Journal
JOURNAL OF MOLECULAR STRUCTURE
Volume 1293, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.molstruc.2023.136215
Keywords
Chromone derivatives; Synthesis; Anti-inflammatory; Structure-activity relationship
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In this study, a series of eucryphin analogs were synthesized and compared with eucryphin and its 7-O-glycosyl derivatives for their anti-inflammatory activity, revealing the importance of glycosyl substitution at the C-3 position and the negative effect of methyl substitution at C-2 and glycosylation at C-7 on the anti-inflammatory activity of eucryphin.
Eucryphin, a natural product widely found in plants, has a variety of biological activities. In this work, a series of eucryphin analogs were designed, synthesized, characterized and the anti-inflammatory activity in vivo was evaluated comparing with eucryphin and its 7-O-glycosyl derivatives to study the structure-activity relationship. Eucryphin exhibited remarkable anti-inflammatory activity and minor side effects in 2,4-dinitrofluorobenzene (DNFB) induced mice auricle edema model. Glycosyl substitution at the position of C-3 was essential for the anti-inflammatory activity. Methyl substitution at C-2 and glycosylation at C-7 of eucryphin reduce anti-inflammatory activity.
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