Li Ling, Li Zheng, Wang Kailiang, Liu Yuxiu, Li Yongqiang, Wang Qingmin
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, People's Republic of China.
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, People's Republic of China.
Bioorg Med Chem. 2016 Feb 1;24(3):474-83. doi: 10.1016/j.bmc.2015.08.015. Epub 2015 Aug 20.
Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl)methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola.
棉酚是棉花植株抵御病原体和食草昆虫防御系统的一部分。为了发现具有广谱和高活性的棉酚类似物，合成了一系列棉酚烷基胺席夫碱、肟和腙衍生物并进行了生物测定。生物学结果表明，这些衍生物中的大多数表现出比棉酚更高的抗烟草花叶病毒（TMV）活性。有趣的是，化合物10、15、18、20、23和26的活性远高于利巴韦林。此外，对大鼠毒性较低的化合物26在田间表现出比对照植物病毒抑制剂更好的活性。此外，烯丙基胺席夫碱（9）对粘虫、棉铃虫和玉米螟表现出显著的杀虫活性，而（吡啶-3-基）甲胺席夫碱（13）对淡色库蚊表现出优异的活性。杀菌结果表明，所有化合物对梨孢炭疽菌均表现出良好的活性。
