Pan Le, Li Xiuzhuang, Gong Chengwen, Jin Hui, Qin Bo
University of Chinese Academy of Sciences, People's Republic of China; Key Laboratory of Chemistry of Northwestern Plant Resources of CAS and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People's Republic of China.
Key Laboratory of Chemistry of Northwestern Plant Resources of CAS and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People's Republic of China.
Microb Pathog. 2016 Jun;95:186-192. doi: 10.1016/j.micpath.2016.04.012. Epub 2016 Apr 12.
As organosulfur and organophosphorus agents, phaltane and phosmet are facing great challenges for the environmental contamination, mammalian toxicity and increasing resistance with long term use. It is efficient and meaningful to develop phthalimide-based alternatives with non-sulfur and non-phosphorus groups. A series of N-substituted phthalimides were synthesized and their antifungal activity against two disastrous phytopathogenic fungi, Alternaria solani and Botrytis cinerea was evaluated in vitro. Most of them showed significant antifungal activity against both of fungi, or either of them selectively. N-vinylphthalimide (4) and 8-[4-(phthalimide-2-yl) butyloxy] quinoline (13) were identified as the most promising candidates against B. cinerea and A. solani with the IC50 values of 7.92 μg/mL and 10.85 μg/mL respectively. The brief structure-activity relationships have revealed that vinyl, quinolyl, bromide alkyl and benzyl substitutions were appropriate substituents and coupling functional moieties indirectly with optimum alkyl chain was efficient to prepare phthalimides related fungicides.
作为有机硫和有机磷类药剂，稻丰散和亚胺硫磷因环境污染、对哺乳动物的毒性以及长期使用后抗性增加等问题面临巨大挑战。开发具有非硫和非磷基团的基于邻苯二甲酰亚胺的替代品既高效又有意义。合成了一系列N-取代邻苯二甲酰亚胺，并在体外评估了它们对两种灾难性植物病原真菌——茄链格孢和灰葡萄孢的抗真菌活性。它们中的大多数对这两种真菌或其中任一种均表现出显著的抗真菌活性。N-乙烯基邻苯二甲酰亚胺（4）和8-[4-(邻苯二甲酰亚胺-2-基)丁氧基]喹啉（13）被确定为针对灰葡萄孢和茄链格孢最有前景的候选物，其IC50值分别为7.92 μg/mL和10.85 μg/mL。简要的构效关系表明，乙烯基、喹啉基、溴代烷基和苄基取代是合适的取代基，并且通过最佳烷基链间接偶联功能部分对于制备相关的邻苯二甲酰亚胺类杀菌剂是有效的。
