N^9-(乙酰苯腙)腺嘌呤衍生物的合成及杀菌活性

Synthesis and fungicidal activities of a novel series of adenine-9-yl derivatives containing acylhydrazone

为了寻找高活性的农药先导化合物,根据活性亚结构拼接原理,将酰腙类化合物的活性亚结构基团(CONHN=CH)和腺嘌呤环进行活性拼接,设计合成了8种未见报道的N9-[乙酰(取代)苯腙]腺嘌呤衍生物,其结构经IR,1H NMR,13C NMR和HRMS确认.初步生物活性测试结果表明,在100 mg/L浓度下,化合物4b对小麦茎腐病菌、玉米青枯病菌和烟草黑茎病菌的抑菌活性(77.53%,72.56%和82.12%)高于对照药剂三唑酮(68.71%,66.41%和78.74%);化合物4c对小麦茎腐病菌、烟草黑茎病菌及棉花枯萎病菌的抑菌率(68.7%,79.14%和75.75%)和三唑酮的相当或好于三唑酮(68.71%,78.74%和75.64%);化合物4d和4h对小麦茎腐病菌(73.10%和69.02%)抑制率都高于三唑酮的(68.71%).

To find novel pesticide lead compounds with highly active bioactivity, 8 novel adenine-9-yl derivatives containing acetyl phenylhydrazone were designed and synthesized according to the principle of combination of bioactive substructures. All structures were confirmed by IR, 1H NMR, 13 C NMR and HRMS. In the preliminary fungicidal evaluation, all compounds exhibited certain fungicidal activities. At the concentration of 100 mg/L, the inhibitory rates of compound 4b against fusarium spp., corn stalk rot and P. P. var nicotianae（77.53%, 72.56% and 82.12%） were higher than the commercial fungicide triadimefon（68.71%, 66.41% and 78.74%）; while compound 4c showed better inhibitory effect against fusarium spp., P. P. var nicotianae and cotton fusarium wilt（68.7%, 79.14% and 75.75%） than triadimefon（68.71%, 78.74% and 75.64%）; compounds 4d and 4h showed better inhibitory effect against fusarium spp.,（73.10% and 69.02%） comparable with triadimefon（68.71% and 69.02%）.