showed that the structural analogs could be separated from the crude extracts by the molecularly imprinted solid-phase extraction (MISPE) using a gradient elution procedure for the first time.

Subject Areas

molecularly imprinted polymers; solid-phase extraction; oblongifolin C; guttiferone K; Garcinia yunnanensis Hu

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