Borneol-modified chitosan: Antimicrobial adhesion properties and application in skin flora protection

Xin, Yu; Zhao, Hongjuan; Jing, Xin; Xie, Zixu; Li, Guofeng; Gan, Zhihua; Wang, Xing

doi:10.1016/j.carbpol.2019.115378

Cited by 40 publications

(20 citation statements)

References 42 publications

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“…Chitosan, a polysaccharide derived from the partial deacetylation of chitin, is a cationic linear biopolymer [ 8 , 9 ]. It has been widely considered as one of the safest biomaterials for various biomedical applications [ 10 , 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications

Węgrzynowska-Drzymalska

Grebicka

Mlynarczyk

et al. 2020

Materials

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Materials based on natural high molecular compounds are particularly interesting for biomedical applications. It is known that the cross-linking agent used for preparation of biomacromolecule-based materials is as important as used biopolymer. Therefore, natural cross-linkers containing reactive carbonyl groups are of great interest especially for modifying properties of natural polysaccharides. One of the most popular cross-linking agents is glutaraldehyde. Nevertheless, the unreacted particles can be released from the cross-linked material and cause cytotoxic effects. This can be eliminated when using a cross-linker based e.g., on polysaccharides. This article describes quick and efficient synthesis of dialdehyde chitosan (DACS) and its application for the preparation of chitosan films. Materials obtained with different amount of DACS were fully characterized in terms of structure and surface morphology. Thermal and mechanical properties as well as hydrophilic character were also examined. The results obtained were compared with the materials obtained by cross-linking chitosan with low molecular weight glutaraldehyde and high molecular weight cross-linking agent based on polysaccharide–dialdehyde starch. Toxicity of all obtained materials was tested using the Microtox® test. It has been shown that due to better mechanical, thermal and surface properties as well as lower toxicity, dialdehyde chitosan is a very promising crosslinking agent.

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Section: Introductionmentioning

confidence: 99%

Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications

Węgrzynowska-Drzymalska

Grebicka

Mlynarczyk

et al. 2020

Materials

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“…It is possible by incorporating appropriate bioactive ingredients into the chitosan matrix or by the chemical bonding of substances with strong biocidal properties with macromolecules. Various compounds such as metals [ 6 , 7 , 8 ] and metal oxides [ 9 , 10 ] in the form of the nanoparticles, antibiotics [ 11 , 12 , 13 ] or natural oil [ 14 ] can be used to modify chitosan for this purpose. A very effective modification consists in converting the amino groups of chitosan into quaternary salts of chitosan [ 15 , 16 , 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

N-Halamine Hydantoin-Containing Chitosan: Synthesis, Characterization, Thermal and Photolytic Stability Studies

Chylińska

Kaczmarek

2020

Molecules

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Current demand for new protective materials ensuring sterility is systematically growing. The purpose of this work was the synthesis of the biocidal N-halamine hydantoin-containing chitosan (CS-CMH-Cl) and characterization of its properties. The functionalization of the chitosan by 5-hydantoinacetic acid substitution leads to obtaining the CS-CMH polymer, which was chlorinated in next step to transform N-H into N-Cl bonds. In this study, the possibility of forming two biocidal N-Cl bonds in hydantoin ring, grafted onto chitosan chains, was proved. The structure and stability of the prepared material was confirmed by spectroscopic (FTIR, NMR, colorimetric test) and microscopic analyses (SEM, AFM). Surface properties were investigated based on contact-angle measurements. In addition, the thermal and photochemical stability of the obtained samples were determined as functional features, determining the range of potential use. It was found that both modified chitosan polymers (CS-CMH and CS-CMH-Cl) were characterized by the smaller thermal stability and more hydrophilic and rougher surface than unmodified CS. Photooxidative degradation of the obtained materials was observed mainly on the sample surface. After irradiation, the surfaces became more hydrophilic—especially in the case of the CS-CMH-Cl—which is advantageous from the point of view of the antibacterial properties. Antibacterial tests against S. aureus and E. coli confirmed the antibacterial activities of received CS-CMH-Cl material.

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“…Another example showed the development of stereochemical antimicrobial strategy by grafting (–)-borneol 4-formylbenzoate to chitosan using a stable Schiff base bond (compound 150 , Figure 43 ) [ 124 ]. The authors of that project received borneol-modified chitosan (BMC) as a potentially novel antimicrobial material.…”

Section: Monoterpene Bicyclic Derivativesmentioning

confidence: 99%

Monoterpenes and Their Derivatives—Recent Development in Biological and Medical Applications

Zielińska-Błajet

Feder‐Kubis

2020

IJMS

217

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Monoterpenes, comprising hydrocarbons, are the largest class of plant secondary metabolites and are commonly found in essential oils. Monoterpenes and their derivatives are key ingredients in the design and production of new biologically active compounds. This review focuses on selected aliphatic, monocyclic, and bicyclic monoterpenes like geraniol, thymol, myrtenal, pinene, camphor, borneol, and their modified structures. The compounds in question play a pivotal role in biological and medical applications. The review also discusses anti-inflammatory, antimicrobial, anticonvulsant, analgesic, antiviral, anticancer, antituberculosis, and antioxidant biological activities exhibited by monoterpenes and their derivatives. Particular attention is paid to the link between biological activity and the effect of structural modification of monoterpenes and monoterpenoids, as well as the introduction of various functionalized moieties into the molecules in question.

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Borneol-modified chitosan: Antimicrobial adhesion properties and application in skin flora protection

Cited by 40 publications

References 42 publications

Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications

Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications

N-Halamine Hydantoin-Containing Chitosan: Synthesis, Characterization, Thermal and Photolytic Stability Studies

Monoterpenes and Their Derivatives—Recent Development in Biological and Medical Applications

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