Insecticidal activity of deoxypodophyllotoxin, isolated from Juniperus sabina L, and related lignans against larvae of Pieris rapae L
Insecticidal activity of deoxypodophyllotoxin, isolated from Juniperus sabina L, and related lignans against larvae of Pieris rapae L
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DOI：
10.1002/ps.922
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发表时间：
2004-11-01
影响因子：
4.1
通讯作者：
Zhang, X
中科院分区：
文献类型：
--
作者：
Gao, R;Gao, CF;Zhang, X
在从西北地区植物中筛选天然杀虫剂的过程中，发现圆柏的石油醚提取物对菜青虫5龄幼虫具有杀虫活性。从提取物中，杀虫化合物是通过生物测定指导的分级分离。通过光谱特征与文献数据的比较，鉴定该化合物为脱氧鬼臼毒素（1）。在生物测定中，化合物1在0.05-1.00g·L-1范围内对五龄幼虫表现出拒食活性，12和48小时的AFC（50）值分别为0.170和0.060g·L-1。在该浓度范围内，处理的昆虫在处理后48小时内死亡，化合物1显示出延迟的杀虫活性。在0.015- 0.100克/升（-1）时，1显示出杀虫活性，LC 50为0.020克/升（-1）。生物活性测定结果表明，化合物2的拒食活性和杀虫活性均低于化合物1。这表明反式内酯环是增强这些化合物活性的重要部分。比较1和另一种相关化合物鬼臼毒素（3）的杀虫活性，表明改变C-4位的取代基是合成更有效类似物的令人兴奋的可能性。(C)2004化学工业协会。
In the course of screening for naturally occurring insecticides from plants from the northwestern part of China, a petroleum ether extract of Juniperus sabina L was found to show insecticidal activity against fifth-instar larvae of Pieris rapae L. From the extract, an insecticidal compound was isolated by bioassay-guided fractionation. The compound was identified as deoxypodophyllotoxin (1) by comparison of its spectroscopic characteristics with literature data. In bioassays, 1 showed antifeedant activity against fifth-instar larvae of P rapae at 0.05-1.00g litre(-1) and its AFC(50) (concentration for 50% antifeedant activity) values at 12 and 48h were 0.170 and 0.060g litre(-1), respectively. In that concentration range, an treated insects died within 48 h after treatment and compound 1 showed delayed insecticidal activity. At 0.015-0.100g litre(-1), 1 showed insecticidal activity, with an LC50 of 0.020g litre(-1). The related compound deoxypicropodophyllotoxin (2), however, showed lower antifeedant and insecticidal activities than 1 in bioassay. This indicated that the trans-lactone ring is an important moiety for enhancing activity in these compounds. Comparison of the insecticidal activities of 1 and another related compound, podophyllotoxin (3), suggested that varying the substituent at C-4 is an exciting possibility for synthesizing more potent analogues. (C) 2004 Society of Chemical Industry.