摘要
本文报道了合成天然产物邪蒿素及其衍生物的新方法,以7-羟基-8-乙酰基香豆素或取代香豆素为原料,经与丙酮缩合、还原、脱水得到单一的角型三环邪蒿素类化合物。三步反应条件温和,各步收率均>80%。12个邪蒿素类衍生物的小鼠醋酸扭体镇痛试验结果表明合成的邪蒿素(4a)和4,8,8-三甲基-9,9-二氢-吡喃[2,3-f]色烯-2,10-二酮(2b)具有明显的镇痛活性,抑制率分别为85%和50%,明显优于或相当于同试验中的对照药阿司匹林。
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 · 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.
出处
《药学学报》
CAS
CSCD
北大核心
2008年第9期930-933,共4页
Acta Pharmaceutica Sinica
基金
北京市科委"针对重大疾病的创新药物研究"专项基金资助项目(D0204003041631)
关键词
邪蒿素
合成
镇痛活性
seselin
synthesis
antinociceptive activity
