Tang Ruping, Jin Linhong, Mou Chengli, Yin Juan, Bai Song, Hu Deyu, Wu Jian, Yang Song, Song Baoan
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, China.
Chem Cent J. 2013 Feb 12;7(1):30. doi: 10.1186/1752-153X-7-30.
Plant fungi (e.g., Pellicularia sasakii, Gibberella zeae, Fusarium oxysporum, and Cytospora mandshurica and Phytophthora infestans) and bacteria (e.g., Ralstonia solanacearum) are extremely difficult to manage in agricultural production. The high incidence of plant mortality and the lack of effective control methods make P. sasakii and R. solanacearum two of the world's most destructive plant pathogens. Pathogenic fungi and bacteria are responsible for billions of dollars in economic losses worldwide each year. Thus, we designed an active amide structure and synthesized a series of novel amide derivatives containing a triazole moiety to discover new bioactive molecules and pesticides that can act against fungi and bacteria.
A series of amide derivatives containing a triazole moiety were synthesized. All the obtained compounds were characterized through proton and carbon nuclear magnetic resonance spectroscopy, infrared spectroscopy, and elemental analysis. Preliminary antifungal activity test showed that some of the synthesized compounds exhibited moderate antifungal activity against P. sasakii, G. azeae, F. oxysporum, C. mandshurica, and P. infestans at 50 mg/L. Compound 4u displayed more potent antifungal activity against P. sasakii and G. azeae than hymexazol. Preliminary antibacterial activity results showed that some of the synthesized compounds exhibited high anti-bacterial activity against R. solanacearum at 200 mg/L. Compounds 4m and 4q displayed high antibacterial activity against R. solanacearum, with 71% and 65% inhibitory rates, respectively.
A series of novel amide derivatives containing 1,2,4-triazole moiety were synthesized through the reaction of intermediate 3 with different acyl chlorides and anhydrous potassium carbonates in anhydrous tetrahydrofuran at 50°C, using 2,4-dichloroacetophenoneas as a starting material. The title compounds exhibited high inhibitory effects against P. sasakii, R. solanacearum, and G. azeae.
植物真菌（如稻梨孢菌、禾谷镰刀菌、尖孢镰刀菌、杨树溃疡病菌和致病疫霉）和细菌（如青枯雷尔氏菌）在农业生产中极难防治。植物死亡率高且缺乏有效防治方法，使得稻梨孢菌和青枯雷尔氏菌成为世界上最具破坏力的两种植物病原体。致病性真菌和细菌每年在全球造成数十亿美元的经济损失。因此，我们设计了一种活性酰胺结构，并合成了一系列含三唑部分的新型酰胺衍生物，以发现能够对抗真菌和细菌的新型生物活性分子及农药。
合成了一系列含三唑部分的酰胺衍生物。所有得到的化合物均通过质子和碳核磁共振光谱、红外光谱及元素分析进行了表征。初步抗真菌活性测试表明，部分合成化合物在50 mg/L时对稻梨孢菌、禾谷镰刀菌、尖孢镰刀菌、杨树溃疡病菌和致病疫霉表现出中等抗真菌活性。化合物4u对稻梨孢菌和禾谷镰刀菌的抗真菌活性比恶霉灵更强。初步抗菌活性结果表明，部分合成化合物在200 mg/L时对青枯雷尔氏菌表现出高抗菌活性。化合物4m和4q对青枯雷尔氏菌表现出高抗菌活性，抑制率分别为71%和65%。
以2,4 - 二氯苯乙酮为起始原料，中间体3与不同的酰氯和无水碳酸钾在50℃的无水四氢呋喃中反应，合成了一系列含1,2,4 - 三唑部分的新型酰胺衍生物。标题化合物对稻梨孢菌、青枯雷尔氏菌和禾谷镰刀菌表现出高抑制作用。
