設(shè)計并合成了36個未見文獻(xiàn)報道的嘧啶類衍生物,并用IR、1HNMR、13CNMR和HRMS對其結(jié)構(gòu)進(jìn)行了表征.以5種植物病原真菌即水稻紋枯、小麥赤霉、玉米小斑、油菜菌核和番茄灰霉病菌為靶標(biāo),對合成化合物的抑菌活性進(jìn)行了測定.結(jié)果顯示,在20 mg/L時,其中的大多數(shù)都有著顯著的抑菌活性.其中,化合物2-甲基-4-（呋喃-2-基）-6-（對甲苯基）嘧啶（2c）和2-（1-吡唑-1-基）-4-（4-氯苯基）-6-（5-甲基呋喃-2-基）嘧啶（3d）對油菜菌核的抑制活性最強(qiáng),其EC50值分別為0.072、0.077 mg/L,與市售殺菌劑氟吡菌酰胺（EC50=0.244 mg/L）相比,具有更好的抑菌活性.與此同時,還測定了化合物2c和3d對琥珀酸脫氫酶（SDH）的抑制活性.結(jié)果表明,它們的半數(shù)抑制濃度（IC50）分別為0.115和0.121mg/L,也比氟吡菌酰胺（IC50=0.356 mg/L）有更好的抑制活性.分子對接研究結(jié)果顯示,化合物2c、3d和氟吡菌酰胺與SDH的結(jié)合能分別為-32.2,-31.8和-28.9 kJ/mol,這表明它們對SDH的親和力比氟吡菌酰胺更強(qiáng).化合物2c和... 

【文章頁數(shù)】：12 頁

【文章目錄】：
1 Introduction
2 Results and discussion
    2.1 Chemistry
    2.2 Antifungal activity
    2.3 Inhibitory activity against enzyme
    2.4 Homology modelling and molecular docking analysis
3 Conclusions
4 Experimental section
    4.1 General
    4.2 Synthesis of target compounds
        4.2.1 Synthesis of intermediate 1
        4.2.2 Synthesis of target compounds 2a～2l
        4.2.3 Synthesis of target compounds 3a～3l
        4.2.4 Synthesis of target compounds 4a～4l
    4.3 Antifungal assay
    4.4 Assay of enzyme inhibition activity
        4.4.1 Isolation of SDH from S.sclerotiorum
        4.4.2 Succinate:ubiquinone/2,6-dichloro-4-[(4-hydroxyphenyl)imino]-2,5-cyclohexadien-1-one (DCPIP) activity inhibition
    4.5 Homology modeling and molecular docking
        4.5.1 Homology modeling
        4.5.2 Molecular docking


【參考文獻(xiàn)】：
期刊論文
[1]Synthesis and biological evaluation of novel pyrazole carboxamide with diarylamine-modified scaffold as potent antifungal agents[J]. Xiao-Xiao Zhang,Hong Jin,Yuan-Jie Deng,Xu-Heng Gao,Yong Li,Yong-Tian Zhao,Ke Tao,Tai-Ping Hou.  Chinese Chemical Letters. 2017(08)



本文編號：3696623