含4-噻唑啉酮环的新烟碱类化合物的合成及生物活性

Synthesis and Biological Activities of New Neonicotinoids Containing 4-Thiazolidinone

根据生物等排原理和新烟碱类化合物与乙酰胆碱酯酶的作用机理,以4-噻唑啉酮(4)为中间体设计合成了2-取代-3-(2-氯-5-吡啶亚甲基)-4-氰基亚胺基-1,3-噻唑烷(8a^8c)和5-芳基次甲基-2-芳基-3-(2-氯-5-吡啶亚甲基)-4-噻唑啉酮(5a^5e)两类化合物.中间体(4)由醛、胺和巯基乙酸缩合得到.所有化合物的结构均经元素分析和1HNMR确证.初步生物活性试验结果表明,部分化合物具有一定的杀菌活性和促进黄瓜子叶生根活性,化合物8b显示出很好的抗HIV-1蛋白酶活性.

According to bioisosteric relationship and the mode of action between Neonicotinoid compounds and acetylcholin esterase, two series of Neonicotinoid compounds 2-substituted-3-（2-chloro-5-pyridinemethylene）- 4-cyanoimino-1,3-thiazolidine （ 8a--8c ） and 5-arylidene-2-aryl-3-（ 2-chloro-5-pyridinemethylene ） -4-thiazo- lidinones（Sa--5e） were designed and synthesized from 4-thiazolidinones （4）. Intermediates 4 were synthe- sized by the condensation of amine, aldehyde and mercapto acetic acid. Their structures were character-ized via elemental analysis, ^1H NMR spectra. The preliminary bioassay results show that some title compounds exhibited certain fungicidal activities, promoting cucumber cotyledon root-formation activities and compound 8b showed favourable anti-HIV PR.