背景:一些结构特性可以参与几种多酚衍生物的抗氧化能力,其中它们的简化结构。本研究考察了简化结构对某些天然和合成抗氧化剂抗氧化能力的贡献。共振结构与两个苯环之间的碳-碳双键的π型电子系统有关。反式白藜芦醇,苯基苯并呋喃,苯基-茚酮,在这里研究的简化衍生物中,亚苄基-苯并呋喃酮是最好的基本抗氧化剂模板。此外,在抗氧化能力最好的分子上发现了二苯乙烯部分。此外,我们的研究表明,这些化合物可以作为抗氧化支架,用于设计和开发新的有前途的衍生物。
方法:为了研究16种简化的天然和提出的衍生物的结构-抗氧化能力,我们采用了密度泛函理论并使用了高斯09。我们的DFT计算是使用B3LYP函数和6-31+G(d,P)基础设置。使用HOMO值研究了所有电子转移机制,电离电势,能量亲和力,稳定能,和自旋密度分布。
BACKGROUND: Some structural properties can be involved in the antioxidant capacity of several polyphenol derivatives, among them their simplified structures. This study examines the contribution of simplified structure for the antioxidant capacity of some natural and synthetic antioxidants. The resonance structures were related to the π-type electron system of carbon-carbon double bonds between both phenyl rings. Trans-resveratrol, phenyl-benzofuran, phenyl-indenone, and benzylidene-benzofuranone are the best basic antioxidant templates among the simplified derivatives studied here. Additionally, the stilbene moiety was found on the molecules with the best antioxidant capacity. Furthermore, our investigation suggests that these compounds can be used as antioxidant scaffold for designing and developing of new promising derivatives.
METHODS: To investigate the structure-antioxidant capacity for sixteen simplified natural and proposed derivatives we have employed density functional theory and used Gaussian 09. Our DFT calculations were performed using the B3LYP functional and the 6-31+G(d,p) basis set. All electron transfer mechanisms were investigated by using values of HOMO, ionization potential, energy affinity, stabilization energies, and spin density distributions.