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Molecules 2017, 22(4), 508; doi:10.3390/molecules22040508

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

1
School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
2
Engineering Research Center of Shanghai Colleges for TCM New Drug Discovery, Shanghai 201203, China
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 26 January 2017 / Revised: 19 March 2017 / Accepted: 21 March 2017 / Published: 23 March 2017
(This article belongs to the Section Natural Products)
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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 eventually chosen based on the comparison of the binding energy of the complexes between the template (OC) and the 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 along with NMR and IR spectra data. The reusability of this approach was demonstrated in over 20 batch rebinding experiments. A mass of 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 a 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. View Full-Text
Keywords: molecularly imprinted polymers; solid-phase extraction; oblongifolin C; guttiferone K; Garcinia yunnanensis Hu molecularly imprinted polymers; solid-phase extraction; oblongifolin C; guttiferone K; Garcinia yunnanensis Hu
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

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.

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