The synthesis of water soluble N-acyl chitosan derivatives for characterization as antibacterial agents

Champagne, Lakia Monique

doi:10.31390/gradschool_dissertations.2289

Cited by 5 publications

(2 citation statements)

References 7 publications

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“…On the other hand, CS has been acylated with various acyl chlorides in the presence of NaOH, with the initial step involving the dissolution of CS in acetic acid with water (2c) [66,67]. The acylation reaction has the potential to disrupt both the intramolecular and intermolecular H-bonding within the CS, leading to a reduction in its crystallinity and enhancing water solubility [68]. In recent studies, researchers have explored the reaction of CS with pre-prepared acyl chlorides or acetic acid containing diverse heterocycles like benzothiazole, thiadiazole, thymine, or pyrazoles to produce the acylated CS bearing the heterocycles (2d, 2e) [69][70][71][72][73][74][75][76].…”

Section: Alkylation Acylation and Schiff Base-based Chitosan Derivativesmentioning

confidence: 99%

Strategies for the Preparation of Chitosan Derivatives for Antimicrobial, Drug Delivery, and Agricultural Applications: A Review

Shrestha,

Thenissery,

Khupse

et al. 2023

Molecules

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Chitosan has received much attention for its role in designing and developing novel derivatives as well as its applications across a broad spectrum of biological and physiological activities, owing to its desirable characteristics such as being biodegradable, being a biopolymer, and its overall eco-friendliness. The main objective of this review is to explore the recent chemical modifications of chitosan that have been achieved through various synthetic methods. These chitosan derivatives are categorized based on their synthetic pathways or the presence of common functional groups, which include alkylated, acylated, Schiff base, quaternary ammonia, guanidine, and heterocyclic rings. We have also described the recent applications of chitosan and its derivatives, along with nanomaterials, their mechanisms, and prospective challenges, especially in areas such as antimicrobial activities, targeted drug delivery for various diseases, and plant agricultural domains. The accumulation of these recent findings has the potential to offer insight not only into innovative approaches for the preparation of chitosan derivatives but also into their diverse applications. These insights may spark novel ideas for drug development or drug carriers, particularly in the antimicrobial, medicinal, and plant agricultural fields.

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Section: Alkylation Acylation and Schiff Base-based Chitosan Derivativesmentioning

confidence: 99%

Strategies for the Preparation of Chitosan Derivatives for Antimicrobial, Drug Delivery, and Agricultural Applications: A Review

Shrestha,

Thenissery,

Khupse

et al. 2023

Molecules

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“…Chitosan is a natural polymer with branched chains and the general formula (C6H11NO4)n 2 . Chitosan has unique characteristics such as biocompatibility 3 and biodegradability, it is easily decomposed by microorganisms 4 . Chitosan can be an antifungal material due to the nature of the interaction between the positive ammonium groups in chitosan with negatively charged components on the surface of fungal cells through electrostatic interactions, thereby disrupting the shape of the fungal cell wall and the permeability of the cell membrane 5 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Carboxylated Chitosan Amide Using Some Cyclic Anhydride and Their Activities as Antifungal

Ismiyarto,

Mumtazati,

Pandelaki

et al. 2023

Valensi

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Chitosan is a natural polymer that has antifungal activity. It is necessary to modify chitosan into its derivatives to increase its activity. One modification of chitosan that has the potential to be developed as an antifungal is carboxylated chitosan amide because this chitosan derivative contains a carboxylic group and is more hydrophilic. This research aims to synthesize chitosan amide carboxylate using several cyclic anhydride compounds and test its antifungal activity against Aspergillus flavus. The cyclic anhydrides used in this research are maleic anhydride and phthalic anhydride. In the initial stage of chitosan amide carboxylate synthesis, reaction optimization was carried out at varying temperatures of 25, 50, and 72oC for 7 hours. Compound characterization was carried out using FTIR and UV-Vis spectrophotometry. The disc diffusion method tested the chitosan amide carboxylate product for its antifungal activity against Aspergillus flavus. The optimal MCA (Maleoyl Chitosan Amide) product is (MCA_50), synthesized at a reaction temperature of 50oC. Under these optimal reaction conditions, PCA_50 (Pthaloyl Chitosan Amide) was successfully synthesized to produce a brownish-yellow solid with a yield of 46.1% (w/w) and a degree of substitution (DS) of 41.93%. The diameter of the inhibition zone against Aspergillus flavus for PCA_50 was 30 mm at the 12th hour of observation. The product (PCA_50) has better antifungal activity than chitosan and MCA_50.

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Controlled release matrix tablet formulation using synthesized N-acyl Thiolated Chitosan derivatives

Sonone¹,

Kokane²,

Shirote³

et al. 2019

Arabian Journal of Chemistry

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Chitosan derivative was successively synthesized by initial preparation of acyl thiourea reagent using ammonium thiocyanate and making it to react with at primary amino groups of chitosan and then reduced to yield Thiolated Chitosan. Due to the formation of disulphide bonds with mFucus glycoproteins, mucoadhesiveness is augmented. The thiol groups were then quantified using Ellman's reagent. The derivatives inherit good swelling property in neutral and alkaline media. The different derivatives containing thiol groups were formulated into tablets using reference drug for evaluation. The Thiolated Chitosan display in situ gelling features due to the pHdependent (alkaline pH) formation of inter-molecular disulphide bonds which makes the application of Thiolated Chitosan on intestinal mucosa and can guarantee prolonged controlled release of embedded therapeutic ingredients. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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The synthesis of water soluble N-acyl chitosan derivatives for characterization as antibacterial agents

Cited by 5 publications

References 7 publications

Strategies for the Preparation of Chitosan Derivatives for Antimicrobial, Drug Delivery, and Agricultural Applications: A Review

Strategies for the Preparation of Chitosan Derivatives for Antimicrobial, Drug Delivery, and Agricultural Applications: A Review

Synthesis of Carboxylated Chitosan Amide Using Some Cyclic Anhydride and Their Activities as Antifungal

Controlled release matrix tablet formulation using synthesized N-acyl Thiolated Chitosan derivatives

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