College of Plant Protection, Jilin Agricultural University, Changchun, PR China.
College of Plant Protection, Jilin Agricultural University, Changchun, PR China.
Pestic Biochem Physiol. 2021 Feb;172:104766. doi: 10.1016/j.pestbp.2020.104766. Epub 2020 Dec 25.
According to the pharmacophore binding strategy and principle of bioelectronic isobaric, used the sulfonylurea bridge as the parent structure, a series of novel thiourea compounds containing aromatic-substituted pyrimidines were designed and synthesized. The preliminary herbicidal activity tests showed that some compounds had good herbicidal activity against Digitaria adscendens, Amaranthus retroflexus, especially for compound 4d and 4f. The results showed that compound 4d had an inhibition rate of 81.5% on the root growth of Brassica napus L. at the concentration of 100 mg L, and compound 4f had an inhibition rate of 81% on the root growth of Digitaria adscendens at the concentration of 100 mg L. Compounds 4d and 4f had higher comparative activity on Echinochloa crus-galli than the commercial herbicide bensulfuron-methyl. The preliminary structure-activity relationship (SAR) was also summarized. We also tested the in vivo AHAS enzyme activity inhibition experiment of 14 compounds at 100 mg L, and the results showed that they all have inhibitory activity on the enzyme, with the highest inhibition rate reaching 44.4% (compound 4d). Based on the results of molecular docking to yeast acetohydroxyacid synthase (AHAS), the possible herbicidal activity mechanism of these compounds was evaluated.
根据药效团结合和生物电子等排原理，以磺酰脲桥为母体结构，设计并合成了一系列含有取代嘧啶的新型硫脲类化合物。初步除草活性测试表明，部分化合物对马唐和反枝苋具有较好的除草活性，尤其是化合物 4d 和 4f。结果表明，化合物 4d 在 100mg/L 浓度下对油菜根的生长抑制率为 81.5%，化合物 4f 在 100mg/L 浓度下对马唐根的生长抑制率为 81%。化合物 4d 和 4f 对稗草的活性比对商品化除草剂苄嘧磺隆高。还对 14 个化合物在 100mg/L 浓度下的体内 AHAS 酶活性抑制实验进行了测试，结果表明它们对酶均具有抑制活性，最高抑制率达到 44.4%（化合物 4d）。基于与酵母乙酰羟酸合酶（AHAS）的分子对接结果，评价了这些化合物可能的除草活性机制。
