Open AccessStructure–Activity Relationship and Prediction of the Electron‐Transfer Potential of the Xanthones Series
Author(s) -
Li Xican,
Jiang Qian,
Chen Ban,
Luo Xiaoling,
Chen Dongfeng
Publication year - 2018
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201800108
Subject(s) - moiety , catechol , chemistry , hydroquinone , resorcinol , residue (chemistry) , stereochemistry , antioxidant , organic chemistry
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.