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Structure-Activity Relationship and Prediction of the Electron-Transfer Potential of the Xanthones Series.


ABSTRACT: The structure-activity relationships of 31 xanthones were analyzed by using the ferric reducing antioxidant power (FRAP) assay to determine their electron-transfer (ET) potential. It was proven that the ET potential of xanthones was dominated by four moieties (i.e. hydroquinone moiety, 5,6-catechol moiety, 6,7-catechol moiety, and 7,8-catechol moiety) and was only slightly affected by other structural features, including a single phenolic OH group, the resorcinol moiety, the transannular dihydroxy moiety, a methoxy group, a sugar residue, an isoprenyl group, a cyclized isoprenyl group, and an isopentanol group. The results could be used to predict the ET potentials of other antioxidant xanthones.

SUBMITTER: Li X 

PROVIDER: S-EPMC6148407 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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Structure-Activity Relationship and Prediction of the Electron-Transfer Potential of the Xanthones Series.

Li Xican X   Jiang Qian Q   Chen Ban B   Luo Xiaoling X   Chen Dongfeng D  

ChemistryOpen 20180921 9


The structure-activity relationships of 31 xanthones were analyzed by using the ferric reducing antioxidant power (FRAP) assay to determine their electron-transfer (ET) potential. It was proven that the ET potential of xanthones was dominated by four moieties (i.e. hydroquinone moiety, 5,6-catechol moiety, 6,7-catechol moiety, and 7,8-catechol moiety) and was only slightly affected by other structural features, including a single phenolic OH group, the resorcinol moiety, the transannular dihydro  ...[more]

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