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化学学报
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化学学报 ›› 2009, Vol. 67 ›› Issue (21): 2463-2474. 上一篇    下一篇

研究论文

α-蒎烯含氮衍生物的合成及其杀松材线虫活性的研究

杨益琴a   王石发*,b    李艳苹b    袁冬菊c    赵博光c    谷文b    叶建仁d   

  1. (a南京林业大学轻工科学与工程学院 南京 210037) (b南京林业大学化学工程学院 南京 210037) (c南京林业大学森林资源与环境学院 南京 210037) (d江苏省有害生物入侵预防与控制重点实验室 南京 210037)
  • 投稿日期:2008-10-04 修回日期:2009-01-20 发布日期:2009-06-30
  • 通讯作者: 王石发 E-mail:wangshifa65@yahoo.com.cn

Synthesis of Nitrogen-Containing Derivatives from α-Pinene and Their Nematicidal Activity against Pinewood Nematode

Yang, Yiqina     Wang, Shifa*,b      Li, Yanpingb      Yuan, Dongjuc       Zhao, Boguangc        Gu, Wenb      Ye, Jianrend   

  1. (a College of Light Industry and Engineering, Nanjing Forestry University, Nanjing 210037) (b College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037) (c College of Forest Resources and Environment, Nanjing Forestry University, Nanjing 210037) (d Jiangsu Provincial Key Laboratory for Prevention and Management of Invasive Species, Nanjing 210037)
  • Received:2008-10-04 Revised:2009-01-20 Published:2009-06-30

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<以α-蒎烯为原料, 经硼氢化-氧化、胺化及选择性还原等步骤合成了系列3-蒎酮亚胺和3-蒎胺类化合物, 探索了3-蒎酮亚胺和3-蒎胺的不同结构与杀松材线虫活性的关系. 采用FT-IR, 1H NMR, 13C NMR, GC-MS等分析手段对蒎酮亚胺和蒎胺类化合物的结构进行了表征. 结果表明: N-苯基-3-蒎酮亚胺具有很强的杀松材线虫活性, 在1×10－3 µL/mL (约1×10－3 mg/mL) 浓度下, 在24, 48和72 h内杀线虫效率分别达到89.28%, 89.58%和95.75%, 该化合物极具开发潜力.

关键词: α-蒎烯, α-蒎烯含氮衍生物, 松材线虫, 杀线虫活性

A series of imine and amine derivatives were synthesized from α-pinene by hydroboronation, oxidation, amination, and selective reduction. The nematicidal activities of 3-pinanimines and 3-pinanamines were examined by the bioassay. Furthermore, the chemical structures of synthesized imines and amines were characterized based on FT-IR, 1H NMR, 13C NMR and GC-MS. The bioassay results showed that N-phenyl-3-pinanimine had the strongest nematicidal activity and it is very possible to commercialize because its nematicidal effects after 24, 48, and 72 h reached 89.28%, 89.58% and 95.75%, respectively when the level of N-phenyl-3-pinanimine was 1×10－3 µL/mL (about 1×10－3 mg/mL).

Key words: α-pinene, nitrogen-containing pinene derivative, pinewood nematode, nematicidal activity