毛莨甙的合成

Synthesis of Ranunculin

毛莨科(Ranunculaceae)植物的提取液对多种农业害虫如:稻螟、棉蚜、玉米螟、菜青虫和地老虎等有较好的杀虫效果,对小麦和土豆等蓿菌孢子的发芽有抑制作用,Hill等从这种植物中分离到毛莨甙(Ranunculin)1,本身无生物活性,而是由于它进入生物体内经酶解成原白头翁素(Protoanemnin)2而发生作用的。2很不稳定,容易二聚成白头翁素(Anemonin)3而失去活性。

This article reports that main intermediate (S)-4-triphenylmethoxymethyl-Δ2-butenolide (4d) is produced from L-giutamic acid through four step reactions and target Ranunculin(1) is obtained by the known methods after 4d turn into (S)-4-hydroxymethyl-Δ2-butenolide (4a).