CN113861088B - 一种防治植物细菌性病害的化合物及应用 - Google Patents
一种防治植物细菌性病害的化合物及应用 Download PDFInfo
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- A01N47/46—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=C=S groups
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Abstract
本发明公开了防治植物细菌性病害的化合物及应用,所述化合物为萝卜硫素。在离体条件下,萝卜硫素具有抑制细菌活性,该化合物在供试浓度为1000mg/L时,对柑橘溃疡病菌、芒果细菌性角斑病菌、辣椒青枯病菌、水稻细菌性条斑病菌、草莓细菌性角斑病菌、马铃薯软腐病菌、木薯细菌性萎蔫病菌具有很好的抑菌作用,抑制率均在90%以上;同时,活体试验结果表明,萝卜硫素对辣椒青枯病、水稻细菌性条斑病和芒果细菌性角斑病也具有良好的防治效果,可用于农业细菌病害的防治。本发明将萝卜硫素作为活性物质用于防治植物细菌性病害的杀菌剂或抑菌剂,为农业病害防治中提供了一种天然源杀菌活性物质,其高效、低毒、安全等特点符合当前新农药创制的要求。
Description
技术领域
本发明属于植物化学保护技术领域,具体涉及一种防治植物细菌性病害的化合物及应用。
背景技术
在农作物种植过程中,细菌性病害是威胁其生产的重要病害,例如水稻白叶枯病、水稻细菌性条斑病、马铃薯软腐病、白菜软腐病、柑橘溃疡病、芒果细菌性角斑病等。由于抗病品种少,目前防治细菌性病害仍主要采用化学防治,防治药剂主要依赖铜制剂和农用抗生素类杀菌剂,如氢氧化铜、氧氯化铜、喹啉铜、噻菌铜、中生菌素、南宁霉素等。但是,随着这些杀菌剂频繁与不合理使用,铜制剂污染环境风险问题凸显,农用抗生素抗药性水平提高,存在与医用抗生素共用的抗药性风险,之前生产上常用的链霉素已面临禁止使用。为减少农业生产损失与环境污染以及缓解病害抗药性问题,亟需研发新型防治药剂。植物源天然产物种类多样、环境友好、作用方式新颖等特点,是当前研发新型农药的重要对象。
萝卜硫素(Sulforaphane),又称“莱菔硫烷”,化学名1-异硫氰酸-4-甲磺酰基丁烷。萝卜硫素广泛存在于西兰花、紫甘蓝、空心菜、洋葱等十字花科植物中,由植物体内芥子油苷经黑芥子酶(myrosinase enzyme)水解所得。此外,萝卜硫素可由1-溴-3-氯丙烷、硫氰酸胺、无水乙腈为原料合成获得,这为萝卜硫素提供了丰富的来源。目前国内外对萝卜硫素的研究主要集中在萝卜硫素制备方法、化学合成及其医用活性,关于萝卜硫素的应用,目前集中在医药方面,但是未见其在农业植物病原细菌的抑制方面应用的报道。
发明内容
针对现有技术的以上缺陷或改进需求中的一种或者多种,本发明提供了一种防治植物细菌性病害的化合物及应用,该化合物为萝卜硫素,其对多种植物病原细菌具有显著的抑制作用。
为实现上述目的,按照本发明的一个方面,提供一种防治植物细菌性病害的化合物,其特征在于,所述化合物为萝卜硫素,且该化合物结构式如下:
按照本发明的第二个方面,提供一种萝卜硫素在防治植物细菌性病害的应用,所述病害的病原菌为芒果细菌性角斑病菌Xanthomonas campestrispv.mangiferaeindicae、甜瓜细菌性果斑病菌Acidovorax citrulli、辣椒青枯病菌Ralstonia solanacearum、水稻细菌性条斑病Xanthomonas oryzae pv.oryzicola、柑橘溃疡病菌Xanthomonas citri pv.citri、猕猴桃溃疡病菌Pseudomonas syringaepv.actinidiae、草莓细菌性角斑病菌Xanthomonas fragariae、白菜软腐病菌Pectobacterium carotovorum subsp.carotovorum、马铃薯软腐病菌Pectobacteriumcarotovorum subsp.brasiliense和/或木薯细菌性萎蔫病菌Xanthomonas axonopodispv.manihotis。
另外,本发明的萝卜硫素还可用于辣椒青枯病、水稻细菌性条斑病和/或芒果细菌性角斑病的防治。
按照本发明的第三个方面,提供一种防治植物细菌性病害的抑菌剂和杀菌剂,按重量份计,所述萝卜硫素含量为0.05-60%,并辅以助剂。进一步地,该抑制剂或杀菌剂的剂型为乳油、悬浮剂、水乳剂、微乳剂、可湿性粉剂或水分散粒剂中的一种。
进一步地,上述抑菌剂和杀菌剂可应用于防治植物细菌性病害,且病害的病原菌为芒果细菌性角斑病菌Xanthomonas campestris pv.mangiferaeindicae、甜瓜细菌性果斑病菌Acidovorax citrulli、辣椒青枯病菌Ralstonia solanacearum、水稻细菌性条斑病Xanthomonas oryzae pv.oryzicola、柑橘溃疡病菌Xanthomonas citri pv.citri、猕猴桃溃疡病菌Pseudomonas syringae pv.actinidiae、草莓细菌性角斑病菌Xanthomonasfragariae、白菜软腐病菌Pectobacterium carotovorum subsp.carotovorum、马铃薯软腐病菌Pectobacterium carotovorum subsp.brasiliense和/或木薯细菌性萎蔫病菌Xanthomonas axonopodis pv.manihotis。
按照本发明的第四个方面,提供一种含有萝卜硫素的抑菌剂或杀菌剂在防治植物细菌病害中的应用。
总体而言,通过本发明所构思的以上技术方案与现有技术相比,具有以下有益效果:
本发明的萝卜硫素为植物次生代谢产物,在防治农业细菌病害过程中,残留低,对环境安全性高;萝卜硫素广谱的抑制细菌活性,利用萝卜硫素防治农业细菌病害能够减少化学农药或抗生素使用,进而缓解抗药性问题。
离体试验显示,萝卜硫素在1000mg/L的浓度下,对多种植物病原细菌具有显著的抑制作用,对芒果细菌性角斑病菌、柑橘溃疡病菌、水稻细菌性条斑病菌、草莓细菌性角斑病菌、辣椒青枯病、木薯细菌性萎蔫病菌具有很好的抑菌作用,抑制率均在90%以上,对白菜软腐病菌和甜瓜细菌性果斑病菌有一定的抑菌作用,抑制率为55.34%和50.61%。活体试验结果表明,该化合物对辣椒青枯病菌的致病性有很好的抑制作用,对水稻细菌性条斑病和芒果细菌性角斑病具有较好的防治效果。
总之,本发明提供的化合物对植物病原细菌具有显著的抑制作用,可用于防治辣椒青枯枯病、水稻细菌性条斑病和芒果细菌性角斑病等多种重要的农业病害,为农业病害防治中提供了一种天然源杀菌活性物质;将其作为杀菌剂或抑菌剂,其高效、低毒、安全等特点符合当前新农药创制的要求。
具体实施方式
为了使本发明的目的、技术方案及优点更加清楚明白,以下结合实施例,对本发明进行进一步详细说明。应当理解,此处所描述的具体实施例仅用以解释本发明,并不用于限定本发明。此外,下面所描述的本发明各个实施方式中所涉及到的技术特征只要彼此之间未构成冲突就可以相互组合。
本发明提供了萝卜硫素在防治植物细菌性病害中的应用。具体病害为植物细菌性病害:芒果细菌性角斑病菌Xanthomonas compestris pv.mangiferaeindicae、甜瓜细菌性果斑病菌Acidovorax citrulli、辣椒青枯病菌Ralstonia solanacearum、水稻细菌性条斑病菌Xanthomonas oryzae pv.oryzicola、柑橘溃疡病菌Xanthomonas citri pv.citri、猕猴桃溃疡病菌Pseudomonas syringae pv.actinidiae、草莓细菌性角斑病菌Xanthomonasfragariae、白菜软腐病菌Pectobacterium carotovorum subsp.carotovorum、马铃薯软腐病菌Pectobacterium carotovorum subsp.brasiliense和木薯细菌性萎蔫病Xanthomonasaxonopodis pv.manihotis。另外活体试验结果表明,萝卜硫素对辣椒青枯病有很好的抑制作用,对水稻细菌性条斑病和芒果细菌性角斑病也具有较好的防治效果。
本发明还提供一种用于防治植物细菌病害的杀菌剂或抑菌剂,其有效成分为萝卜硫素,有效成分萝卜硫素含量0.05-60%(质量重),任选助剂以辅。针对以上制剂,根据实际需要,可采用本领域常规方法制成乳油、悬浮剂、水乳剂、微乳剂、可湿性粉剂或水分散粒剂中的一种,优选剂型为乳油、水乳剂和微乳剂。
本发明实施例所用的实验方法如无特殊说明,均为常规方法。
本发明实施例所用的材料、试剂等,所如无特殊说明,均可从商业途径得到。
本发明制剂制备过程中,所采用的助剂均为本领域常规的助剂,本领域技术人员可以根据配置的抑制剂或杀菌剂的剂型选择对应的助剂,并且百分比均为重量百分比。
实施例1
该实施例为5%萝卜硫素微乳剂的制备,按100质量份计,称取5份萝卜硫素、20份苯乙烯苯酚聚乙烯醚磷酸酯和农乳500#、10份二甲基亚砜、10份二甲苯、4份乙二醇,搅拌充分溶解后,用去离子水补足余量,继续搅拌至均相,制得5%萝卜硫素微乳剂。
实施例2
该实施例为2%萝卜硫素水乳剂的制备,按100质量份计,称取2份萝卜硫素、6份三苯乙基酚聚氧乙烯醚、4份壬基酚聚氧乙烯醚、4份二甲基亚砜和6份二甲苯、5份蓖麻油、0.5份正丁醇、5份异丙醇、黄原胶0.2份,用去离子水补足余量,上述原料经混合,高速剪切搅拌分散,制得2%萝卜硫素水乳剂。
实施例3
该实施例为20%萝卜硫素乳油制备,其制备方法为常规乳油制备方法,所用助剂为本领域乳油制剂的常规助剂,在此不再赘述。
试验例1萝卜硫素抑菌剂对植物病原细菌的抑制活性测定
(1)供试菌种
芒果细菌性角斑病菌Xanthomonas compestris pv.mangiferaeindicae、甜瓜细菌性果斑病菌Acidovorax citrulli、辣椒青枯病菌Ralstonia solanacearum、水稻细菌性条斑病菌Xanthomonas oryzae pv.oryzicola、柑橘溃疡病菌Xanthomonas citripv.citri、猕猴桃溃疡病菌Pseudomonas syringae pv.actinidiae、草莓细菌性角斑病菌Xanthomonas fragariae、白菜软腐病菌Pectobacterium carotovorumsubsp.carotovorum、马铃薯软腐病菌Pectobacterium carotovorum subsp.brasiliense和木薯细菌性萎蔫病Xanthomonas axonopodis pv.manihotis。上述菌种均由中国热带农业科学院环境与植物保护研究所农药化学生物学与应用课题组提供。
(2)试验方法
(2.1)离体活性检测
为评价萝卜硫素对植物病原菌的抑制作用,本发明采用浑浊度法(96孔酶标板)测定化合物对植物病原细菌的最小抑菌浓度评价本发明的化合物对植物病原细菌的抑菌活性。方法参照石超(石超等.原儿茶醛对阪崎克罗诺肠杆菌的抑制作用及机理[J].现代食品科技,2017,33(07):105-111,62.)的方法,将制备好的菌悬液(浓度约109cfu/mL)加入96孔培养板中,每孔10μL。对照组添加不含药的培养液,每孔200μL;试验组则添加各系列浓度的含药培养液,每孔200μL。同时,对照组和试验组均设置不接种菌液的背景组。将药剂溶液与菌悬液吹打混匀后,将样品处理板置于培养箱中振动(500r/min)培养,设置培养温度28~30℃,培养时间18~24h,用酶标仪测定培养菌液OD600值。用下面公式计算化合物对病原细菌的抑制效果。
抑菌率(%)={(对照组OD600-对照背景组OD600)-(试验组OD600-化合物背景组OD600)}/(对照组OD600-对照背景组OD600)×100%(公式1)
结果分析:
萝卜硫素对供试10种植物病原细菌的抑菌活性结果如表1所示,结果表明,供试萝卜硫素浓度为1000mg/L时,对水稻细菌性条斑病菌、水稻细菌性条斑病菌、柑橘溃疡病菌、木薯细菌性萎蔫病菌、辣椒青枯病菌、草莓细菌性角斑病菌、芒果细菌性角斑病菌、马铃薯软腐病菌具有很好的抑菌作用,抑制率均在90%以上,对白菜软腐病菌和甜瓜细菌性果斑病菌也具有一定抑制活性,抑制率为55.34%和50.61%。
表1萝卜硫素对10种植物病原细菌的抑菌活性
供试菌种 | 抑制率(%) | 供试菌种 | 抑制率(%) |
芒果细菌性角斑病菌 | 93.76 | 草莓细菌性角斑病菌 | 94.24 |
甜瓜细菌性果斑病菌 | 50.61 | 白菜软腐病菌 | 55.34 |
辣椒青枯病菌 | 98.54 | 马铃薯软腐病菌 | 93.11 |
水稻细菌性条斑病菌 | 94.60 | 木薯细菌性萎蔫病菌 | 95.86 |
猕猴桃溃疡病菌 | 81.31 | 柑橘溃疡病菌 | 96.62 |
根据前述筛选结果,测定了萝卜硫素对芒果细菌性角斑病菌等8种植物病原菌的最小抑菌浓度(MIC)(如表2所示)。结果表明,萝卜硫素对水稻辣椒青枯病菌的离体活性较好,其MIC为460mg/L;对甜瓜细菌性果斑性病菌的离体抑制作用较弱,MIC为1667mg/L。
表2萝卜硫素对水稻细菌性条斑病菌等8种病菌的最小抑菌浓度和亚抑菌浓度
供试病菌 | MIC(mg/L) |
芒果细菌性角斑病菌 | 1000 |
辣椒青枯病菌 | 460 |
柑橘溃疡病菌 | 1400 |
水稻细菌性条斑病菌 | 800 |
草莓细菌性角斑病菌 | 1200 |
马铃薯软腐病菌 | 750 |
木薯细菌性萎蔫病菌 | 1200 |
甜瓜细菌性果斑病菌 | 1667 |
试验例2萝卜硫素对水稻细菌性条斑病的防效试验
采用损伤接种法测试萝卜硫素对水稻细菌性条斑病盆栽防治效果。水稻种子(日本晴)播于育苗盆中,待幼苗长至15cm高时,转移至花盆中,每个花盆移栽2株水稻幼苗,幼苗移栽成活后,选择长势相对一致水稻苗盆,每个重复处理10片。待移栽苗长至分蘖期,用消毒过的剪刀在水稻叶片尖端2cm剪掉处形成伤口。将不同浓度的萝卜硫素(1000、500、250mg/L)、2%春雷霉素水剂及无菌水等5个处理液,浸泡水稻叶片伤口处后自然晾干,重复浸药2次,自然晾干后接种条斑病菌菌悬液(OD600为0.8左右),放置于28-30℃,相对湿度90±5℃,光/暗周期14/10h,每个处理4个重复。培养14d后,观察发病情况,记录病情指数,参照文献(阴沟肠杆菌MY01的鉴定及防治水稻细菌性条斑病研究[J],植物病理学报,2020,50(4):471-478)的病害等级标准,按照公式(2)和公式(3)计算防效。
病害等级:
0级:剪口处无明显病斑;
1级:仅有小点半透明水溃状病斑,占叶面积的1%以下;
3级:有零星短而窄条病斑,占叶面积的1%~5%;
5级:病斑较多,占叶面积的6%~25%;
7级:病斑较密,占叶面积的26%~50%;
9级:病斑面积在50%以上,叶片变成橙褐色,卷曲、枯死。
药效计算公式:
结果分析:
水稻盆栽试验结果显示,萝卜硫素对水稻细菌性条斑病具有良好的保护防效。20%萝卜硫素乳油在处理浓度1000mg/L时,对水稻细菌性条斑病防治效果达76.67%,处理浓度500mg/L的防效优于2%春雷霉素水剂处理的防效。萝卜硫素在250mg/L保护防效仍在40%以上。
表3萝卜硫素对水稻细菌性条斑病盆栽试验防效
试验例3萝卜硫素对辣椒青枯病的盆栽防效试验
待辣椒苗长至3-4片时,将萝卜硫素不同浓度(2000mg/L、1000mg/L和500mg/L)、2%春雷霉素水剂1000mg/L和清水5个处理各10mL灌根,隔2d灌根1次,共3次,第3次灌根后1d,沿辣椒苗茎距地面3cm处滴灌2mL青枯病菌(OD600为0.8-1.0),每处理20个株,置于29-32℃,14h/10h光周期条件下,继续培养,14-28d观察记录发病株数,参照《药效准则》第32部分“杀菌剂防治番茄青枯病”(NY/T 1464.32-2010)记录统计,按照公式4和公式5计算防效。
发病率(%)=发病株数/调查株数×100 (公式4)
防效%=(对照组施药后发病率-处理组施药后发病率)/对照组施药后发病率×100 (公式5)
结果分析:
对辣椒盆栽试验结果表明,萝卜硫素对辣椒青枯病具有较强的保护防效。接种培养21d后,萝卜硫素处理浓度2000mg/L对青枯病菌的保护防效为84.59%,处理浓度1000mg/L的防效高于对照药剂2%春雷霉素水剂防效;培养28d,萝卜硫素处理浓度2000mg/L对辣椒青枯病防治效果仍达70%以上,显著优于2%春雷霉素水剂的防效。
表4萝卜硫素对辣椒青枯病的盆栽试验
试验例4萝卜硫素对芒果细菌角斑病菌的盆栽试验
待盆栽芒果(品种:台农)新抽梢叶片5d,将萝卜硫素(1000、500和250mg/L)、4%春雷霉素水剂500mg/L、清水5个处理均匀喷施在芒果叶片,自然干后,将含有0.1%tween-20的芒果细菌性角斑病菌菌悬液(OD600为1.0左右),喷嘴接种至芒果叶片上,每个处理3个新梢,重复3次,保湿光照培养10d、20d,观察发病情况,调查病情指数(公式6),并计算防治效果(公式7)。细菌性角斑病病害分级标准[参考《药效二》“杀菌剂防治柑橘溃疡病”)]:
0级:无病斑;
1级:每叶有病斑1-5个;
3级:每叶有病斑6-10个;
5级:每叶有病斑11-15个;
7级:每叶有病斑16-20个;
9级:每叶有病斑21个以上;
药效计算公式:
结果分析:
结果表明,萝卜硫素对芒果细菌性角斑病具有较强的防治效果,其供试浓度为1000mg/L时,对芒果细菌性角斑病的防治效果为71.38%;当其供试浓度为500mg/L时,其对该病害的防治效果仍为62.48%,与对照药剂2%春雷霉素水剂防治效果相当,而当其浓度降至250mg/L,对芒果细菌角斑病防效不佳。
表5萝卜硫素对芒果细菌性角斑病的药效试验
本领域的技术人员容易理解,以上所述仅为本发明的较佳实施例而已,并不用以限制本发明,凡在本发明的精神和原则之内所作的任何修改、等同替换和改进等,均应包含在本发明的保护范围之内。
Claims (1)
1. 萝卜硫素在防治植物细菌性病害的应用,其特征在于,所述病害的病原菌为甜瓜细菌性果斑病菌Acidovorax citrulli、白菜软腐病菌Pectobacterium carotovorum subsp. carotovorum、马铃薯软腐病菌Pectobacterium carotovorum subsp. brasiliense。
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