Design, synthesis and antimicrobial activity of 6-N-substituted chitosan derivatives

Hu, Linfeng; Meng, Xiangtao; Xing, Ronge; Liu, Song; Chen, Xiaolin; Qin, Yukun; Yu, Huahua; Li, Pengcheng

doi:10.1016/j.bmcl.2015.08.047

Cited by 52 publications

(22 citation statements)

References 23 publications

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“…Although the presence of hydroxyl and amino groups in the chitosan molecule can allow structural modification to be easily carried out, in terms of conjugates that result in chitosan conjugates with more structural diversity, it is very necessary to explore a functional group conversion strategy to introduce new reactive groups to the chitosan backbone. It has been demonstrated that the amino group of chitosan can be converted into azide group [87], substituted carboxyl group [88], substituted mercapto group [89], etc., and the hydroxyl group can be azidated [90], aminated [91,92], oxidized to an aldehyde [93] or carbonyl group [94], or further oxidized to a carboxyl group [95]. Figure 4 lists some common functional group conversion methods used in the preparation of common chitosan conjugates.…”

Section: Functional Group Conversion Strategymentioning

confidence: 99%

Antimicrobial Chitosan Conjugates: Current Synthetic Strategies and Potential Applications

Qin

2020

IJMS

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As a natural polysaccharide, chitosan possesses good biocompatibility, biodegradability and biosafety. Its hydroxyl and amino groups make it an ideal carrier material in the construction of polymer-drug conjugates. In recent years, various synthetic strategies have been used to couple chitosan with active substances to obtain conjugates with diverse structures and unique functions. In particular, chitosan conjugates with antimicrobial activity have shown great application prospects in the fields of medicine, food, and agriculture in recent years. Hence, we will place substantial emphasis on the synthetic approaches for preparing chitosan conjugates and their antimicrobial applications, which are not well summarized. Meanwhile, the challenges, limitations, and prospects of antimicrobial chitosan conjugates are described and discussed.

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Section: Functional Group Conversion Strategymentioning

confidence: 99%

Antimicrobial Chitosan Conjugates: Current Synthetic Strategies and Potential Applications

Qin

2020

IJMS

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“…Due to these advantages, chitosan and its derivatives (Schiff bases, grafted copolymers, composites, nanoparticles, etc.) have many applications in drug release [8][9][10][11][12][13][14][15][16][17] (for more details regarding the application of chitosan and its derivatives in drug release, see review, [18] and references therein), biological activity [19][20][21][22][23][24] (for more details regarding the biological activity of chitosan and its derivatives, see review, [25] and references therein)), beverages and food industry [26][27][28][29] (also see [30] and references therein, an extensive review reporting the application of chitosan and its derivatives in beverages and food industry) as well as membranes for the removal of various pollutants such as metals, ions, dyes, pharmaceuticals/drugs, phenols, pesticides, herbicides, etc. [31][32][33][34][35][36][37][38][39][40][41][42][43][44] (references [31] and [44] are extensive reviews).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of chitosan-iron keplerate composite as an adsorbent for removal of toxic ions from water

Khudhaier¹,

Awad²,

Al-Heetimi³

et al. 2019

Desalination and Water Treatment

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New composite: chitosan-iron keplerate (CHIK) as an adsorbent was prepared by the stirring of chitosan and iron keplerate at 40°C in acidic medium. This compound beside the free chitosan and iron keplerate were characterized using Fourier transform infrared spectroscopy (FTIR) and scanning electron microscopy techniques. Chitosan film (CH), iron keplerate (IK) and CHIK composite were used as adsorbents for the removal of Cu(II) and Cd(II) ions from water following the batch equilibrium method at pH = 5.5 (adsorption studies were performed with respect to contact time and adsorbent mass). The adsorption of metal ion on the surface of compounds was carried out by the aid of atomic absorption spectrophotometer. The adsorption studies displayed that the adsorption capacity of the free chitosan or free iron keplerate was enhanced upon the composition. The isothermal behavior together with the adsorption kinetics of metal ions on CHIK composite as a function of the temperature and the initial mass of CHIK were also studied. The two well-known isotherm models (Langmuir and Freundlich equations) were applied to fit the experimental data. The results show that the experimental data of the metal ion adsorption correlates well with the Langmuir isotherm equation.

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“…Consequently, water‐soluble derivatives such as chitosan have been produced. Chitosan derivatives with increased antioxidant/antimicrobial activity have been explored for applications such as skin regeneration, nasal lavage fluid, drug delivery, wound dressings, and as bactericides . There are two proposed mechanisms for the antimicrobial action of chitosan derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antifungal Activity of N‐Quaternized and N‐Diquaternized Chitin Derivatives

et al. 2018

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To improve the bioactivity of chitin (CT), novel N-quaternized (QCT), and N-diquaternized (DQCT) CT derivatives are synthesized through a series of reactions from CT. The derivatives are characterized using elemental analysis, FTIR, and 13 C NMR. In addition, the inhibitory effects of the compounds against three fungi (B. cinerea, F. oxysporum, and P. asparagi) are tested. The inhibitory indices of CT, QCT, and DQCT are 12-15%, 63-73%, and 74-89%, respectively, at 1.0 mg mL À1 . The antifungal activities are in the order of DQCT > QCT > CT, which correlated with the number of quaternized groups. Based on these results, it is concluded that the antifungal activity of CT is improved by the introduction of quaternized groups on CT backbone.

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Design, synthesis and antimicrobial activity of 6-N-substituted chitosan derivatives

Cited by 52 publications

References 23 publications

Antimicrobial Chitosan Conjugates: Current Synthetic Strategies and Potential Applications

Antimicrobial Chitosan Conjugates: Current Synthetic Strategies and Potential Applications

Synthesis of chitosan-iron keplerate composite as an adsorbent for removal of toxic ions from water

Synthesis, Characterization, and Antifungal Activity of N‐Quaternized and N‐Diquaternized Chitin Derivatives

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