Amine Ez-Zoubi, Naoufal Elhachlafi, Y. Ez zoubi, Hicham Zarroual, Wafae Moustaid, Riham Sghyar, Farah Abdellah
{"title":"Chitosan-grafted Cyclodextrin via Click Chemistry as an Encapsulating\u0000Agent to Enhance the Antibacterial Activity of Thymol","authors":"Amine Ez-Zoubi, Naoufal Elhachlafi, Y. Ez zoubi, Hicham Zarroual, Wafae Moustaid, Riham Sghyar, Farah Abdellah","doi":"10.2174/0115734072283885231220071717","DOIUrl":"https://doi.org/10.2174/0115734072283885231220071717","url":null,"abstract":"\u0000\u0000This paper aimed to investigate, for the first time, the possibility of increasing the antibacterial activities of thymol (TH) by developing an encapsulating agent based\u0000on chitosan-grafted cyclodextrin. For this purpose, β-cyclodextrin was monosubstituted at position 6 via propargyl bromide, and chitosan’s amine groups were converted to azide functions.\u0000After alkylation and diazotization reactions, the grafting of β-cyclodextrin onto the chitosan (CSβCD) was realized via click chemistry alkyne–azide cycloaddition.\u0000\u0000\u0000\u0000The incorporation of TH into chitosan-grafted β-cyclodextrin (TH/CS-βCD) was performed by the freeze-drying method, and the encapsulation efficiency was investigated based on\u0000various mass ratios (TH:CS-βCD). The optimized inclusion complex was then thoroughly examined by scanning electron microscopy (SEM), X-ray diffraction (XRD), thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC).\u0000\u0000\u0000\u0000The antibacterial activity was assessed against Escherichia coli, Staphylococcus aureus,\u0000and Bacillus subtilis using broth-microdilution assay. Fourier transform infrared spectroscopy\u0000analysis demonstrated the successful grafting of β-cyclodextrin onto chitosan since the optimum\u0000mass ratio between TH and CS-βCD was 1:8 (w:w), corresponding to 78 ± 3.42% of encapsulation efficiency, while SEM, XRD, TGA and DSC confirmed the establishment of TH/CS-βCD\u0000inclusion complexes.\u0000\u0000\u0000\u0000The in vitro investigation showed that TH/CS-βCD exhibited higher antibacterial\u0000properties compared to TH in free form.\u0000","PeriodicalId":10772,"journal":{"name":"Current Bioactive Compounds","volume":"113 7","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139596738","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}