Combination of computational methods, adsorption isotherms and selectivity tests for the conception of a mixed non-covalent–semi-covalent molecularly imprinted polymer of vanillin

Puzio, Kinga; Delépée, Raphaël; Vidal, Richard; Agrofoglio, Luigi A.

doi:10.1016/j.aca.2013.06.036

Cited by 27 publications

(8 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…58,416 The formation of a new synthetic structure, which can be used as such or modied further, imparts new characteristics to the monomer. Acryloylation, 417,421 epoxidation 419 and phosphorylation 420 of cardanol were also reported as some synthetic procedures of structural modication. However, cardanol, being less reactive, undergoes epoxidation to a lesser extent than phenol or bisphenol-A.…”

Section: Reaction Due To -Oh Groupmentioning

confidence: 99%

Naturally occurring phenolic sources: monomers and polymers

2014

View full text Add to dashboard Cite

show abstract

Section: Reaction Due To -Oh Groupmentioning

confidence: 99%

Naturally occurring phenolic sources: monomers and polymers

2014

View full text Add to dashboard Cite

show abstract

“…The resulting bond distance between the binding atoms of the two compounds was 1.837 Å. In previous studies, the hydrogen bond distances reported were in the range of 1.646 to 2.160 Å (Han et al, 2017;Madikizela et al, 2016;Puzio et al, 2013;Suriyanarayanan et al, 2017). Furthermore, the binding energy (ΔE) for the complex that results from the interactions…”

Section: Computational Analysis Of a Pre-polymerization Mixturementioning

confidence: 91%

Application of molecularly imprinted polymer designed for the selective extraction of ketoprofen from wastewater

Madikizela

Zunngu

Mlunguza

et al. 2018

WSA

View full text Add to dashboard Cite

A molecularly imprinted polymer (MIP) that is selective to ketoprofen was synthesized and applied in the adsorption of the target compound from water. The MIP was synthesized using a bulk polymerization method at high temperatures (60–80°C), where ketoprofen, 2-vinylpyridine, ethylene glycol dimethacrylate, toluene and 1,1´-azobis(cyclohexanecarbonitrile) were used as template, functional monomer, cross-linker, porogen and initiator, respectively. Non-imprinted polymer (NIP) was synthesized similarly to the MIP but in the absence of ketoprofen. From molecular dynamics simulation, the nature of interactions that occurred between the template and the functional monomer were found to be based on hydrogen bonding. This was confirmed experimentally, where a high extraction efficiency of ≥ 90% was obtained at acidic conditions (pH 5) due to the protonation of ketoprofen. A contact time of 45 min was sufficient for the maximum adsorption of ketoprofen from 10 mL spiked water using 8 mg of the adsorbent. MIP showed greater selectivity than NIP by achieving a relative selectivity coefficient of 7.7 towards ketoprofen in the presence of structurally related pharmaceuticals. Furthermore, the order of sorption onto the MIPs from water was ketoprofen > fenoprofen > gemfibrozil. From a modelling perspective, the Langmuir adsorption isotherm and pseudo-second-order kinetic model gave the best fit, with maximum adsorption capacity of 8.24 mg·g−1 and sorption rate constant of 0.25 mg·g−1·min−1 for MIP. This was translated to chemisorption of ketoprofen onto the homogeneous MIP binding sites. This work demonstrated the great potential of MIP in selective recognition of ketoprofen from wastewater relative to closely related compounds.

show abstract

“…Coniferyl ferulate imparts antioxidant and vasodilatation effects [17]. Vanillin is the raw material or intermediate for many cardiovascular and cerebrovascular drugs (e.g., methyldopa) [18]. Traditional Chinese medicine mainly involves decoction.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous Determination of Night Effective Constituents and Correlation Analysis of Multiconstituents and Antiplatelet Aggregation Bioactivity In Vitro in Chuanxiong Rhizoma Subjected to Different Decoction Times

Zhang

Chen

Wang

et al. 2019

Journal of Analytical Methods in Chemistry

View full text Add to dashboard Cite

Several effective constituents, such as vanillin, ferulic acid, senkyunolide I, senkyunolide H, coniferyl ferulate, Z-ligustilide, butylphthalide, senkyunolide A, and levistilide A, are unstable and possess mutual transformation relationships in Chuanxiong Rhizoma (CR). Traditional Chinese medicine mainly involves decoction, and the content of effective constituents and antiplatelet aggregation bioactivity (AAB) in CR may vary with different decoction time (10 min, 20 min, 30 min, 40 min, 50 min, and 60 min). Here, we showed that coniferyl ferulate and levistilide A were detected in CR material, but not in the decoction. The effective components possessed transformation and degradation in CR decoction of different times. The effective components and the strength of AAB at 10 and 20 minutes were the strongest, followed by 30–50 minutes, and 60 minutes were the weakest by analysis of SIMCA-PLS in CR decoction of different times. In the Pearson correlation analysis, there were correlations (P < 0.05) between effective components, which were ferulic acid and senkyunolide I (coefficient was 0.976), ferulic acid and senkyunolide H (coefficient was 0.972), senkyunolide I and senkyunolide H (coefficient was 0.982), senkyunolide A and butylphthalide (coefficient was 0.974), senkyunolide A and Z-ligustilide (coefficient was 0.947), and butylphthalide and Z-ligustilide (coefficient was 0.993). Effective components (ferulic acid, senkyunolide I, and senkyunolide H) and AAB were correlated and the Pearson correlation coefficients were respectively 0.965, 0.973, and 0.999. In the stepwise regression analysis, senkyunolide H and senkyunolide I were correlated with AAB (P < 0.05). Senkyunolide H (H) was positively correlated with AAB, senkyunolide I (I) was negatively correlated with AAB, and its expression was AAB = 1.187 ∗ H − 0.199 ∗ I − 0.422. These findings indicate that there are some correlations between effective components and AAB in CR.

show abstract

Combination of computational methods, adsorption isotherms and selectivity tests for the conception of a mixed non-covalent–semi-covalent molecularly imprinted polymer of vanillin

Cited by 27 publications

References 40 publications

Naturally occurring phenolic sources: monomers and polymers

Naturally occurring phenolic sources: monomers and polymers

Application of molecularly imprinted polymer designed for the selective extraction of ketoprofen from wastewater

Simultaneous Determination of Night Effective Constituents and Correlation Analysis of Multiconstituents and Antiplatelet Aggregation Bioactivity In Vitro in Chuanxiong Rhizoma Subjected to Different Decoction Times

Contact Info

Product

Resources

About