4-氟苄酰胺类化合物的合成及其对白菜软腐病病菌的抑菌活性研究
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摘要
以4-氟苄胺和20种酰氯为原料,经过N-酰化反应合成了11个氟苄脂肪酰胺(3A01～3A11)和9个氟苄芳香酰胺类化合物(3B01～3B09),并通过质谱和核磁共振氢谱分析对其结构进行了表征。采用滤纸片法测定了标题化合物对白菜软腐病病菌的抑菌活性,生物测定结果表明,在滤纸片载药量为20μg/disc时,化合物3A01、3A07、3B03和3B09对供试的白菜软腐病病菌有较强的抑菌活性,其抑菌圈直径分别为17、15、15和13 mm。
Starting from 4-fluorobenzylamine and 20 types of acyl chlorides,11 fatty(3A01～3A11) and 9 aromatic(3B01～3B09) derivatives of fluorobenzylamide were synthesized via N-acylation reaction,and their structures were characterized by MS and ~1H NMR spectroscopic analysis. The antibacterial activities of the title compounds against Erwinia carotorora were evaluated by paper disc method. The results of bio-assay showed that 3A01,3A07,3B03,and 3B09 had strong inhibitory against Erwinia carotorora(20 μg of tested compound per disc),and the diameters of the inhibitory zone of them were17,15,15 and 13 mm,respectively.
Starting from 4-fluorobenzylamine and 20 types of acyl chlorides,11 fatty(3A01～3A11) and 9 aromatic(3B01～3B09) derivatives of fluorobenzylamide were synthesized via N-acylation reaction,and their structures were characterized by MS and ~1H NMR spectroscopic analysis. The antibacterial activities of the title compounds against Erwinia carotorora were evaluated by paper disc method. The results of bio-assay showed that 3A01,3A07,3B03,and 3B09 had strong inhibitory against Erwinia carotorora(20 μg of tested compound per disc),and the diameters of the inhibitory zone of them were17,15,15 and 13 mm,respectively.
引文
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[6]刘武成,刘长令.新型高效杀菌剂氟吗啉[J].农药,2002(1):8-11.
[7]刘长令.甲氧基丙烯酸酯类杀菌剂的研究进展[A].新农药研究开发文集.[M].北京:化学工业出版社,2002.109-114.
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[9]PEPPIN J F,MAJORS K,WEBSTER L R,et al.Tolerability of NGX-4010,a capsaicin 8%patch for peripheral neuropathic pain[J].J Pain Res,2011,4:385-392.
[10]CHO W H,LEE H J,CHOI Y J,et al.Capsaicin induces apoptosis in MG63 human osteosarcoma cells via the caspase cascade and the antioxidant enzyme system[J].Mol Med Rep,2013,8(6):1655-1662.
[11]D’ELISEO D,MANZI L,VELOTTI F.Capsaicin as an inducer of damage associated molecular patterns(DAMPs)of immunogenic cell death(ICD)in human bladder cancer cells[J].Cell Stress Chaperones,2013,18(6):801-806.
[12]YU Q,WANG Y,YU Y,et al.Expression of TRPV1 in rabbits and consuming hot pepper affects its body weight[J].Mol Biol Rep,2012,39(7):7583-7589.
[13]LEUNG F W.Capsaicin as an anti-obesity drug[J].Prog Drug Res,2014,68:171-179.
[14]刘新,林永.辣椒碱对桃蚜的生物活性及其与几种杀虫剂的联合作用[J].农药学学报,2003,5(2):94-96.
[15]李暮春,张静,古丽克孜,等.辣椒碱与茶皂素对棉蚜的毒力测定及田间药效试验[J].新疆农业科学,2010,31(12):2400-2406.
[16]SOETARNO S,SUKRASNO.Antimicrobial activities of the ethanol extracts of capsicum fruits with different levels of pungency[J].JMS,1997,2(2):57-63.
[17]郑立稳,孔学,陈贯虹,等.辣椒碱酰胺类似物的合成及抑菌活性研究[J].湖北农业科学,2016,55(3):631-634.
[18]吴影,古绍彬,张永杰.辣椒中辣椒碱抑菌作用的研究[J].安徽农业科学,2007,35(29):9130-9131.