双官能吡啶[2,3-b]吡嗪衍生物:生物活性及初步机制

IF 4 1区 农林科学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
Yong Zhang , Wenlei Chen , Dengyue Liu , Xiaoyan Zhao , Jixiang Chen
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引用次数: 0

摘要

为了开发新的抗真菌和抗菌药物,通过衍生和优化合成了三种含吡哆[2,3-b]吡嗪的衍生物。这些衍生物对5种植物病原真菌(solanoctonia solani, Phomopsis sp., Botrytis cinerea, Sclerotinia sclerotiorum, Magnaporthe oryzae)和3种植物病原细菌(Xanthomonas oryzae pv.)具有良好的生物活性。黄单胞菌;丁香假单胞菌。actinidiae)。其中,化合物X2对5种植物病原真菌的EC50值分别为3.15、1.12、0.69、1.59和0.92 mg/L,显著优于氟吡喃(192.29、93.12、42.23、91.19和125.77 mg/L)和嘧菌酯(80.14、25.14、19.64、36.81和59.51 mg/L)。其对灰霉菌的治疗和保护活性分别为66.6%和60.3%,显著优于阳性对照氟吡喃(27.0%和20.6%)和氮唑菌酯(60.1%和55.6%)。此外,化合物X2可以抑制菌丝生长,损伤细胞膜,增加细胞内ROS水平,从而导致病原真菌死亡。X3对3种植物病原菌的EC50值分别为0.13、3.37和9.82 mg/L,显著优于硫代二唑铜和双巯噻唑。其对水稻细菌性叶斑病的防治效果分别为40.79%和44.08%,与双硫噻唑的防治效果(42.79%和46.35%)相当。化合物X3可以通过抑制多种毒力因子(胞外多糖、生物膜和运动性)抑制致病菌的生长。因此,吡多[2,3-b]吡嗪可以作为一个很好的支架来发现新的抗菌剂和杀菌剂。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Difunctional pyrido[2,3-b]pyrazine derivatives: Biological activity and preliminary mechanism

Difunctional pyrido[2,3-b]pyrazine derivatives: Biological activity and preliminary mechanism
To develop new antifungal and antibacterial agents, three derivatives containing pyrido[2,3-b]pyrazine were synthesized through derivation and optimization.
These derivatives exhibited excellent biological activities against 5 plant pathogenic fungal species (Rhizoctonia solani, Phomopsis sp., Botrytis cinerea, Sclerotinia sclerotiorum, and Magnaporthe oryzae) and 3 plant pathogenic bacterial species (Xanthomonas oryzae pv. oryzicola, Xanthomonas axonopodis pv. citri, and Pseudomonas syringae pv. actinidiae). Among them, the EC50 values of compound X2 against the 5 plant pathogenic fungi were 3.15, 1.12, 0.69, 1.59, and 0.92 mg/L, respectively, which were significantly superior to those of fluopyram (192.29, 93.12, 42.23, 91.19, and 125.77 mg/L) and azoxystrobin (80.14, 25.14, 19.64, 36.81, and 59.51 mg/L). Its curative and protective activities against B. cinerea were 66.6 % and 60.3 %, respectively, which were significantly better than those of the positive controls fluopyram (27.0 % and 20.6 %) and azoxystrobin (60.1 % and 55.6 %). In addition, compound X2 can inhibit mycelial growth, damage cell membranes, and increase intracellular ROS levels, thereby leading to the death of pathogenic fungi. The EC50 values of X3 against the 3 plant pathogenic bacteria were 0.13, 3.37, and 9.82 mg/L, respectively, which were significantly superior to those of thiodiazole‑copper and bismerthiazol. Its control effects on rice bacterial leaf streak were 40.79 % and 44.08 %, which were comparable to that of bismerthiazol (42.79 % and 46.35 %). Compound X3 can inhibit the growth of pathogenic bacteria by inhibiting a variety of virulence factors (exopolysaccharides, biofilms, and motility). Therefore, pyrido[2,3-b]pyrazine can serve as a good scaffold to discover new antibacterial agents and fungicides.
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来源期刊
CiteScore
7.00
自引率
8.50%
发文量
238
审稿时长
4.2 months
期刊介绍: Pesticide Biochemistry and Physiology publishes original scientific articles pertaining to the mode of action of plant protection agents such as insecticides, fungicides, herbicides, and similar compounds, including nonlethal pest control agents, biosynthesis of pheromones, hormones, and plant resistance agents. Manuscripts may include a biochemical, physiological, or molecular study for an understanding of comparative toxicology or selective toxicity of both target and nontarget organisms. Particular interest will be given to studies on the molecular biology of pest control, toxicology, and pesticide resistance. Research Areas Emphasized Include the Biochemistry and Physiology of: • Comparative toxicity • Mode of action • Pathophysiology • Plant growth regulators • Resistance • Other effects of pesticides on both parasites and hosts.
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