Comparative study on antimicrobial activity and biocompatibility of N-selective chitosan derivatives

Bakshi, Prasanna S.; Selvakumar, D.; Kadirvelu, K.; Kumar, Narender

doi:10.1016/j.reactfunctpolym.2018.01.016

Cited by 40 publications

(14 citation statements)

References 46 publications

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“…The structural modification sites of chitosan are mainly C 2 -NH 2 and C 6 -OH [ 14 ]. For instance, the C 2 -NH 2 of chitosan can react with aldehydes or ketones to form the corresponding aldimines and ketimines, which is called Schiff base, and O -carboxymethyl chitosan can be formed by the introduction of carboxyl groups on the C 6 -OH [ 15 , 16 , 17 ]. In general, chitosan derivatives with different activities can be synthesized through chemical modification such as acylation, alkylation, Schiff base reaction, quaternary ammonium reaction and so on.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antifungal Property of Hydroxypropyltrimethyl Ammonium Chitosan Halogenated Acetates

Tan

Zhang

et al. 2018

Marine Drugs

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Hydroxypropyltrimethyl ammonium chitosan halogenated acetates were successfully synthesized from six different haloacetic acids and hydroxypropyltrimethyl ammonium chloride chitosan (HACC) with high substitution degree, which are hydroxypropyltrimethyl ammonium chitosan bromacetate (HACBA), hydroxypropyltrimethyl ammonium chitosan chloroacetate (HACCA), hydroxypropyltrimethyl ammonium chitosan dichloroacetate (HACDCA), hydroxypropyltrimethyl ammonium chitosan trichloroacetate (HACTCA), hydroxypropyltrimethyl ammonium chitosan difluoroacetate (HACDFA), and hydroxypropyltrimethyl ammonium chitosan trifluoroacetate (HACTFA). These chitosan derivatives were synthesized by two steps: first, the hydroxypropyltrimethyl ammonium chloride chitosan was synthesized by chitosan and 3-chloro-2-hydroxypropyltrimethyl ammonium chloride. Then, hydroxypropyltrimethyl ammonium chitosan halogenated acetates were synthesized via ion exchange. The structures of chitosan derivatives were characterized by Fourier transform infrared spectroscopy (FTIR), 1H Nuclear magnetic resonance spectrometer (1H NMR), 13C Nuclear magnetic resonance spectrometer (13C NMR), and elemental analysis. Their antifungal activities against Colletotrichum lagenarium, Fusarium graminearum, Botrytis cinerea, and Phomopsis asparagi were investigated by hypha measurement in vitro. The results revealed that hydroxypropyltrimethyl ammonium chitosan halogenated acetates had better antifungal activities than chitosan and HACC. In particular, the inhibitory activity decreased in the order: HACTFA > HACDFA > HACTCA > HACDCA > HACCA > HACBA > HACC > chitosan, which was consistent with the electron-withdrawing property of different halogenated acetates. This experiment provides a potential idea for the preparation of new antifungal drugs by chitosan.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antifungal Property of Hydroxypropyltrimethyl Ammonium Chitosan Halogenated Acetates

Tan

Zhang

et al. 2018

Marine Drugs

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“…Chitosan is easily chemically modified because of the existence of β- (1,4) glycosidic bonds between D-glucosamine and N-acetyl-D-glucosamine [114]. Such modifications are used for imparting stiffness or low inflammatory induction property to chitosan [115]. Chitosan can also interact with negatively charged biomaterials [10,116].…”

Section: Chitosanmentioning

confidence: 99%

Biomaterial-Assisted Regenerative Medicine

Nii

Katayama

2021

IJMS

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This review aims to show case recent regenerative medicine based on biomaterial technologies. Regenerative medicine has arousing substantial interest throughout the world, with “The enhancement of cell activity” one of the essential concepts for the development of regenerative medicine. For example, drug research on drug screening is an important field of regenerative medicine, with the purpose of efficient evaluation of drug effects. It is crucial to enhance cell activity in the body for drug research because the difference in cell condition between in vitro and in vivo leads to a gap in drug evaluation. Biomaterial technology is essential for the further development of regenerative medicine because biomaterials effectively support cell culture or cell transplantation with high cell viability or activity. For example, biomaterial-based cell culture and drug screening could obtain information similar to preclinical or clinical studies. In the case of in vivo studies, biomaterials can assist cell activity, such as natural healing potential, leading to efficient tissue repair of damaged tissue. Therefore, regenerative medicine combined with biomaterials has been noted. For the research of biomaterial-based regenerative medicine, the research objective of regenerative medicine should link to the properties of the biomaterial used in the study. This review introduces regenerative medicine with biomaterial.

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“…However, TMC showed the best antimicrobial response against E. coli and S. aureus , which may be due to the presence of positive charges on the chitosan skeleton. The results indicate that the quaternary derivative, O-methyl free N,N,N-trimethyl chitosan (TMC), had the best antimicrobial properties and good biocompatibility [ 20 ]. Salama et al [ 21 ] synthesized chitosan derivatives having guanidinium functions.…”

Section: Marine-based Beneficial Moleculesmentioning

confidence: 99%

Recent Advances in Marine-Based Nutraceuticals and Their Health Benefits

et al. 2020

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The oceans have been the Earth’s most valuable source of food. They have now also become a valuable and versatile source of bioactive compounds. The significance of marine organisms as a natural source of new substances that may contribute to the food sector and the overall health of humans are expanding. This review is an update on the recent studies of functional seafood compounds (chitin and chitosan, pigments from algae, fish lipids and omega-3 fatty acids, essential amino acids and bioactive proteins/peptides, polysaccharides, phenolic compounds, and minerals) focusing on their potential use as nutraceuticals and health benefits.

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Comparative study on antimicrobial activity and biocompatibility of N-selective chitosan derivatives

Cited by 40 publications

References 46 publications

Synthesis, Characterization, and Antifungal Property of Hydroxypropyltrimethyl Ammonium Chitosan Halogenated Acetates

Synthesis, Characterization, and Antifungal Property of Hydroxypropyltrimethyl Ammonium Chitosan Halogenated Acetates

Biomaterial-Assisted Regenerative Medicine

Recent Advances in Marine-Based Nutraceuticals and Their Health Benefits

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