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Molecularly imprinted polymers for cleanup and selective extraction of curcuminoids in medicinal herbal extracts

Wulandari M.a,b, Urraca J.L.a, Descalzo A.B.a, Amran M.B.b, Moreno-Bondi M.C.a

a Department of Analytical Chemistry, Faculty of Chemistry, Universidad Complutense, 28040, Spain
b Department of Analytical Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, 40132, Indonesia
c CEI Campus Moncloa, UCM, UPM, 28040, Spain

[vc_row][vc_column][vc_row_inner][vc_column_inner][vc_separator css=”.vc_custom_1624529070653{padding-top: 30px !important;padding-bottom: 30px !important;}”][/vc_column_inner][/vc_row_inner][vc_row_inner layout=”boxed”][vc_column_inner width=”3/4″ css=”.vc_custom_1624695412187{border-right-width: 1px !important;border-right-color: #dddddd !important;border-right-style: solid !important;border-radius: 1px !important;}”][vc_empty_space][megatron_heading title=”Abstract” size=”size-sm” text_align=”text-left”][vc_column_text]© 2014 Springer-Verlag Berlin Heidelberg.This paper describes the synthesis of novel molecularly imprinted polymers (MIPs), prepared by a noncovalent imprinting approach, for cleanup and preconcentration of curcumin (CUR) and bisdemethoxycurcumin (BDMC) from medicinal herbal extracts and further analysis by high-performance liquid chromatography with fluorescence detection (HPLC-FLD). Two molecular mimics, a mixture of reduced BDMCs and 4-(4-hydroxyphenyl)-2-butanone (HPB), have been synthesized and applied as templates for MIP synthesis. The polymers were prepared using N-(2-aminoethyl) methacrylamide (EAMA) as functional monomer, ethylene glycol dimethacrylate (EDMA) as the cross-linker (in a 1:5 molar ratio), and a mixture of acetonitrile/dimethylsulfoxide (90 %, v/v) as porogen. MIPs prepared using a mixture of reduced BDMCs as template showed higher selectivity for CUR and BDMC than those obtained with HPB, with imprinting factors of 3.5 and 2.7 for CUR and BDMC, respectively, using H2O/acetonitrile (65:35, v/v) as mobile phase. The adsorption isotherms for CUR in the MIP and the nonimprinted polymer (NIP) were fitted to the Freundlich isotherm model, and the calculated average binding affinities for CUR were (17 ± 2) and (8 ± 1) mM-1 for the MIP and the NIP, respectively. The polymers were packed into solid-phase extraction (SPE) cartridges, and the optimized molecularly imprinted solid-phase extraction (MISPE-HPLC) with fluorescence detection (FLD) method allowed the extraction of both curcuminoids from aqueous samples (50 mM NH4Ac, pH 8.8) followed by a selective washing with acetonitrile/NH4Ac, 50 mM at pH 8.8 (30:70 %, v/v), and elution with 3 × 1 mL of MeOH. Good recoveries and precision ranging between 87 and 92 %, with relative standard deviation (RSD) of <5.3 % (n = 3), were obtained after the preconcentration of 10-mL solutions containing both CUR and BDMC at concentrations in the range of 0-500 μg L-1. The optimized method has been applied to the analysis of both curcuminoids in medicinal herbal extracts.[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Author keywords” size=”size-sm” text_align=”text-left”][vc_column_text]Bisdemethoxycurcumin,Bulk polymerization,Curcumin,Ethylene glycol dimethacrylate,High performance liquid chromatography with fluorescence detections,Molecularly Imprinted Polymer,Molecularly imprinted solid-phase extraction,Solid phase extraction cartridges,Binding Sites,Chromatography, High Pressure Liquid,Curcumin,Molecular Imprinting,Molecular Mimicry,Molecular Structure,Plant Extracts,Plant Preparations,Polymers,Solid Phase Extraction,Spectrophotometry, Ultraviolet[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Indexed keywords” size=”size-sm” text_align=”text-left”][vc_column_text]Bisdemethoxycurcumin,Bulk polymerization,Curcumin,Molecularly imprinted solid-phase extraction (MISPE)[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Funding details” size=”size-sm” text_align=”text-left”][vc_column_text]This work has been funded by I-MHERE B.2c grant for Sandwich Doctoral Program of Institut Teknologi Bandung, Indonesia, and by MINECO (ref. CTQ2012-37573-C02-02). JUR thanks the International Excellence Campus CEI-Moncloa for a postdoctoral contract, and ABD thanks the Spanish Ministry of Economy and Competitiveness for a Ramón y Cajal contract.[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”DOI” size=”size-sm” text_align=”text-left”][vc_column_text]https://doi.org/10.1007/s00216-014-8011-5[/vc_column_text][/vc_column_inner][vc_column_inner width=”1/4″][vc_column_text]Widget Plumx[/vc_column_text][/vc_column_inner][/vc_row_inner][/vc_column][/vc_row][vc_row][vc_column][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][/vc_column][/vc_row]