[反]-β-法尼烯类似物的设计、合成与生物活性研究

Design, Synthesis and Biological Activity of EBF Analogues

对 [反 ]-β-法尼烯 ( EBF)类似物的骨架结构原子进行改造 ,引入吡虫啉系列活性基团 ,设计合成了 1 3个结构新颖的 EBF类似物 ,并对其生物活性进行了研究 .结果表明 ,这些化合物对蚜虫具有明显的抑制活性 ,尤其在低浓度时活性更明显 ,如质量浓度为 2 5 mg/L时 , 1 0 和 1 3对蚜虫的抑制率分别为 93 .1 %和87.1 % ,远高于同浓度下吡虫啉的抑制率 ( 66.7% ) .

Based on the features of active structures of (E)-β-farnesene(EBF) analogues summarized by Nishino and Bowers, 13 compounds(Ⅰ 1-Ⅰ 13) with a novel framework were designed by the method of linking active sub-structures which had the active framework of EBF analogues and the active structure of Neonicotinoid insecticide analogues. Thus, the target compounds were prepared in 24%-59% yield through 2-3 step reactions from the starting material geraniol. Their structures were confirmed by IR, 1H NMR, and MS. The results of bioassay demonstrated that most of the compounds show an obvious activity against adult Lipaphis erysimi at the test concentration. Especially at a lower concentration, some of them had a better activity than imidacloprid. For example, Ⅰ 10 and Ⅰ 13 exhibited respectively 93.1% and 87.1%, but imidacloprid showed 66. 7% inhibiting rate at 25 mg/L.