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目的 :为进一步研究野百合碱的代谢和毒理 ,制备其相应的代谢产物。方法 :采用氮氧化和脱氢化反应将野百合碱分别转化为其氮氧化物和脱氢产物 ,其中后者在氯仿溶液中发生水解并释放出一个酸性化合物。结果 :所得 3个化合物经UV ,IR ,MS和NMR分析确证为dehydromonocrotaline ,monocrotalineN oxide和monocrotalicacid。结论 :Monocrotalicacid为首次从野百合碱的吡咯酯 (dehydromonocrotaline)的自然降解中获得 ,但未同时得到其碱基部分dehydroretronecine ,这证明了吡咯里西啶生物碱的吡咯酯具有很高的化学反应活性 ,故在代谢研究中往往不是直接的代谢产物 ;对所得 3种化合物的氢谱和碳谱数据首次进行了全归属
Objective: To further study the metabolic and toxicological effects of monocrotaline, prepare its corresponding metabolites. Method : The nitric oxide and dehydrogenation reactions were used to convert the monocrotaline to its nitrogen oxides and dehydrogenation products, respectively. The latter hydrolyzed in the chloroform solution and released an acidic compound. RESULTS: The three compounds were confirmed by UV, IR, MS and NMR analysis as dehydromonocrotaline, monocrotalineN oxide and monocrotalic acid. Conclusion: Monocrotalic acid was obtained for the first time from the natural degradation of dehydromonocrotaline of monocrotaline, but its dehydroretronecine was not obtained at the same time. This proves that pyrrolizidine alkaloid pyrrolyl ester has high chemical reactivity. Therefore, it is often not a direct metabolite in metabolic studies; for the first time, the hydrogen spectrum and carbon spectrum data of the three compounds obtained have been fully assigned.