Convergent synthesis and immunological study of oligosaccharide derivatives related to galactomannan from Antrodia cinnamomea

The galactomannan from Antrodia cinnamomea (AC) is characterized as one of the important bioactive components that exhibits potential immunostimulatory propriety. The biological function of its corresponding oligosaccharide fragments has not been revealed yet. In this study, we reported the first ch...

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Bibliographic Details
Published in:Chinese chemical letters 2024-05, Vol.35 (5), p.109089, Article 109089
Main Authors: Li, Shuying, ZhuGe, Weiwei, Sun, Xuan, Sun, Chongzhen, Liu, Zhaojun, Xiong, Chenghe, Xiao, Min, Gu, Guofeng
Format: Article
Language:English
Subjects:
Antrodia cinnamomea
Chemical synthesis
Galactomannan
Immunostimulatory propriety
Oligosaccharide
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Summary:The galactomannan from Antrodia cinnamomea (AC) is characterized as one of the important bioactive components that exhibits potential immunostimulatory propriety. The biological function of its corresponding oligosaccharide fragments has not been revealed yet. In this study, we reported the first chemical synthesis of the series of oligosaccharide fragments related to AC galactomannan via the convergent glycosylation strategy. The preliminary immunological evaluation of these synthesized AC oligosaccharides disclosed that the backbone tetrasaccharide 1d showed the best immunomodulatory ability on enhancing proliferation, phagocytosis and cytokines secretion of Raw264.7 macrophages in vitro, indicating its immense potential as an immunostimulant candidate. Homogenous and structurally well-defined tetra-, hexa- and octa-saccharide derivatives 1a–f corresponding to A. cinnamomea galactomannan were efficiently synthesized via a convergent glycosylation strategy. The immunological study has revealed that the oligosaccharides containing tetrasaccharide backbone structure, particularly for 1d, exerted the excellent immune-enhancing activity on Raw264.7 macrophage cells and showed great potential as an immune activator. [Display omitted]
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2023.109089