Preparation and characterization of feruloylated oat β-glucan with antioxidant activity and colon-targeted delivery

• Published in: Carbohydrate polymers 2022-03, Vol.279, p.119002-119002, Article 119002
• Main Authors: Li, Yun-Cheng, Luo, Yan, Meng, Fan-Bing, Li, Jian, Chen, Wei-Jun, Liu, Da-Yu, Zou, Long-Hua, Zhou, Li
• Format: Article
• Language: English
• Subjects: Adult; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - pharmacology; Antioxidant activity; Antioxidants - chemistry; Antioxidants - pharmacology; Benzothiazoles - chemistry; beta-Glucans - chemistry; beta-Glucans - pharmacology; Biphenyl Compounds - chemistry; Cell Proliferation - drug effects; Colon - metabolism; Colon-targeted delivery; Coumaric Acids - chemistry; Coumaric Acids - pharmacology; Feces; Female; Fermentation; Ferulic acid; Gastric Juice - chemistry; Grafted; HCT116 Cells; Humans; Intestinal Secretions - chemistry; Male; Picrates - chemistry; Sulfonic Acids - chemistry; Surface Properties; Water soluble oat β-glucan; Young Adult
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2021.119002

Ferulic acid (FA) is an effective chemopreventive and therapeutic agent for colorectal cancer. However, FA cannot stably reach the colon through human digestive system, and it can be grafted into oligosaccharides to improve its digestion stability. Therefore, in this study, different degrees of substitution of feruloylated oat β-glucan (FA-OβG) were prepared by grafting FA onto water soluble oat β-glucan. FA grafting changed the crystallinity and surface morphology of OβG, and the thermal stability of the FA-OβG improved. As the DS increased, the antioxidant activity of FA-OβG increased, and FA-OβG III with DS of 0.184 showed the same antioxidant activities compared to the equal amount of free FA. The FA-OβG showed higher stability under gastrointestinal and colonic conditions than free FA. Furthermore, the FA-OβG conjugates exhibited good in vitro anticancer activity against human colorectal cancer cells, while FA-OβG III showed better anticancer activity than an equal amount of free FA. Different degree of substitution (0.032, 0.105 and 0.184) of feruloylated oat β-glucan (FA-OβG) was prepared. Instrumental analysis indicated the reaction had successfully occurred, and the thermal stability of the FA-OβG conjugates improved. As the DS increased, the antioxidant activities of FA-OβG conjugates increased. In vitro gastrointestinal and colonic fermentation stability tests indicated that the stabilities of FA-OβG were significantly improved in stimulated digestion system. More importantly, FA-OβG III with DS of 0.184 showed the same antioxidant activities but better anticancer activity compared to the equal amount of free FA. [Display omitted] •FA-OβG was prepared by grafting FA onto water soluble oat β-glucan.•Structure characterization of FA-OβG was analyzed by FT-IR, 1H NMR and X-ray.•FA-OβG III with DS of 0.184 showed good in vitro antioxidant activities.•FA-OβG III performed better in vitro anticancer activities than free FA.