In vitro and in silico approach towards antimicrobial and antioxidant behaviour of water-soluble chitosan dialdehyde biopolymers

IF 2.4 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research Pub Date : 2024-06-25 DOI:10.1016/j.carres.2024.109192

Monica Denise R , Nagarajan Usharani , Natarajan Saravanan , Swarna V. Kanth

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Abstract

Chitosan dialdehyde (ChDA) was prepared from a three-step process initiated by thermal organic acid hydrolysis, periodate oxidization, and precipitation from native chitosan (NCh). The developed ChDA resulted in an aldehydic content of about 82 % with increased solubility (89 %) and maximum yield (97 %). The functional alteration of the aldehydic (-CHO) group in ChDA was established using vibrational stretching at 1744 cm⁻¹. The increase in the zone of inhibition of ChDA compared to NCh has confirmed the inherent antimicrobial effect against bacterial and fungal species. ChDA showed better antioxidant activity of about 97.4 % (DPPH) and 31.1 % (ABTS) compared to NCh, measuring 45.3 % (DPPH) and 15.9 % (ABTS), respectively. The novel insilico predictions of the ChDA's biocidal activity were confirmed through molecular docking studies. The amino acid moiety such as ARG 110 (A), ASN 206 (A), SER 208 (A), THR 117 (B), ASN 118 (B), and LYS 198 (B) residues of 7B53 peptide from E. coli represents the binding pockets responsible for interaction with aldehyde group of ChDA. Whereas PHE 115 (E), ALA 127 (H), TYR 119 (C), GLN 125 (H), ASN 175 (E), ARG 116 (E), LYS 101 (H), and LYS 129 (H) of 1IYL A peptide from Candida albicans makes possible for binding with ChDA. Hence, the synergistic effect of ChDA as a biocidal compound is found to be plausible in the drug delivery system for therapeutic applications.

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研究水溶性壳聚糖二醛生物聚合物抗菌和抗氧化性能的体外和硅学方法。

壳聚糖二甲醛（ChDA）是通过热有机酸水解、高碘酸氧化和从原生壳聚糖（NCh）沉淀三步法制备而成的。所制备的 ChDA 的醛含量约为 82%，溶解度（89%）和最高产率（97%）均有所提高。ChDA 中醛（-CHO）基的功能变化是通过 1744 cm-1 处的振动伸展确定的。与 NCh 相比，ChDA 的抑菌区增大，这证实了它对细菌和真菌具有固有的抗菌作用。ChDA 的抗氧化活性比 NCh 更强，分别达到约 97.4 %（DPPH）和 31.1 %（ABTS），而 NCh 的抗氧化活性分别为 45.3 %（DPPH）和 15.9 %（ABTS）。分子对接研究证实了 ChDA 生物杀灭活性的新的内部预测。来自大肠杆菌的 7B53 肽的 ARG 110 (A)、ASN 206 (A)、SER 208 (A)、THR 117 (B)、ASN 118 (B) 和 LYS 198 (B) 等氨基酸残基代表了与 ChDA 的醛基相互作用的结合口袋。而来自白色念珠菌的 1IYL A 肽的 PHE 115 (E)、ALA 127 (H)、TYR 119 (C)、GLN 125 (H)、ASN 175 (E)、ARG 116 (E)、LYS 101 (H)和 LYS 129 (H) 则有可能与 ChDA 结合。因此，ChDA 作为一种生物杀灭化合物，在治疗应用的给药系统中具有协同效应。

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来源期刊

Carbohydrate Research 化学-生化与分子生物学

CiteScore

5.00

自引率

3.20%

发文量

183

审稿时长

3.6 weeks

期刊介绍： Carbohydrate Research publishes reports of original research in the following areas of carbohydrate science: action of enzymes, analytical chemistry, biochemistry (biosynthesis, degradation, structural and functional biochemistry, conformation, molecular recognition, enzyme mechanisms, carbohydrate-processing enzymes, including glycosidases and glycosyltransferases), chemical synthesis, isolation of natural products, physicochemical studies, reactions and their mechanisms, the study of structures and stereochemistry, and technological aspects. Papers on polysaccharides should have a "molecular" component; that is a paper on new or modified polysaccharides should include structural information and characterization in addition to the usual studies of rheological properties and the like. A paper on a new, naturally occurring polysaccharide should include structural information, defining monosaccharide components and linkage sequence. Papers devoted wholly or partly to X-ray crystallographic studies, or to computational aspects (molecular mechanics or molecular orbital calculations, simulations via molecular dynamics), will be considered if they meet certain criteria. For computational papers the requirements are that the methods used be specified in sufficient detail to permit replication of the results, and that the conclusions be shown to have relevance to experimental observations - the authors'' own data or data from the literature. Specific directions for the presentation of X-ray data are given below under Results and "discussion".