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Structural characteristics of phenylboronic acid-modified astaxanthin ester and its effect on DSS-induced ulcerative colitis by blocking reactive oxygen species and maintaining intestinal homeostasis

Xing Qiaoa, Hongyan Lib, Qun Gaoa, Zhigao Wanga, Jie Xua(), Lu Yanga(), Changhu Xuea,c
College of Food Science and Engineering, Ocean University of China, Qingdao 266003, China
College of Marine Science and Biological Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
Laboratory of Marine Drugs and Biological Products, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266237, China

Peer review under responsibility of Tsinghua University Press.

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Highlights

• A safety ROS-responsive astaxanthin (AstaD-PBA) was constructed and characterized.

• AstaD-PBA effectively inhibited ulcerative colitis (UC) in C57BL/6J mice.

• Alistipes and Oscillibacter were closely associated with UC treated by AstaD-PBA.

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Abstract

A novel and reactive oxygen species (ROS) responsive astaxanthin phenylboronic acid derivative (AstaD-PBA) was constructed by grafting phenylboronic acid (PBA) onto astaxanthin succinate diester (AstaD), and its chemical structure and physicochemical property were identifi ed. AstaD-PBA could effectively improve the ROS quenching ability in the lipopolysaccharide (LPS)-induced RAW264.7 cell inflammation model. Then, the bioactivity of AstaD-PBA was studied by 4 zebrafi sh ROS-responsive infl ammatory models induced by LPS, copper (Cu2+), high-fat diet, and dextran sodium sulfate (DSS). The results suggest that AstaD-PBA might have high biosafety and the best effect on ulcerative colitis (UC) induced by DSS. Furtherly, AstaD-PBA signifi cantly alleviated and treated weight loss and colonic shrinkage, inhibited infl ammatory cytokines, and maintained microbiota homeostasis to improve UC in C57BL/6J mice. Alistipes and Oscillibacter were expected to be considered UC marker fl ora according to the Metastats analysis and Pearson correlation Mantel test (P < 0.01) of 16S rRNA gene sequencing data. In conclusion, AstaD-PBA has been promised to be a functional compound to improve UC and maintain intestinal microbiota homeostasis.

Keywords

Astaxanthin esterReactive oxygen species-responsiveUlcerative colitisIntestinal microbiotaInflammatory cytokines

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Food Science and Human Wellness
Volume 13 Issue 5,
September 2024
Pages 2754-2764
DOI: 10.26599/FSHW.2022.9250223
Cite this article:
Qiao X, Li H, Gao Q, et al. Structural characteristics of phenylboronic acid-modified astaxanthin ester and its effect on DSS-induced ulcerative colitis by blocking reactive oxygen species and maintaining intestinal homeostasis. Food Science and Human Wellness, 2024, 13(5): 2754-2764. https://doi.org/10.26599/FSHW.2022.9250223
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