氟虫腈衍生物-糖基偶合物的合成及其在蓖麻韧皮部的输导性研究

为提高氟虫腈在植物体内的输导性,利用葡萄糖、半乳糖与木糖作为导向基团对其进行了糖基化修饰,设计合成了3个含乙酰保护基的糖基-氟虫腈偶合物(a,b,c)和3个脱保护基的偶合物(d,e,f)。采用液相色谱法测定了其在蓖麻幼苗韧皮部中的输导积累性。结果表明:化合物a、b、c无韧皮部输导性,而d、e、f 则具有良好的韧皮部输导性;培养2 h后,收集的第3 h内韧皮部液中 d、e、f 的浓度分别为21.45、14.14 和14.82 μ mol/L。饲料拌毒法测定结果表明,与母体化合物氟虫腈(LC50为4.49 μ mol/L)相比,6个偶合物对亚洲玉米螟Ostrinia furnacalis的杀虫活性均有所下降,LC50值在47.54~78.00 μ mol/L之间。

Study on the synthesis of the carbohydrate conjugates of fipronil and their phloem mobility in Ricinus communis

In order to further improve the phloem mobility of fipronil,six novel fipronil glucosides were synthesized by conjugation of fipronil with glucose,galactose and xylose.The phloem concentration of compounds(a-f) in Ricinus communis Linn.was determined by HPLC.Results showed that compounds(d,e,f) had good phloem mobility,the concentrations of d,e,f collected in third hour were 21.45,14.14 and 14.82 μ mol/L,respectively.The bioassays of fipronil and compounds(a-f) against Ostrinia furnacalis were conducted.Compared with fipronil(LC50 value was 4.49 μ mol/L),compounds(a-f) showed lower insecticidal activity against Ostrinia furnacalis (LC50 value between 47.54-78.00 μ mol/L).