Synthesis and Bioactivity of Novel N,N′-Diacylhydrazine Derivatives Containing Furan (III)
Synthesis and Bioactivity of Novel N,N′-Diacylhydrazine Derivatives Containing Furan (III)
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DOI：
10.1002/cjoc.201090218
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发表时间：
2010-07-01
影响因子：
5.4
通讯作者：
Ling Yun
中科院分区：
文献类型：
--
作者：
Cui Zining;Zhang Li;Ling Yun
以5-取代苯基-2-呋喃甲酰氯和取代苯甲酰肼为原料，在无水二氯甲烷中回流反应，合成了42种新型含呋喃的双酰肼衍生物。它们的结构经IR、H-1 NMR、MS和元素分析确证。评价了这些新化合物的抑瘤活性和抗肿瘤活性。初步生物活性测定结果表明，目标化合物对粘虫分离物具有一定的杀幼虫活性，部分化合物具有较好或中等的杀幼虫活性。在浓度为0.1%时，化合物I2、I4、I5和III 1对粘虫的毒杀活性分别为95.0%、90.0%、95.0%和95.0%。部分化合物如I2、I4、I5和III 1表现出典型的IGRs活性，可诱导幼虫过早蜕皮、变态蜕皮和致死蜕皮。抗肿瘤活性研究表明，部分化合物对某些人癌细胞株具有潜在的抑制活性，如化合物I1和化合物IV对BGC-823有较好的抑制活性，在10 μ mol/L时抑制率分别为60.86%和61.94%。
42 novel diacylhydrazine derivatives containing furan were synthesized by the reaction of 5-substituted phenyl-2-furoyl chloride with substituted benzohydrazide in anhydrous dichloromethane under reflux. Their structures were confirmed by IR, H-1 NMR, MS and elemental analysis. Insecticidal and antitumor activity of these new compounds was evaluated. The preliminary bioassays showed that the target compounds exhibited larvicidal activity to the Mythimna separate, some of them exhibited good or moderate larvicidal activity. At the concentration of 0.1%, compounds I2, I4, I5, and III1 showed 95.0%, 90.0%, 95.0% and 95.0% larvicidal activity to Mythimna separate respectively. Some compounds such as I2, I4, I5 and III1 showed the typical IGRs' activity, which could induce the larvae premature, abnormal, and lethal larval molt. Results of anticancer activity indicated that some compounds exhibited potential activity against some human cancer cell lines, for example, I1 and IV showed good activity to the BGC-823 and the inhibitory rates were 60.86% and 61.94% respectively at 10 mu mol/L.