Division of Agricultural Chemicals, Indian Agricultural Research Institute, New Delhi, India.
J Environ Sci Health B. 2009 Jun;44(5):428-34. doi: 10.1080/03601230902934645.
Twelve new ortho-Hydroxyketimines were synthesized by conventional as well as microwave method and evaluated for their antinemic activity against Meloidogyne incognita [(Kofoid and White) Chitwood]. Conventional methods for synthesis of Schiff bases require refluxing at 140 degrees C of the reactants in different solvents for at least 24 h or more, where as the microwave-assisted synthesis has brought down the reaction time from 24 h to 1 minute. The procedure reported is simple as it does not require any organic solvents and the time has been reduced to only 1 minute. Comparative yields of all compounds by different methods revealed that the yield was low in conventional method (79-87%) as compared to microwave assisted synthesis (94-97%). The bioassay revealed that all the test compounds exhibited promising nematicidal activity; N-propyl-2-hydroxypropiophenonimine being the most effective with LC(50) value of 74.46 mgL(-1) followed by N-hexyl-2-hydroxyacetophenonimine with LC(50) value of 99.60 mgL(-1) after 72 h of exposure. The results obtained from bioassay indicated that this class of compounds has not only given a lead with regard to potential of Schiff bases in pest control, but has suggested that a carbon chain length of 6 atoms in the side chain is optimum on the basis of structure activity relationship (SAR).
十二种新的邻-羟基酮亚胺通过常规方法和微波方法合成，并评估它们对南方根结线虫（Meloidogyne incognita [(Kofoid 和 White) Chitwood]）的抗虫活性。传统的席夫碱合成方法需要在不同的溶剂中回流反应物至 140 摄氏度至少 24 小时或更长时间，而微波辅助合成将反应时间从 24 小时缩短到 1 分钟。所报道的方法简单，因为它不需要任何有机溶剂，并且时间仅缩短至 1 分钟。不同方法的所有化合物的比较产率表明，常规方法（79-87%）的产率低于微波辅助合成（94-97%）。生物测定结果表明，所有测试化合物均表现出有希望的杀线虫活性；N-丙基-2-羟基丙酰亚胺的效果最为显著，LC（50）值为 74.46 mgL（-1），其次是 N-己基-2-羟基苯乙酮亚胺，LC（50）值为 99.60 mgL（-1），暴露 72 小时后。生物测定结果表明，这类化合物不仅在害虫控制方面具有席夫碱的潜在作用，而且表明基于构效关系（SAR），侧链中 6 个原子的碳链长度是最佳的。
