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Glucose Epimerization-Modulated Phytochemicals Constructing Carrier-Free Hydrogel for Regulation of Macrophage Phenotype to Promote Wound Healing
Advanced Functional Materials ( IF 18.5 ) Pub Date : 2024-02-08 , DOI: 10.1002/adfm.202314089 Jihui Lu 1 , Haoqiang Zhao 1 , Zhijia Wang 1 , Xiaoyu Lin 1 , Wenmin Pi 1 , Xiang Zhang 1 , Luping Yang 1 , Shuchang Yao 1 , Yaozhi Zhang 1 , Xuemei Huang 1 , Haimin Lei 1 , Penglong Wang 1
Advanced Functional Materials ( IF 18.5 ) Pub Date : 2024-02-08 , DOI: 10.1002/adfm.202314089 Jihui Lu 1 , Haoqiang Zhao 1 , Zhijia Wang 1 , Xiaoyu Lin 1 , Wenmin Pi 1 , Xiang Zhang 1 , Luping Yang 1 , Shuchang Yao 1 , Yaozhi Zhang 1 , Xuemei Huang 1 , Haimin Lei 1 , Penglong Wang 1
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The self-assembly of phytochemicals with multiple chiral centers is receiving significant attention for its potential in biomedical applications. However, the impact of single chiral center epimerization on molecular self-assembly remains unexplored. Herein, the self-assembly behavior and bioactivities of 1,2,3,4,6-penta-O-galloyl-α-D-glucose (α-D-PGG) and 1,2,3,4,6-penta-O-galloyl-β-D-glucose (β-D-PGG) is examined, a pair of natural ellagitannins abundant in plants. Interestingly, β-D-PGG formed a hydrogel without modification, while α-D-PGG does not. This occurred due to the balanced distribution of aromatic rings and phenolic hydroxyl groups in β-D-PGG, facilitating self-assembly via hydrogen bonding and π–π stacking into nanofibers. In contrast, α-D-PGG's self-assembly is inhibited by steric hindrance. Notably, β-D-PGG hydrogel demonstrated exceptional antibacterial activity and by regulating macrophage polarization toward the M2 phenotype, thereby reducing inflammation. This study not only reveals the distinct self-assembly behaviors of glucose derivatives but also offers new insights into their potential in biomedical applications, such as wound healing.
中文翻译：
葡萄糖差向异构化调节植物化学物质构建无载体水凝胶调节巨噬细胞表型促进伤口愈合
具有多个手性中心的植物化学物质的自组装因其在生物医学应用中的潜力而受到广泛关注。然而，单手性中心差向异构化对分子自组装的影响仍有待探索。本文中，1,2,3,4,6-penta-O-galloyl-α-D-glucose (α-D-PGG) 和 1,2,3,4,6-penta 的自组装行为和生物活性对-O-没食子酰-β-D-葡萄糖（β-D-PGG）进行了检查，这是植物中丰富的一对天然鞣花单宁。有趣的是，β-D-PGG 未经修饰即可形成水凝胶，而 α-D-PGG 则不然。这是由于 β-D-PGG 中芳环和酚羟基的平衡分布，促进通过氢键和 π-π 堆积而自组装成纳米纤维。相反，α-D-PGG 的自组装受到空间位阻的抑制。值得注意的是，β-D-PGG 水凝胶表现出卓越的抗菌活性，并通过调节巨噬细胞极化向 M2 表型，从而减少炎症。这项研究不仅揭示了葡萄糖衍生物独特的自组装行为，还为它们在生物医学应用（例如伤口愈合）中的潜力提供了新的见解。
更新日期：2024-02-08
中文翻译：
葡萄糖差向异构化调节植物化学物质构建无载体水凝胶调节巨噬细胞表型促进伤口愈合
具有多个手性中心的植物化学物质的自组装因其在生物医学应用中的潜力而受到广泛关注。然而，单手性中心差向异构化对分子自组装的影响仍有待探索。本文中，1,2,3,4,6-penta-O-galloyl-α-D-glucose (α-D-PGG) 和 1,2,3,4,6-penta 的自组装行为和生物活性对-O-没食子酰-β-D-葡萄糖（β-D-PGG）进行了检查，这是植物中丰富的一对天然鞣花单宁。有趣的是，β-D-PGG 未经修饰即可形成水凝胶，而 α-D-PGG 则不然。这是由于 β-D-PGG 中芳环和酚羟基的平衡分布，促进通过氢键和 π-π 堆积而自组装成纳米纤维。相反，α-D-PGG 的自组装受到空间位阻的抑制。值得注意的是，β-D-PGG 水凝胶表现出卓越的抗菌活性，并通过调节巨噬细胞极化向 M2 表型，从而减少炎症。这项研究不仅揭示了葡萄糖衍生物独特的自组装行为，还为它们在生物医学应用（例如伤口愈合）中的潜力提供了新的见解。
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