title: [Synthesis and antinociceptive activity of seselin derivatives].
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.
authors.affiliation: Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China.
authors.forename: Huan-fang
authors.initials: HF
authors.lastname: Guo
authors.forename: Pei-lan
authors.initials: PL
authors.lastname: Zhou
authors.forename: Ze-hui
authors.initials: ZH
authors.lastname: Gong
authors.forename: Lan
authors.initials: L
authors.lastname: Xie
mesh_terms: D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D008297:Male; D051379:Mice; D015394:Molecular Structure; D010147:Pain Measurement / Q000187:drug effects
chemical_list: C544005:4,8,8-trimethyl-9,9-dihydropyran(2,3-f)chromene-2,10-dione; D000700:Analgesics; D002867:Chromones; D003374:Coumarins; C516746:seselin