Zou Pengren, Otero Paz, Mejuto Juan C, Simal-Gandara Jesus, Xiao Jianbo, Cameselle Carla, Chen Shengxiong, Lin Shiye, Cao Hui
Universidade de Vigo, Nutrition and Bromatology Group, Department of Analytical Chemistry and Food Science, Instituto de Agroecoloxía e Alimentación (IAA) - CITEXVI, 36310 Vigo, Spain.
Food Chem. 2025 Mar 1;467:142266. doi: 10.1016/j.foodchem.2024.142266. Epub 2024 Nov 27.
Flavonoid dimers are being focused due to their particular structure that links two units through CC or C-O-C bonds. This paper provides a comprehensive and systematic overview of the reaction mechanism of flavonoid dimerization and discusses their synthesis process and methods to devise an ideal preparation scheme of flavonoid dimers. Given the polyphenolic hydroxyl groups of dimerized flavonoids as well as their unique bridging molecular structures, we preliminarily explored the link between conformation and function, and discovered their several reinforced bioactivities compared to flavonoid monomers, such as hypolipidemic, antidiabetic, and neuroprotective activities as well as other potential. In contrast to monomer, luteolin dimer demonstrated the remarkably higher activity in inhibiting α-amylase, α-glucosidase and the growth of A. niger (IC50: 0.86 μM), which is even comparable to acarbose and amphotericin B. Therefore, dimerization strategy represents a promising method for structural modification of flavonoid to potential applications in food supplements or pharmaceuticals.
黄酮类二聚体因其通过碳-碳（CC）键或碳-氧-碳（C-O-C）键连接两个单元的特殊结构而受到关注。本文全面系统地综述了黄酮类二聚化的反应机理，并讨论了其合成过程和方法，以设计出理想的黄酮类二聚体制备方案。鉴于二聚黄酮类化合物的多酚羟基及其独特的桥连分子结构，我们初步探索了构象与功能之间的联系，并发现它们与黄酮类单体相比具有多种增强的生物活性，如降血脂、抗糖尿病和神经保护活性以及其他潜力。与单体相比，木犀草素二聚体在抑制α-淀粉酶、α-葡萄糖苷酶和黑曲霉生长方面表现出显著更高的活性（IC50：0.86 μM），甚至与阿卡波糖和两性霉素B相当。因此，二聚化策略是一种很有前景的黄酮类结构修饰方法，可用于食品补充剂或药物的潜在应用。
