Guo Huan-fang, Zhou Pei-lan, Gong Ze-hui, Xie Lan
Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China.
Yao Xue Xue Bao. 2008 Sep;43(9):930-3.
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.
以8-乙酰基-7-羟基香豆素为原料，通过与丙酮缩合、还原和脱水反应，在温和条件下成功合成了具有角型吡喃并香豆素骨架的天然产物蛇床子素及其相关衍生物，总收率大于50%。采用乙酸诱导的扭体反应试验，以40 mg·kg(-1)的剂量对12种蛇床子素衍生物进行了测试。蛇床子素（4a）和4,8,8-三甲基-9,9-二氢-吡喃并[2,3-f]色烯-2,10-二酮（2b）表现出明显的镇痛活性，抑制率分别为85%和50%，在相同试验中比阿司匹林更有效或相当有效，表明蛇床子素衍生物可能是一种新型的潜在镇痛剂。
