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新型环保酰胺修饰没食子酸衍生物的抗紫外线、抗氧化、抗菌性能及抗癌潜力。

Antiultraviolet, Antioxidant, and Antimicrobial Properties and Anticancer Potential of Novel Environmentally Friendly Amide-Modified Gallic Acid Derivatives.

机构信息

Key Laboratory of Ocean Observation and Information of Hainan Province, Sanya Oceanographic Institution, Ocean University of China, Sanya 572024, China.

Frontiers Science Center for Deep Ocean Multispheres and Earth System, Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266100, China.

出版信息

J Agric Food Chem. 2023 Oct 18;71(41):15352-15362. doi: 10.1021/acs.jafc.3c04096. Epub 2023 Oct 6.

Abstract

Polyphenols and amides isolated from natural products have various biological functions, such as antioxidant, antimicrobial, anticancer, and antiviral activities, and they are widely used in the fields of food and medicine. In this work, four novel and environmentally friendly amide-modified gallic acid derivatives (AMGADs), which were prepared by using different amides to modify gallic acid (GA) from Polygonaceae plants, displayed good antiultraviolet (anti-UV), antioxidant, antimicrobial, and anticancer effects. Significantly, the anti-UV capability of compounds n1 and n2 was notably superior to that of the UV absorber GA. Moreover, compound n2 possessed better 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) scavenging ability and ferric reducing antioxidant power than vitamin C. The antibacterial activities of all AMGADs, with inhibition rates of more than 96.00 and 79.00% for and , respectively, were better than those of GA. Compound n1 had broad-spectrum anticancer activity, and its inhibitory effect on HepG2 cells exceeded that of 5-fluorouracil. The good and rich bioactivities of these AMGADs revealed that combining GA with amides is conducive to improving the activity of GA, and this study laid a good foundation for their scientific application in the fields of food and medicine.

摘要

从天然产物中分离得到的多酚和酰胺具有多种生物功能,如抗氧化、抗菌、抗癌和抗病毒活性,它们被广泛应用于食品和医药领域。在这项工作中,通过使用不同的酰胺对来自蓼科植物的没食子酸(GA)进行修饰,制备了四种新型环保酰胺修饰没食子酸衍生物(AMGADs),它们表现出良好的抗紫外线(抗 UV)、抗氧化、抗菌和抗癌作用。值得注意的是,化合物 n1 和 n2 的抗 UV 能力明显优于紫外线吸收剂 GA。此外,化合物 n2 具有比维生素 C 更好的 2,2-二苯基-1-苦基肼基(DPPH)清除能力和铁还原抗氧化能力。所有 AMGADs 的抗菌活性均优于 GA,其对 和 的抑制率均超过 96.00%和 79.00%。化合物 n1 具有广谱抗癌活性,对 HepG2 细胞的抑制作用超过 5-氟尿嘧啶。这些 AMGADs 的良好且丰富的生物活性表明,将 GA 与酰胺结合有利于提高 GA 的活性,为它们在食品和医药领域的科学应用奠定了良好的基础。

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