AI Article Synopsis

  • A series of seselin and related angular pyranocoumarin compounds were successfully synthesized from 8-acetyl-7-hydroxycoumarins, achieving a total yield of over 50% through a series of chemical reactions.
  • Twelve of these derivatives were evaluated for their pain-relieving effects using the writhing response assay, where seselin (4a) and another derivative (2b) exhibited significant antinociceptive activity with 85% and 50% inhibition, respectively.
  • The results suggest that these seselin derivatives have potential as new pain relief medications, potentially outperforming aspirin in their effectiveness.

Article Abstract

Natural product seselin and related derivatives with an angular pyranocoumarin skeleton were synthesized from 8-acetyl-7-hydroxycoumarins by condensation with acetone, reduction, and dehydration successively under mild conditions with total yield of > 50%. Twelve seselin derivatives were tested by the writhing response assay induced by acetic acid at a dose of 40 mg x kg(-1). Seselin (4a) and 4,8,8-trimethyl-9,9-dihydro-pyran[2,3-f] chromene-2,10-dione (2b) showed obviously antinociceptive activity with inhibitory effect of 85% and 50%, respectively, more or quite potent than aspirin in the same assay, suggesting that seselin derivatives could be a novel kind of potential antinociceptive agents.

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