马来海松酸长链烷基酰(亚)胺钠的合成及其对小地老虎的拒食活性研究

doi:10.3969/j.issn.0253-2417.2018.05.004

林产化学与工业 ›› 2018, Vol. 38 ›› Issue (5): 23-29.doi: 10.3969/j.issn.0253-2417.2018.05.004

马来海松酸长链烷基酰(亚)胺钠的合成及其对小地老虎的拒食活性研究

翟兆兰¹, 闫鑫焱¹, 许吉¹, 宋湛谦¹, 商士斌^1,2, 饶小平^1,2

1. 中国林业科学研究院林产化学工业研究所;生物质化学利用国家工程实验室;国家林业局林产化学工程重点开放性实验室;江苏省生物质能源与材料重点实验室, 江苏南京 210042;
2. 中国林业科学研究院林业新技术研究所, 北京 100091

收稿日期:2018-04-25 出版日期:2018-10-25 发布日期:2018-11-06
通讯作者: 饶小平,研究员,博士,博士生导师,主要从事天然产物化学利用研究;E-mail:rxping2001@163.com。 E-mail:rxping2001@163.com
作者简介:翟兆兰(1990-),女,山东平邑人,博士生,研究方向为天然资源化学利用
基金资助:
国家自然科学基金资助项目（31470596）

Synthesis of Sodium Maleopimaric Acid Long Chain Alkyl (Alkylene) Amines and Their Antifeedant Activity Against Agrotis ypsilon

ZHAI Zhaolan¹, YAN Xinyan¹, XU Ji¹, SONG Zhanqian¹, SHANG Shibin^1,2, RAO Xiaoping^1,2

1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China

Received:2018-04-25 Online:2018-10-25 Published:2018-11-06

摘要/Abstract

摘要： 以马来海松酸、十二胺、十四胺、十六胺和十八胺为主要原料，经酰胺化和酸碱中和反应合成了马来海松酸酰胺二钠（C_n-MPA-2Na，n=12，14，16，18），采用IR和¹H NMR对产物的结构进行了表征，并采用浸叶法研究了C_n-MPA-2Na及文献合成的马来海松酸酰亚胺钠（C_n-MPA-Na，n=12，14，16）对小地老虎的拒食活性。结果表明：室温下，C_n-MPA-2Na和C_n-MPA-Na均具有良好的水溶性，且C_n-MPA-2Na在水中的溶解度大于300 g/L。水溶性的马来海松酸长链烷基酰（亚）胺钠中烷烃链长和羧酸钠个数对小地老虎拒食活性均无明显影响，其中C₁₂-MPA-2Na、C₁₈-MPA-2Na和C₁₄-MPA-Na对小地老虎具有较强的拒食活性，其拒食中浓度（AFC₅₀）分别为0.51、0.54和0.77g/L。

关键词: 马来海松酸, 合成, 小地老虎, 水溶性, 拒食活性

Abstract: With maleopimaric acid, dodecylamine, tetradecylamine,hexadecylamineand octadecylamine as the main raw materials, disodium maleopimaric acid amide(C_n-MPA-2Na, n=12, 14, 16, 18) were synthesized through amidation reaction and acid-base neutralization, and their structures were characterized by IR and ¹H NMR. The antifeedant activities of C_n-MPA-2Na (n=12, 14, 16, 18)and sodium maleopimaric acid long chainalkylene amines (C_n-MPA-Na, n=12, 14, 16) reported in reference against Agrotis ypsilon were investigated using the method of leaf disc. The results showed that both C_n-MPA-2Na (n=12, 14, 16, 18) and C_n-MPA-Na (n=12, 14, 16) show good water solubility at room temperature, and the solubility of C_n-MPA-2Na was above 300 g/L. Both the length of alkane and the number of sodium carboxylate in soluble sodium maleopimaric acid long chain alkyl (alkylene) amines showed little influences on its antifeedant activities against A. ypsilion. And C₁₂-MPA-2Na, C₁₈-MPA-2Na and C₁₄-MPA-Na showed strong antifeedant activities against A. ypsilon. The 50% antifeedant concentrations(AFC₅₀) for C₁₂-MPA-2Na, C₁₈-MPA-2Na and C₁₄-MPA-Na were 0.51, 0.54 and 0.77 g/L, respectively.

Key words: maleopimaric acid, synthesis, Agrotis ypsilon, water solubility, antifeedant activities

中图分类号:

TQ35

翟兆兰, 闫鑫焱, 许吉, 宋湛谦, 商士斌, 饶小平. 马来海松酸长链烷基酰(亚)胺钠的合成及其对小地老虎的拒食活性研究[J]. 林产化学与工业, 2018, 38(5): 23-29.

ZHAI Zhaolan, YAN Xinyan, XU Ji, SONG Zhanqian, SHANG Shibin, RAO Xiaoping. Synthesis of Sodium Maleopimaric Acid Long Chain Alkyl (Alkylene) Amines and Their Antifeedant Activity Against Agrotis ypsilon[J]. Chemistry and Industry of Forest Products, 2018, 38(5): 23-29.

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马来海松酸长链烷基酰(亚)胺钠的合成及其对小地老虎的拒食活性研究

Synthesis of Sodium Maleopimaric Acid Long Chain Alkyl (Alkylene) Amines and Their Antifeedant Activity Against Agrotis ypsilon

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