Journal
CHEMISTRYOPEN
Volume 7, Issue 9, Pages 730-736Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/open.201800108
Keywords
antioxidants; electron transfer; fused-ring systems; structure-activity relationships; xanthones
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Funding
- National Nature Science Foundation of China [81573558]
- Guangdong Science and Technology Project [2017A030312009, 2017A050506043]
- Guangdong Provincial Education Office Science and Technology Project [2017KCXTD007]
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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.
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