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Branched polyethyleneimine-assisted 3-carboxybenzoboroxole improved Wulff-type boronic acid functionalized magnetic nanoparticles for the specific capture of cis-diol-containing flavonoids under neutral conditions

机译:支化聚乙烯亚胺辅助3-羧基苯苯甲酰罗昔洛氧脂改善的武力型硼酸官能化磁性纳米颗粒,用于特异性捕获中性条件下的含CIS-DIOL的黄酮类化合物

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摘要

Flavonoids have shown a variety of biological activities such as antimicrobial, antibacterial, antifungal, antiviral, antiinflammatory, antitumor, antiatherogenic, and antihyperglycemic activities. A lot of important flavonoids contain cis-diols such as rutin (Ru), quercetin (Qu), luteolin (Lu), myricetin (Myr) and baicalein (Ba) and so on. It is necessary to establish a simple, low-cost and efficient purification method for cis-diol-containing flavonoids from plant extracts. Boronate affinity materials are able to reversibly bind the cis-diols via boronic acids by forming a five- or six-membered boronic cyclic ester in aqueous media. However, conventional boronate affinity materials have to be used in alkaline media, which can lead to the oxidation of cis-diols in compounds. In this study, the polyethyleneimine (PEI)-assisted 3-carboxybenzoboroxole-functionalized magnetic nanoparticles (MNPs) were prepared to achieve efficient capture of cis-diol-containing flavonoids under neutral conditions. Branched PEI was applied as a scaffold to amplify the number of boronic acid moieties, while 3-carboxybenzoboroxole, exhibiting high affinity and excellent water solubility toward flavonoids, was used as an affinity ligand. The prepared boronate affinity MNPs exhibited high binding capacity and fast binding kinetics (equilibrium in 3 min) under neutral conditions. In addition, the obtained boronate affinity MNPs exhibited high binding affinity (K-d approximate to 10(-4) M), low binding pH (pH >= 6.0) and tolerance of the interference to abundant sugars.
机译:黄酮类化合物已经显示出各种生物活性,例如抗菌,抗菌,抗真菌,抗病毒,抗炎,抗肿瘤,抗真菌活动和抗血血病活动。许多重要的类黄酮含有CIS-DIOLS,如Rutin(Ru),槲皮素(QU),葡萄黄素(Lu),霉菌素(MYR)和Baicalein(Ba)等。有必要为植物提取物中的含CIS-DIOL的黄酮类化的简单,低成本和有效的纯化方法。通过在含水介质中形成五元或六元硼态环酯,硼酸硼亲和力材料能够通过硼酸可逆地结合CIS-DIOLS。然而,常规的硼酸盐亲和材料必须用于碱性介质中,其可导致CIS-DIOLS在化合物中氧化。在该研究中,制备聚乙烯亚胺(PEI)亚芳基苯的3-羧基苯苯甲酰罗昔罗氧氧脲 - 官能化磁性纳米颗粒(MNP),以在中性条件下实现有效捕获含CIS-DIOL的黄酮类化合物。将支化PEI用作支架以扩增硼酸部分的数量,而3-羧甲苯硼罗罗昔雪,表现出高亲和力和优异的黄酮水溶性,用作亲和力配体。制备的硼酸硼亲和力MNP在中性条件下表现出高结合能力和快速结合动力学(3分钟平衡)。此外,所获得的硼酸硼亲和力MNP表现出高结合亲和力(K-D近似至10(-4)m),低结合pH(pH> = 6.0),并且对丰富的糖的干扰的耐受性。

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    《RSC Advances》 |2019年第65期|共9页
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  • 正文语种 eng
  • 中图分类 化学;
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