2020, 40(12): 4237-4248
doi:
10.6023/cjoc202005057
摘要:
Thirty-six unreported pyrimidine analogues were designed, synthesized and characterized by IR,
1H NMR,
13C NMR and HRMS. Their antifungal activities were determined against five plant pathogenic fungi namely
Rhizoctonia solani,
Fusarum graminearum,
Helminthosporium maydis,
Sclerotinia sclerotiorum
and
Botrytis cinerea. The results indicated that most of them revealed significant antifungal activities at 20 mg/L. Among them, 4-(furan-2-yl)-2-methyl-6-(p-tolyl)pyrimidine (2c) and 4-(4-chlorophenyl)-6-(5-methylfuran-2-yl)-2-(1H-pyrazol-1-yl)pyrimidine (3d) showed the strongest activities against
Sclerotinia sclerotiorum
and their median effect concentrations (EC50) were 0.072 and 0.077 mg/L, respectively, which implied that they had better antifungal activities than the commercial fungicide fluopyram (EC50=0.244 mg/L). Meanwhile, the inhibitory activities of compounds
2c
and
3d
were determined against succinate dehydrogenase (SDH). The results exhibited that their half inhibitory concentrations (IC50) were 0.115 and 0.121 mg/L, respectively, indicating that they also had better inhibitory activities than fluopyram (IC50=0.356 mg/L). Molecular docking studies demonstrated that the binding energy of compounds
2c,
3d
and fluopyram to SDH was -32.2 kJ/mol, -31.8 kJ/mol and -28.9 kJ/mol, respectively, which represented that they had stronger affinities than fluopyram. The inhibitory activities of compounds
2c
and
3d
against SDH have been reported for the first time.
Yan Yingkun,Cheng Wei,Xiao Tingting,Zhang Guilan,Zhang Tingting,Lu Tong,Tang Xiaorong. Discovery of Novel 2, 4, 6-Trisubstituted Pyrimidine Derivatives as Succinate Dehydrogenase Inhibitors. 澳门威尼斯真人娱乐, 2020, 40(12): 4237-4248. doi: 10.6023/cjoc202005057.
