Zhu Li-Fei, Hou Zhe, Zhou Kun, Tong Zong-Bo, Kuang Qian, Geng Hui-Ling, Zhou Le
College of Science, Northwest A&F University, Yangling 712100, Shaanxi Province, PR China.
College of Life Science, Northwest A&F University, Yangling 712100, Shaanxi Province, PR China.
Bioorg Med Chem Lett. 2016 May 15;26(10):2413-2417. doi: 10.1016/j.bmcl.2016.04.001. Epub 2016 Apr 1.
As our continuing research on antifungal dihydroisoquinolin-2-ium salts, forty 2-aryl-8-OR-3,4-dihydroisoquinolin-2-ium bromides were synthesized and characterized by spectroscopic analysis. By using the mycelium growth rate method, the compounds were evaluated for antifungal activity against three plant pathogenic fungi and structure-activity relationships (SAR) were derived. The vast majority of the compounds displayed the medium to high activity with inhibition rates of 50-100% at 150μM. About half of the compounds were more active than their natural model compounds sanguinarine and chelerythrine for all the fungi, and part or most of them were more active than positive drugs thiabendazole and azoxystrobin. SAR analysis showed that both substitution patterns of the C-ring and the type of 8-OR group significantly influenced the activity. Thus, a series of new title compounds with excellent antifungal potency emerged.
作为我们对抗真菌二氢异喹啉 - 2 - 鎓盐的持续研究，合成了40种2 - 芳基 - 8 - OR - 3,4 - 二氢异喹啉 - 2 - 鎓溴化物，并通过光谱分析对其进行了表征。采用菌丝生长速率法，对这些化合物针对三种植物病原真菌的抗真菌活性进行了评估，并推导了构效关系（SAR）。绝大多数化合物表现出中等至高活性，在150μM时抑制率为50 - 100%。对于所有真菌，约一半的化合物比其天然模型化合物血根碱和白屈菜红碱更具活性，并且其中部分或大多数比阳性药物噻苯达唑和嘧菌酯更具活性。构效关系分析表明，C环的取代模式和8 - OR基团的类型均对活性有显著影响。因此，出现了一系列具有优异抗真菌效力的新型目标化合物。
