Preparation and characterization of vanillin-chitosan Schiff base zinc complex for a novel Zn2+ sustained released system

Huang, Chaoqiang; Liao, Haiyan; Liu, Xuhong; Xiao, Min; Liao, Song-Yi; Gong, Shuili; Yang, Fu-Jie; Shu, Xugang; Zhou, Xinhua

doi:10.1016/j.ijbiomac.2021.11.104

Cited by 26 publications

(13 citation statements)

References 50 publications

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“…These results meant that the formation of the CN bond affects the density of the electron cloud on the benzene ring, resulting in its electron absorbing conjugation effect to be decreased. Compared with VA/CMCS, the H1–H5 chemical shift in the spectra of Zn 2+ @VA/CMCS was from 9.41, 7.41, 3.95, 6.72, and 7.43 ppm to 9.35, 7.37, 3.76, 6.64, and 7.39 ppm, respectively, which was because the complexation of zinc ions affects the density of the electron cloud on the benzene ring and consistent with the previous research …”

Section: Resultsmentioning

confidence: 96%

“…Compared with VA/ CMCS, the H1−H5 chemical shift in the spectra of Zn 2+ @ VA/CMCS was from 9.41, 7.41, 3.95, 6.72, and 7.43 ppm to 9.35, 7.37, 3.76, 6.64, and 7.39 ppm, respectively, which was because the complexation of zinc ions affects the density of the electron cloud on the benzene ring and consistent with the previous research. 18 Gel Time and Cross-Linking Degree. The gel time and the cross-linking degree of VA/CMCS and Zn 2+ @VA/CMCS were recorded to explore the interaction between Zn 2+ , vanillin, and CMCS.…”

Section: Methodsmentioning

confidence: 99%

“…16,17 It is essential for biological functions such as catalysis, structural function, and cell regulation. 18,19 Moreover, it was reported that CMCS had a great ability to absorb metal ions to increase chain flexibility due to its higher concentration of chelating groups. 20,21 Therefore, Zn 2+ can be complexed with the carboxyl, hydroxyl, and amino groups on CMCS to enhance the cross-linked network structure and improve its mechanical properties, making it more suitable for applications in food packaging.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Zinc (Zn) is an important trace element. , It is essential for biological functions such as catalysis, structural function, and cell regulation. , Moreover, it was reported that CMCS had a great ability to absorb metal ions to increase chain flexibility due to its higher concentration of chelating groups. , Therefore, Zn 2+ can be complexed with the carboxyl, hydroxyl, and amino groups on CMCS to enhance the cross-linked network structure and improve its mechanical properties, making it more suitable for applications in food packaging. Vanillin (VA) is a good antibacterial and nontoxic natural agent widely used in food, beverages, pharmaceuticals, and cosmetics for its pleasant flavor. , Meanwhile, the presence of reactive aldehyde groups in vanillin can improve the antibacterial properties of carboxymethyl chitosan by reacting with the Schiff base .…”

Section: Introductionmentioning

confidence: 99%

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Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

Lin,

Bi,

et al. 2023

ACS Sustainable Chem. Eng.

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Polysaccharide-based films cannot replace petroleum-based food packaging due to their poor mechanical properties, and the lack of antibacterial properties also makes it difficult to extend the food shelf life. Herein, we used the Schiff base reaction and zinc ion (Zn2+) complexation on carboxymethyl chitosan (CMCS) chains to introduce antibacterial properties to extend the shelf life of food and achieved self-reinforcement to improve mechanical properties, reaching 7.28 MPa and making it suitable for food packaging. The Zn2+@Vanillin (VA)/CMCS film possessed broad-spectrum antibacterial properties that extended the shelf life of fruits and offered better thermal stability and water vapor barrier. Besides, it also provides more comprehensive protection and inhibits the respiration of fruits during the preservation process that maintains the quality of the fruits. In addition, the process for the preparation of the Zn2+@VA/CMCS film was environmentally friendly (the solvent is water), safe, and simple and had mild reaction conditions. Noteworthily, the Zn2+@VA/CMCS film possessed biodegradability (35 days in soil) and renewable characteristics that offer significant potential for the development of sustainable food packaging systems.

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Section: Resultsmentioning

confidence: 96%

Section: Methodsmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

Lin,

Bi,

et al. 2023

ACS Sustainable Chem. Eng.

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“…Moreover, the presence of residual N-acetyl groups, since CS is not completely deacetylated, in the CS film was confirmed by the presence of bands at 1647 cm −1 , 1580 cm −1 , and 1335 cm −1 corresponding, respectively, to the C=O stretching, the N–H bending, and the C–N stretching of the amide group. ( Huang et al, 2022 ). FT-IR spectra of all the CS@Zn n films were recorded and are reported in Supplementary Figure S3 .…”

Section: Resultsmentioning

confidence: 99%

New Zinc-Based Active Chitosan Films: Physicochemical Characterization, Antioxidant, and Antimicrobial Properties

et al. 2022

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The improvement of the antioxidant and antimicrobial activities of chitosan (CS) films can be realized by incorporating transition metal complexes as active components. In this context, bioactive films were prepared by embedding a newly synthesized acylpyrazolonate Zn(II) complex, [Zn(QPhtBu)2(MeOH)2], into the eco-friendly biopolymer CS matrix. Homogeneous, amorphous, flexible, and transparent CS@Znn films were obtained through the solvent casting method in dilute acidic solution, using different weight ratios of the Zn(II) complex to CS and characterized by powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), Fourier transform infrared (FT-IR), Raman, and scanning electron microscopy (SEM) techniques. The X-ray single-crystal analysis of [Zn(QPhtBu)2(MeOH)2] and the evaluation of its intermolecular interactions with a protonated glucosamine fragment through hydrogen bond propensity (HBP) calculations are reported. The effects of the different contents of the [Zn(QPhtBu)2(MeOH)2] complex on the CS biological proprieties have been evaluated, proving that the new CS@Znn films show an improved antioxidant activity, tested according to the DPPH method, with respect to pure CS, related to the concentration of the incorporated Zn(II) complex. Finally, the CS@Znn films were tried out as antimicrobial agents, showing an increase in antimicrobial activity against Gram-positive bacteria (Staphylococcus aureus) with respect to pure CS, when detected by the agar disk-diffusion method.

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Seleno‐L‐cystine and Vanillin Schiff's base: Synthesis, Reaction Mechanism and Biological activity

et al. 2023

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In this study, the new Schiff base bearing SeÀ Se bond and vanillin core in the structure was synthesized from the naturally occurring amino acid selenocystine and vanillin as an aldehyde counterpart. Taking into account the fact that synergy of different pharmacophores in one molecular structure could bring interesting biological properties, the synthetized compound was screened for the antimicrobial activities with respect to their minimum inhibitory concentracion (MIC) values for different bacteria and fungi cultures, as well as for binding interactions with deoxyribonucleic acid (DNA) and bovine serum albumin (BSA). Furthermore, the additional quantum chemical calculations and molecular docking simulations were performed for the better insight into detailed mechanism of Schiff base-formation and mode of its biological activities. It has been observed that among tested bacterial and fungal strains, the best antimicrobial activity was displayed for the Staphylococcus aureus, while the fluorescence quenching experiments have revealed that compound possesses binding affinity towards both BSA and DNA.

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Preparation and characterization of vanillin-chitosan Schiff base zinc complex for a novel Zn2+ sustained released system

Cited by 26 publications

References 50 publications

Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

New Zinc-Based Active Chitosan Films: Physicochemical Characterization, Antioxidant, and Antimicrobial Properties

Seleno‐L‐cystine and Vanillin Schiff's base: Synthesis, Reaction Mechanism and Biological activity

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Preparation and characterization of vanillin-chitosan Schiff base zinc complex for a novel Zn2+ sustained released system

Cited by 26 publications

References 50 publications

Self-Reinforced and Antibacterial Zn2+ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

Self-Reinforced and Antibacterial Zn2+ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

New Zinc-Based Active Chitosan Films: Physicochemical Characterization, Antioxidant, and Antimicrobial Properties

Seleno‐L‐cystine and Vanillin Schiff's base: Synthesis, Reaction Mechanism and Biological activity

Contact Info

Product

Resources

About

Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging

Self-Reinforced and Antibacterial Zn²⁺ @Vanillin/Carboxymethyl Chitosan Film for Food Packaging