Novel pyran derivatives as potential succinate dehydrogenase inhibitors: design, synthesis, crystal structure, biological activity, and molecular modeling
作者:Jingwen Wang、Tingting Xiao、Tong Lu、Tingting Zhang、Wenjing Jiang、Yingkun Yan、Xiaorong Tang、Xuesong Wang
DOI:10.1007/s00044-022-02965-0
日期:2022.11
Twenty-six novel pyran derivatives (1a−m, 2a−m) were designed, synthesized, and characterized by IR, 1H NMR, 13C NMR, and HRMS. The crystal structures of compound 2f was characterized by single crystal X-ray diffraction and crystallized in the monoclinic system with space group P21/c. The in vitro antifungal activities of these synthesized compounds were evaluated against five plant pathogenic fungi
设计、合成了26 种新型吡喃衍生物(1a-m、2a-m),并通过 IR、1 H NMR、13 C NMR 和 HRMS 对其进行了表征。化合物2f的晶体结构经X射线单晶衍射表征,结晶为单斜晶系,空间群为P 2 1 /c。对这些合成化合物的体外抗真菌活性进行了评估,对五种植物病原真菌即玉米赤霉、玉米蠕孢菌、立枯丝核菌、指状青霉和核盘菌进行了评估。大多数合成的化合物在 20 µg/mL 时表现出良好至优异的抗真菌活性。其中,化合物2e对R的抑制率和中值效应浓度(EC 50 ) 。Solani,化合物1b、1e、2a、2b和2c对抗S。sclerotiorum和化合物1a和2i对抗H。玉米对相关真菌的抵抗力优于氟吡菌酰胺。此外,化合物的半抑制浓度(IC 50 )1b、1e、2a、2b和2c对琥珀酸脱氢酶(SDH)的反应及其分子对接得分均低于氟吡菌酰胺,表明这些合成化合物具有比氟吡菌酰胺更强的抗真