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淀粉醛基-槲皮素缀合物的合成、表征、抗氧化和抗菌活性。

Synthesis, characterization, antioxidant and antimicrobial activities of starch aldehyde-quercetin conjugate.

机构信息

College of Food Science and Engineering, Yangzhou University, Yangzhou 225127, PR China.

College of Food Science and Engineering, Yangzhou University, Yangzhou 225127, PR China.

出版信息

Int J Biol Macromol. 2020 Aug 1;156:462-470. doi: 10.1016/j.ijbiomac.2020.04.035. Epub 2020 Apr 9.

Abstract

In this study, corn starch was functionalized with quercetin. Starch was first oxidized by sodium periodate to produce starch aldehyde, and then starch aldehyde was conjugated with quercetin through acid catalyzed condensation reaction. The structure, antioxidant and antimicrobial activities of starch aldehyde-quercetin conjugate were evaluated. Thin layer chromatography confirmed the conjugate did not contain free quercetin. The UV-vis spectrum of the conjugate exhibited an absorption band at 320 nm. Fourier-transform infrared and proton nuclear magnetic resonance spectra of the conjugate confirmed the aldehyde groups of starch aldehyde were involved in the conjugation reaction. X-ray diffraction pattern revealed the conjugate was in the amorphous state. Scanning electron microscopy observation showed the conjugate had sheet-like, virgate and round shapes. The structure of starch aldehyde-quercetin conjugate was different from that of native starch and starch aldehyde. As compared with native starch and starch aldehyde, starch aldehyde-quercetin conjugate exhibited higher reducing power, free radical scavenging activity and antimicrobial activity against Escherichia coli, Staphylococcus aureus, Salmonella and Listeria monocytogenes. Our results suggested starch aldehyde-quercetin conjugate could be developed as an antioxidant and antimicrobial agent in food industry.

摘要

在这项研究中,玉米淀粉与槲皮素发生了功能化反应。首先,通过高碘酸钠将淀粉氧化生成淀粉醛,然后在酸催化缩合反应中,淀粉醛与槲皮素发生了共轭反应。评估了淀粉醛-槲皮素缀合物的结构、抗氧化和抗菌活性。薄层层析证实该缀合物中不含游离的槲皮素。该缀合物的紫外-可见光谱在 320nm 处显示出一个吸收带。傅里叶变换红外和质子核磁共振光谱证实了淀粉醛的醛基参与了共轭反应。X 射线衍射图谱表明该缀合物处于无定形状态。扫描电子显微镜观察表明该缀合物具有片状、叶状和圆形。淀粉醛-槲皮素缀合物的结构与天然淀粉和淀粉醛不同。与天然淀粉和淀粉醛相比,淀粉醛-槲皮素缀合物具有更高的还原能力、自由基清除活性和对大肠杆菌、金黄色葡萄球菌、沙门氏菌和单核细胞增生李斯特菌的抗菌活性。我们的研究结果表明,淀粉醛-槲皮素缀合物可以作为一种抗氧化剂和抗菌剂应用于食品工业。

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