CN114009439B - 一类含氮离子化合物在抗植物病原细菌和人源病菌中的用途 - Google Patents
一类含氮离子化合物在抗植物病原细菌和人源病菌中的用途 Download PDFInfo
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- -1 nitrogenous ion compounds Chemical class 0.000 title description 26
- 244000052637 human pathogen Species 0.000 title description 3
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Abstract
本发明属于药物化学领域,公开了西他氯铵在防治由水稻白叶枯病病原菌Xanthomonas oryzae ACCC 11602、柑橘溃疡病病原菌Xanthomonas axonopodis pv.Citri和马铃薯黑胫病病原菌Pectobacterium atrosepticaACCC 19901引起的植物病害中的用途。
Description
技术领域
本发明属于药物化学领域,公开了一类含氮离子化合物在防治由水稻白叶枯病病原菌Xanthomonas oryzae ACCC 11602、柑橘溃疡病病原菌Xanthomonas axonopodispv.Citri和马铃薯黑胫病病原菌Pectobacterium atrosepticaACCC 19901引起的植物细菌性病害中的用途。
背景技术
含氮离子化合物用途广泛,在杀虫、抗菌、抗炎、抗抑郁和抗肿瘤方面有着良好的生物活性。其主要分为脂肪族长链季铵盐类离子化合物和具六元或五元杂环偶极的介离子化合物。如季铵盐类离子化合物苯扎溴铵是一种阳离子表面活性剂,具有去污和杀菌能力,我国规定可用于果蔬保鲜;再如介离子化合物奥替尼啶盐酸盐广谱抗菌,能有效地抑制血链球菌、内氏放线菌等。
在过去的数十年里,商业杀菌剂虽然在农业和医药治疗方面贡献显著,但微生物的侵染继续导致了全球农业生产的限制和人畜患病率的增加。究其原因是现有的商业杀菌剂对侵入性的病原体效率较低,以及由各种因素产生了多药耐药微生物,如长期使用具有单一作用模式的传统杀菌剂。此外,有证据表明一旦出现耐药性致病病原体,大规模多药耐药病原体的出现可在相对较短的时间内迅速爆发;这种情况加剧了管理这一问题的困难,并增加了管理农业生产和保障人类健康的潜在风险。因此,积极发现具有独特作用机制、结构简单、高效的创新型杀菌化学实体可成为现有治疗植物细菌或人源病菌药物的更好替代品。
在我们课题组前期利用老药新用策略对大量商业化医用药物筛选中发现,含氮离子化合物对植物病原细菌水稻白叶枯病病原菌Xanthomonas oryzae ACCC 11602、柑橘溃疡病病原菌Xanthomonas axonopodispv.Citri以及马铃薯黑胫病病原菌Pectobacteriumatroseptica ACCC 19901表现出优异的抑制作用。由此活性结果表明含氮离子化合物在农药和医药方面具有广泛的市场和应用前景,具有进一步开发的潜力。
发明内容
本发明的目的是提供一类含氮离子化合物在抗植物病原细菌和人源病菌中的用途,用于防治由水稻白叶枯病病原菌、柑橘溃疡病病原菌、马铃薯黑胫病病原菌引起的植物病害中的用途。
为实现上述目的,本发明提供了如下技术方法:
23种不同结构的含氮离子化合物对水稻白叶枯病病原菌Xanthomonas oryzaeACCC11602、柑橘溃疡病病原菌Xanthomonas axonopodis pv.Citri、马铃薯黑胫病病原菌Pectobacterium atrosepticaACCC 19901的抑制作用。
本发明提供的含氮离子化合物作为新型杀菌剂,具有以下优势:
1)含氮离子化合物对植物病原细菌具有优异的抑制作用,具有结构简单、易于获取、杀菌谱广等特点。
2)含氮离子化合物杀菌活性高。部分化合物在低于1μg/mL的给药浓度时,抑制率仍在90%以上,可作为先导化合物进一步设计与开发。
3)利用“老药新用”策略发现了含氮离子化合物的抗菌新用途。对于已上市药物进行再开发,降低了药物的研发成本与周期。
具体实施方式
为了更好地理解本发明,通过以下具体实施例对本发明的上述内容做进一步的详细说明。但不应将此理解为对本发明的限制。下列实施例中所述实验方法,如无特殊说明,均为常规方法。
实施例1:含氮离子化合物包含了23种不同结构的化合物。其结构式如下:
实施例2:含氮离子化合物抗菌活性测定
本实验中所用的菌株为实验室-80℃含30%甘油冻存的菌株。将冻存菌株取出,分别在植物细菌的NB固体培养基(牛肉膏:3g,蛋白胨:5g,酵母粉:1g,蔗糖:10g,琼脂:15g,蒸馏水:1L,pH7.0;121℃灭菌20min)上面进行划线,在28℃(37℃)下恒温培养直到长出单菌落。分别挑取固体培养基上单菌落至植物细菌NB液体培养基(牛肉膏:3g,蛋白胨:5g,酵母粉:1g,蔗糖:10g,蒸馏水:1L;121℃灭菌20min),在28℃、180rpm恒温摇床振荡培养到对数生长期。将处于对数生长期的菌株用相应的液体培养基稀释至约106CFU/mL备用。将化合物分别用DMSO溶解,加入液体培养基中,混合均匀,配制成浓度为200μg/mL的含药液体培养基。取50μL含药培养基和相同体积的含约106CFU/mL细菌培养物加入到96孔板的孔中,最终给药浓度为100μg/mL。含等量DMSO的相同浓度100μL菌液做对照。将96孔板在28℃(37℃)恒温培养箱中培养24-48h直至对照组菌液长出,在酶标仪上测定孔中菌液的OD值(OD600)。并且另外测定100μL液体培养基和浓度为100μg/mL药剂的OD值,对培养基和药剂本身造成的OD值进行矫正。校正OD值和抑制率的计算公式如下:
校正OD值=含菌培养基OD值-无菌培养物OD值;
抑制率=(校正后对照培养基菌液OD值-校正后含药培养基OD值)/校正后对照培养基菌液OD值×100%
所有实验设置三个重复,测定得到化合物的抑制率见表1。
表1.含氮离子化合物100μg/mL下的抗菌活性
注:“-”表示化合物的抗菌活性未测定
由表1生测结果可知,本发明涉及的含氮离子化合物对测定菌株均表现出优异的抑制作用,其中化合物6、10、15、16、17、23在100μg/mL时对测试菌株的抑制率均大于90%。
实施例3:含氮离子化合物最低抑菌浓度(MIC)测定
将活性化合物的含药液体培养基在96孔板中通过二倍稀释法稀释得到系列浓度的50μL含药培养基,然后根据实施例2中相同的试验方法测定系列浓度对应的抑制率。将抑制率大于90%的最低浓度定义为MIC,测定得到的活性数据见表2。
表2.含氮离子化合物的MIC值
注:“/”表示化合物的MIC值大于100μg/mL,“-”表示化合物的抗菌活性未测定
由表2生测结果可知,含氮离子化合物对测定菌株均表现出良好的抗菌活性,其中对植物病原细菌水稻白叶枯病病原菌、柑橘溃疡病病原菌、马铃薯黑胫病病原菌的作用最强,其中化合物5对水稻白叶枯病病原菌的MIC值最小可达0.78μg/mL。
综上所述,本发明所述的含氮离子化合物对植物病原细菌和人源病菌均表现出一定的抑制作用,与商业化阳性药相比活性较强,且通过含氮离子化合物结构和活性发现,其活性有随碳链增长而增强的趋势。具有进一步研究和开发的价值。
Claims (1)
1.西他氯铵在抗植物病原细菌中的用途,所述植物病原细菌为水稻白叶枯病菌,柑橘溃疡病菌和马铃薯黑胫病菌。
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