Division of Agricultural Chemicals, Indian Agricultural Research Institute, New Delhi, India.
J Environ Sci Health B. 2010 Apr;45(3):254-61. doi: 10.1080/03601231003613716.
A series of novel N-alkyl substituted amides, synthesized by enzyme catalysis, were evaluated against root-knot nematode, Meloidogyne incognita and found to have potential antinemic activity. The corresponding amides were prepared by the condensation of equimolar amounts of carboxylic acids with different alkyl amines in the presence of Candida antarctica lipase at 60-90 degrees C in 16-20 h. The reactions were carried out in a non - solvent system without the use of any activating agents. All the products were obtained in appreciable amounts and the yields for different compounds varied between 77.4-82.3%. The synthesized compounds were characterized using spectroscopy techniques namely Infra Red (IR) and Nuclear Magnetic Resonance (NMR) ((1)H and (13)C). Nematicidal activity of synthesized amides was evaluated against J(2)s of Meloidogyne incognita at 500, 250, 125 and 62.5 ppm concentrations after 24 h, 48 h and 72 h of exposure. Among all the tested compounds, N-propyl-butyramide, N-propyl-pentanamide and N-propyl-hexanamide were found to possess significant activity with LC(50) values of 67.46, 83.49 and 96.53 respectively. N-propyl-butyramide with LC(50) value of 67.46 ppm was found to be most active amide against J(2)s of Meloidogyne incognita. The bioactivity study showed that an increase in alkyl chain significantly decreased the activity of amides against root-knot nematode.
一系列新型 N-烷基取代酰胺，通过酶催化合成，对根结线虫，南方根结线虫进行了评估，发现具有潜在的抗线虫活性。相应的酰胺是通过羧酸与不同的烷基胺在 60-90°C 下在非溶剂体系中，在南极脂肪酶的存在下，在 16-20 小时内缩合而成的，没有使用任何激活剂。所有产物都以可观的量获得，不同化合物的产率在 77.4-82.3%之间变化。用光谱技术，即红外（IR）和核磁共振（NMR）（1H 和 13C）对合成的化合物进行了表征。在暴露 24、48 和 72 小时后，用 500、250、125 和 62.5 ppm 浓度的 J（2）s 评估了合成酰胺对南方根结线虫的杀线虫活性。在所测试的所有化合物中，N-丙基丁酰胺、N-丙基戊酰胺和 N-丙基己酰胺具有显著的活性，LC（50）值分别为 67.46、83.49 和 96.53。N-丙基丁酰胺的 LC（50）值为 67.46 ppm，是对南方根结线虫 J（2）s 最有效的酰胺。生物活性研究表明，烷基链的增加显著降低了酰胺对根结线虫的活性。
