为了寻求新颖的螺环季酮酸先导化合物,以3-(2,4-二氯苯基)-4-羟基-1-氧杂螺[4.5]癸-3-烯-2-酮为原料,合成了21个螺环季酮酸衍生物,其结构经1H NMR,ESI MS和元素分析确认,并测定了化合物6b的晶体结构.初步生物活性测定表明,此类化合物对朱砂叶螨、蚜虫和粘虫都具有很好的生物活性,尤其是化合物5g和5m对朱砂叶螨的LD50分别为35.12和22.39 mg/L,高于螺螨酯的LD50:45.20 mg/L;化合物5b对蚕豆蚜的LD50为21.90 mg/L,而螺螨酯对蚕豆蚜的LD50为174.13 mg/L.
In order to develop novel spirocyclic tetronic acid lead compounds,twenty-one derivatives of spirocyclic tetronic acid were synthesized from the key intermediate of spirodiclofen,3-(2,4-dichlorophenyl)-4-hydroxy-1-oxaspirodec-3-en-2-one.The structures of all derivatives were confirmed by 1H NMR,ESI MS techniques and elemental analysis.The LD50 of compounds 5g and 5m are 35.12 and 22.39 mg/L against Tetranychus cinnabarinus,respectively,which are better than 45.20 mg/L of spirodiclofen.The LD50 of compound 5b is 21.90 mg/L against Aphis fabae,whereas the LD50 of spirodiclofen is 174.13 mg/L.