Wang Xiao, He Shenyuan, Yuan Li, Deng Hong, Zhang Zhong
Engineering Research Center of High Value Utilization of Western China Fruit Resources, College of Food Engineering and Nutritional Science, Shaanxi Normal University, Xi'an 710119, People's Republic of China.
J Agric Food Chem. 2021 Apr 7;69(13):3952-3964. doi: 10.1021/acs.jafc.0c06337. Epub 2021 Mar 25.
Flavonoid-metal complexes possess more effective functional properties than flavonoids. However, the research of iso-orientin (Iso)-metal complex has rarely been reported. In this study, Iso-zinc complex (Iso-Zn, [Zn(CHO)]·4HO) had been synthesized and characterized. From the UV-vis spectra and IR spectra, the 4-carbonyl group in the C-ring of Iso was involved in the metal chelation besides A-ring and B-ring hydroxyl group. Thermal gravimetric analysis and the water contact angle test showed that Iso-Zn had higher thermal stability and better hydrophilicity than Iso, respectively. The radical scavenger and antibacterial potencies of Iso-Zn were significantly stronger than those of Iso. Furthermore, Iso-Zn showed lower erythrocytes hemolysis ratio and cytotoxicity. The present study demonstrated that Iso-Zn exhibited better water solubility, antioxidative and antibacterial activities, and lower cytotoxicity and provided a theoretical basis for expanding the utilization scope of Iso through enhancing its hydrophilicity.
类黄酮-金属配合物具有比类黄酮更有效的功能特性。然而,异荭草素(Iso)-金属配合物的研究鲜有报道。本研究中,已合成并表征了异荭草素-锌配合物(Iso-Zn,[Zn(C₁₅H₁₀O₇)]·4H₂O)。从紫外可见光谱和红外光谱可知,除了A环和B环的羟基外,异荭草素C环中的4-羰基也参与了金属螯合。热重分析和水接触角测试表明,Iso-Zn分别比异荭草素具有更高的热稳定性和更好的亲水性。Iso-Zn的自由基清除能力和抗菌效力明显强于异荭草素。此外,Iso-Zn表现出更低的红细胞溶血率和细胞毒性。本研究表明,Iso-Zn具有更好的水溶性、抗氧化和抗菌活性以及更低的细胞毒性,并为通过增强其亲水性来扩大异荭草素的应用范围提供了理论依据。