吡里酮缩酮衍生物的合成及抗炎镇痛活性

Synthesis and Anti-inflammatory and Analgesic Activities of Ketals(acetals) Derivatives of Pyrrolizinones

3H-1,2-二氢-1-吡咯里嗪酮与多聚甲醛经羟醛缩合反应制得2,2-二羟甲基-1,2-二氢-1-吡咯里嗪酮,再与相应的酮（醛）缩合制得未见文献报道的吡里酮缩酮衍生物1～5,并经1H NMR和MS确证结构.以小鼠耳肿胀法和冰乙酸扭体法分别测定化合物1～5的抗炎和镇痛活性.结果表明化合物4的镇痛效果明显,镇痛率达74.4％,与对照品布洛芬接近,但所有化合物的抗炎作用均较弱.

Five compounds 1-5 that had not been reported before were prepared from 1,2-dihydro-3H-pyrrolizin-1-one and paraformaldehyde via adol condensation to give 2,2-bis （hydroxymethyl）-1,2-dihydro-1H-pyrrolizin-1-one,which was subjected to condensation with the corresponding ketone （aldehyde）.Their structures were confirmed by 1H NMR and MS.The anti-inflammatory and analgesic activities were evaluated by xylene-induced mouse ear edema test and acetic acid-induced mouse writhing test,respectively.The results showed that compound 4 with analgesic percentage of 74.4％ which was closed to ibuprfen had obviously analgesic activity.However,all of these compounds had low antiinflammatory activities.