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Advances in Polyphenol-Based Multifunctional Materials

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Applied Chemistry".

Deadline for manuscript submissions: closed (31 December 2023) | Viewed by 14653

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Special Issue Editors

Dr. Yunxiang He

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Guest Editor

College of Biomass Science and Engineering, Sichuan University, Chengdu 610065, China
Interests: functional polyphenol materials; bio-inspired polymers; self-assembly; phenolic-based nanoparticles; nanomedicine; agriculture applications

Dr. Xiaoling Wang

E-Mail Website
Guest Editor

College of Biomass Science and Engineering, Sichuan University, Chengdu 610065, China
Interests: polyphenol-based materials for environmental science; separation technology; membranes; electromagnetic shielding materials

Special Issue Information

Dear Colleagues,

Natural polyphenols have attracted enormous attention in the past decade due to their complex interactions with diverse substrates. The unique phenolic structures (i.e., catechol and pyrogallol) bring in strong noncovalent interactions including hydrogen bonding, hydrophobic interactions, π–π interactions, and coordination. The multiple interactions increase the stability of the polyphenol films adhered to the substrates, triggering the exploration of polyphenol materials in particle engineering, self-assembly, and surface modification. The phyto-derivation imparts the biocompatibility and biodegradability to the polyphenols, which drives the research in polyphenol-based drug delivery and bioimaging. As plant secondary metabolites, polyphenols have been developed as therapeutic agents for antimicrobial, antioxidant, and anti-tumor usages. Current structure–function relationship studies of polyphenols reveal that large-molecular-weight polyphenols are suitable for advanced materials development, while small-molecular-weight polyphenols are promising for drug design. Research on precisely controlling the interactions of polyphenols with metal ions, polymers, non-metallic species, or biomacromolecules could boost the appearance of new assembled structures with novel functions (i.e., conductivity and fluorescence). The extraction and induced production of precious and rare polyphenols are significant for obtaining novel effective drugs, antibiotics, and preservatives.

In this Special Issue, we invite investigators to contribute short communications, full research articles, and timely reviews that are related to the polyphenol-based functional materials and emerging applications. Potential topics include, but are not limited to, the following:

Control or regulation of the self-assembly of polyphenols and substrates.
Rationally designed polyphenols for targeted functions.
Improved therapeutic effect of polyphenol-based drugs, antibiotics, theragnostic agents, and delivery vehicles.
Smart and responsive polyphenol-based materials for industry, agriculture, and food production.
Efficient extraction of polyphenols from plants and microbes.
Advanced eco-friendly refinery of polyphenol-based materials.

Dr. Yunxiang He
Dr. Xiaoling Wang
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

natural polyphenols
biopolymers
particle engineering
surface modification
modular assembly
biomedicine
biomimetics
biorefinery

Published Papers (5 papers)

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Research

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13 pages, 942 KiB

Open AccessArticle

Synthesis of Novel Bromophenol with Diaryl Methanes—Determination of Their Inhibition Effects on Carbonic Anhydrase and Acetylcholinesterase

by Necla Oztaskin, Suleyman Goksu, Yeliz Demir, Ahmet Maras and İlhami Gulcin

Molecules 2022, 27(21), 7426; https://doi.org/10.3390/molecules27217426 - 1 Nov 2022

Cited by 13 | Viewed by 1834

Abstract

In this work, nine new bromophenol derivatives were designed and synthesized. The alkylation reactions of (2-bromo-4,5-dimethoxyphenyl)methanol (7) with substituted benzenes 8–12 produced new diaryl methanes 13–17. Targeted bromophenol derivatives 18–21 were synthesized via the O-Me demethylation of diaryl methanes with BBr3. Moreover, the synthesized bromophenol compounds were tested with some metabolic enzymes such as acetylcholinesterase (AChE), carbonic anhydrase I (CA I), and II (CA II) isoenzymes. The novel synthesized bromophenol compounds showed Ki values that ranged from 2.53 ± 0.25 to 25.67 ± 4.58 nM against hCA I, from 1.63 ± 0.11 to 15.05 ± 1.07 nM against hCA II, and from 6.54 ± 1.03 to 24.86 ± 5.30 nM against AChE. The studied compounds in this work exhibited effective hCA isoenzyme and AChE enzyme inhibition effects. The results show that they can be used for the treatment of glaucoma, epilepsy, Parkinson’s as well as Alzheimer’s disease (AD) after some imperative pharmacological studies that would reveal their drug potential. Full article

(This article belongs to the Special Issue Advances in Polyphenol-Based Multifunctional Materials)

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16 pages, 5330 KiB

Open AccessArticle

Enrichment of Quercetin from Winemaking Residual Diatomaceous Earth via a Tailor-Made Imprinted Adsorbent

by Amir Bzainia, Rolando C. S. Dias and Mário Rui P. F. N. Costa

Molecules 2022, 27(19), 6406; https://doi.org/10.3390/molecules27196406 - 28 Sep 2022

Cited by 8 | Viewed by 2139

Abstract

Residual diatomaceous earth (RDE) from winemaking activities is a rich and currently underexploited source of phenolic compounds which ought to be recycled from the perspective of circular bioeconomy. In this work, we demonstrate the feasibility of molecularly imprinted polymers (MIPs) for the enrichment of quercetin, a flavonoid at a fairly high content in residual diatomaceous earth. These MIPs were synthesized through free radical polymerization. FTIR confirmed the integration of the functional monomers into the polymeric chains. Batch adsorption experiments were used to assess the retention and selectivity of those MIPs towards quercetin. Commercial resins were compared with the synthesized materials using the same procedures. These adsorption experiments allowed the selection of the best performing MIP for the valorization of RDE extract. This treatment consisted of saturating the selected MIP with the extract and then desorbing the retained compounds using solvents of selected compositions. The desorbed fractions were analyzed using liquid chromatography, and the results demonstrated an increase in quercetin’s fractional area from 5% in the RDE extract to more than 40% in some fractions, which is roughly an eightfold enrichment of quercetin. Moreover, other flavonoids of close chemical structure to quercetin have been rather retained and enriched by the MIP. Full article

(This article belongs to the Special Issue Advances in Polyphenol-Based Multifunctional Materials)

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17 pages, 3761 KiB

Open AccessArticle

Nanohybrid of Thymol and 2D Simonkolleite Enhances Inhibition of Bacterial Growth, Biofilm Formation, and Free Radicals

by Carlos Velázquez-Carriles, María Esther Macías-Rodríguez, Omar Ramírez-Alvarado, Rosa Isela Corona-González, Adriana Macías-Lamas, Ismael García-Vera, Adriana Cavazos-Garduño, Zuamí Villagrán and Jorge Manuel Silva-Jara

Molecules 2022, 27(19), 6161; https://doi.org/10.3390/molecules27196161 - 20 Sep 2022

Cited by 4 | Viewed by 1913

Abstract

Due to the current concerns against opportunistic pathogens and the challenge of antimicrobial resistance worldwide, alternatives to control pathogen growth are required. In this sense, this work offers a new nanohybrid composed of zinc-layered hydroxide salt (Simonkolleite) and thymol for preventing bacterial growth. Materials were characterized with XRD diffraction, FTIR and UV–Vis spectra, SEM microscopy, and dynamic light scattering. It was confirmed that the Simonkolleite structure was obtained, and thymol was adsorbed on the hydroxide in a web-like manner, with a concentration of 0.863 mg thymol/mg of ZnLHS. Absorption kinetics was described with non-linear models, and a pseudo-second-order equation was the best fit. The antibacterial test was conducted against Escherichia coli O157:H7 and Staphylococcus aureus strains, producing inhibition halos of 21 and 24 mm, respectively, with a 10 mg/mL solution of thymol–ZnLHS. Moreover, biofilm formation of Pseudomonas aeruginosa inhibition was tested, with over 90% inhibition. Nanohybrids exhibited antioxidant activity with ABTS and DPPH evaluations, confirming the presence of the biomolecule in the inorganic matrix. These results can be used to develop a thymol protection vehicle for applications in food, pharmaceutics, odontology, or biomedical industries. Full article

(This article belongs to the Special Issue Advances in Polyphenol-Based Multifunctional Materials)

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11 pages, 2100 KiB

Open AccessArticle

Novel Novolac Phenolic Polymeric Network of Chalcones: Synthesis, Characterization, and Thermal–Electrical Conductivity Investigation

by Essam Mohamed Sharshira, Ahmed A. Ataalla, Mohamed Hagar, Mohammed Salah, Mariusz Jaremko and Nader Shehata

Molecules 2022, 27(17), 5409; https://doi.org/10.3390/molecules27175409 - 24 Aug 2022

Cited by 4 | Viewed by 1812

Abstract

A series of novolac phenolic polymeric networks (NPPN) were prepared via an acid-catalyzed polycondensation reaction of formaldehyde with chalcones possessing a p-phenolic OH group. When p-hydroxybenzaldehyde was treated with formaldehyde under the same conditions, a phenolic polymer (PP) was obtained. The resulting polymers were isolated in excellent yields (83–98%). Isolated polymers (NPPN, PP) were characterized using FTIR, TGA, and XRD. The results obtained from the TGA revealed that all prepared phenolic polymers have high thermal stability at high temperatures and can act as thermosetting materials. XRD data analysis showed a high degree of amorphousness for all polymers (78.8–89.2%). The electrical conductivities and resistivities of all chalcone-based phenolic networks (NPPN) and p-hydroxybenzaldehyde polymer (PP) were also determined. The physical characteristics obtained from the I-V curve showed that the conductivity of phenolic polymers has a wide range from ultimately negligible values of 0.09 µS/cm up to 2.97 μS/cm. The degree of polarization of the conjugated system’s carbonyl group was attributed to high, low, or even no conductivity for all phenolic polymers since the electronic effects (inductive and mesomeric) could impact the polarization of the carbonyl group and, consequently, change the degree of the charge separation to show varied conductivity values. Full article

(This article belongs to the Special Issue Advances in Polyphenol-Based Multifunctional Materials)

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Review

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34 pages, 6011 KiB

Open AccessReview

Polyphenols in Metabolic Diseases

by Amin Gasmi, Pavan Kumar Mujawdiya, Sadaf Noor, Roman Lysiuk, Roman Darmohray, Salva Piscopo, Larysa Lenchyk, Halyna Antonyak, Kateryna Dehtiarova, Mariia Shanaida, Alexandr Polishchuk, Volodymyr Shanaida, Massimiliano Peana and Geir Bjørklund

Molecules 2022, 27(19), 6280; https://doi.org/10.3390/molecules27196280 - 23 Sep 2022

Cited by 65 | Viewed by 5996

Abstract

Polyphenols (PPs) are a large group of phytochemicals containing phenolic rings with two or more hydroxyl groups. They possess powerful antioxidant properties, multiple therapeutic effects, and possible health benefits in vivo and in vitro, as well as reported clinical studies. Considering their free-radical scavenging and anti-inflammatory properties, these substances can be used to treat different kinds of conditions associated with metabolic disorders. Many symptoms of metabolic syndrome (MtS), including obesity, dyslipidemia, atherosclerosis, elevated blood sugar, accelerating aging, liver intoxication, hypertension, as well as cancer and neurodegenerative disorders, are substantially relieved by dietary PPs. The present study explores the bioprotective properties and associated underlying mechanisms of PPs. A detailed understanding of these natural compounds will open up new opportunities for producing unique natural PP-rich dietary and medicinal plans, ultimately affirming their health benefits. Full article

(This article belongs to the Special Issue Advances in Polyphenol-Based Multifunctional Materials)

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