The influence of the H5⋯O C4 intramolecular hydrogen-bond (IHB) on the antioxidative activity of flavonoid
作者： Yan-Zhen Zheng , Geng Deng , Rui Guo , Zhong-Min Fu , Da-Fu Chen
DOI: 10.1016/J.PHYTOCHEM.2019.01.011
关键词:
摘要: Abstract Flavonoids widely found in natural foods are characterized by acting as antioxidants compounds. There close relationship between the antiradical activities and structural properties of flavonoids. In this work, density functional theory (DFT) methods were applied to investigate influence H5⋯O C4 intramolecular hydrogen-bond (IHB) on activity flavonoid based three prevalently accepted radical scavenging mechanisms: hydrogen atom transfer (HAT), single electron transfer-proton (SET-PT) sequential proton-loss electron-transfer (SPLET). The thermodynamic properties: bond dissociation enthalpy (BDE), ionization potential (IP), proton (PDE), affinity (PA) (ETE) related with these mechanisms calculated elucidate activity. results showed that 5−OH group is most influenced its capacity was weakened IHB. gas, benzene chloroform phases, IHB would reduce via increasing enthalpy. While, DMSO H2O opposite result occurs lowering affinity.
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