Synthesis and Insecticidal Activities of New Ether-Derivatives of Celangulin-V

Synthesis and Insecticidal Activities of New Ether-Derivatives of Celangulin-V
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DOI:
10.1177/1934578x1000500602
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发表时间:
2010-06
影响因子:
1.8
通讯作者:
Jiwen Zhang;Zhaonong Hu;Hua Yang;Wenjun Wu
Jiwen Zhang;Zhaonong Hu;Hua Yang;Wenjun Wu
中科院分区:
医学4区
文献类型:
--
作者:
Jiwen Zhang;Zhaonong Hu;Hua Yang;Wenjun Wu

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为了寻找新的生物无公害农药,合成了8个新的苦皮藤素-V的6-取代醚衍生物。其结构经IR、1HNMR、13 CNMR和HRMS分析确证。以粘虫3龄幼虫为试虫,测定了化合物的杀虫活性。其中4个衍生物(B,c,f,g)的杀虫活性均高于苦皮藤素V,其KD 50分别为135.9,101.33,169.0和219.2 μg.g-1。然而,两个化合物(a,d)显示出较低的杀虫活性,两个化合物(e,h)没有活性。结果表明,C-6位取代对该类化合物的杀虫活性有重要影响。C-6位有两个或三个碳取代的衍生物的杀虫活性高于苦皮藤素-V,表明该化合物具有成为半合成、绿色杀虫剂的先导结构的潜力。
In order to find new biorational pesticides, eight new 6-substituted ether derivatives of Celangulin-V were synthesized. The structures were confirmed by IR, 1H NMR and 13C NMR spectroscopic and HRMS analyses. The insecticidal activities of these compounds were tested against third-instar larvae of Mythimna separata. Four derivatives (b, c, f, g) showed higher insecticidal activities than Celangulin-V, with KD50 values of 135.9, 101.33, 169.0 and 219.2 μg.g-1, respectively. However, two compounds (a, d) showed lower insecticidal activities and two (e, h) no activity. The results suggest that C-6 substitutions in these compounds are very important for their insecticidal activities. The insecticidal activities of the derivatives with two or three carbon substitutions at C-6 are higher than that of Celangulin-V showing that this compound has the potential to be a lead structure for semi-synthetic, green insecticides.