Comparison of structures, physicochemical properties and in vitro bioactivity between ferulic acid-β-cyclodextrin conjugate and the corresponding inclusion complex. (November 2019)

• Record Type: Journal Article
• Authors: Han, Xiao; Zhang, Zhiwei; Shen, Huishan; Zheng, Jianmei; Zhang, Guoquan
• Is Part Of: Food research international. Volume 125(2019)
• Publication Date: 2019-11
• Subjects: β-Cyclodextrin conjugate -- Inclusion complex -- Characterization -- Thermal stability -- Photo-stability -- Anticancer activity; Food -- Analysis -- Periodicals; Food industry and trade -- Periodicals; Food industry and trade -- Canada -- Periodicals; Food Technology -- Periodicals; Food -- Periodicals; Food-Processing Industry -- Periodicals; Aliments -- Industrie et commerce -- Périodiques; Aliments -- Industrie et commerce -- Canada -- Périodiques; Aliments -- Recherche -- Périodiques; Food industry and trade; Canada; Periodicals; Electronic journals; 664.005
• DOI: 10.1016/j.foodres.2019.108619
• Languages: English
• ISSNs: 0963-9969

Abstract

Abstract: In this study, ferulic acid (FA) was covalently bound to one of the primary hydroxyls of β-cyclodextrin (β-CD) via an ester linkage to improve its stability and biological activity. Experiments using UV, FTIR, FS, NMR, MS and FE-SEM were performed to characterize the structure of the FA-β-CD conjugate. Physicochemical properties such as solubility, crystallinity, thermal stability and photo-stability of the conjugate were also investigated, and the results revealed that the conjugate was in an amorphous form with improved thermal stability and photostability compared with the FA/β-CD inclusion complex. Furthermore, in vitro cytotoxicity of the FA-β-CD conjugate against HepG2 cell was enhanced with effective growth inhibition. Taken together, the present study indicates that the FA-β-CD conjugate might be a novel and potential functional composition for application in food and medicine. Graphical abstract: Unlabelled Image Highlights: Ferulic acid was firstly conjugated to β-CD molecule via an ester linkage. The 2D ROESY result demonstrated that the Ferulic acid-β-CD conjugate formed a self-inclusion structure. The Ferulic acid-β-CD conjugate exhibited notable improvements in thermal stability and photo-stability. The Ferulic acid-β-CD conjugate possessed an increased cytotoxicity toward HepG2 cell line.