CN115413658A - 一种肉桂酸衍生物在防治农业病原霉菌中的应用 - Google Patents
一种肉桂酸衍生物在防治农业病原霉菌中的应用 Download PDFInfo
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
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Abstract
本发明公开了一系列肉桂酸衍生物作为抗菌剂在防治农业病原霉菌中的应用,属于天然药物化学领域和农药科学领域。抑菌活性测定结果显示,本发明的肉桂酸衍生物对扩展青霉、匍枝根霉、黄曲霉和核果褐腐具有显著的抗菌活性,可进一步开发其成为新型农用杀菌剂。
Description
技术领域
本发明涉及一种肉桂酸衍生物在防治农业病原霉菌中的应用,属于天然药物化学领域和农药科学领域。
背景技术
植物病菌感染是导致农产品质量和产量大幅下降的原因之一,由于新传染病的频发和现有药物产生耐药性的病原微生物数量增加,植物病菌引起的植物病害给农业造成巨大的产量和经济损失,威胁全球粮食安全和公众健康,进而导致农业从业者的收入随之削减。因此,急需积极探索出具有广泛杀菌谱和全新作用靶标的杀菌剂以抵抗植物病菌的侵染。
天然产物独特的分子结构为药物化学家提供了药物设计的宝贵灵感。目前,从天然产物中发现新的先导化合物以提高疗效和对抗耐药性仍被认为是最有效的策略之一。肉桂酸是从肉桂皮或安息香分离出的有机酸,是植物组织中由苯丙氨酸脱氨降解产生的苯丙烯酸,广泛分布于蜂胶、蔬菜和水果等天然物质中,由于其结构简单、原料易得、毒性低且具有广泛的生物活性,已成为抗菌领域重要的研究方向之一。
发明内容
本发明的目的是通过肉桂酸衍生物对农业病原霉菌的抑制作用,尤其是对扩展青霉、匍枝根霉、黄曲霉、核果褐腐病的抑制作用进行研究,以用于防治由其引起的植物病害。
为了研究肉桂酸衍生物对植物病原真菌的抑制作用,分别测定了18种不同化学结构的肉桂酸衍生物对扩展青霉、匍枝根霉、黄曲霉、核果褐腐的抑制率。
供试菌种扩展青霉、匍枝根霉、黄曲霉、核果褐腐由甘肃省农业科学院提供。
所述18种肉桂酸衍生物的分子结构式如下:
肉桂酸衍生物对植物病原霉菌的抑菌活性测定:采用马铃薯葡萄糖琼脂培养基(PDA培养基)进行。其制备方法如下:先将马铃薯洗净去皮,称取200g切成小块,加水煮烂(煮沸20-30分钟,马铃薯块能被玻璃棒戳破即可),用八层纱布过滤,加热,再加15g琼脂,继续加热搅拌混匀,待琼脂溶解完后,加入葡萄糖,搅拌均匀,稍冷却后再补足水分至1000毫升,分装锥形瓶,加塞、包扎,115℃灭菌2h,备用。将化合物H-01~H-22分别用DMSO溶解,加入培养基中,混合均匀,使培养基中的化合物浓度分别为50μg/mL,以等浓度的DMSO作为空白对照,以上市药物嘧菌酯为阳性对照。倒平板,冷却后分别接菌,置于23摄氏度培养箱中培养,以空白对照菌丝长满培养皿为限,测定各化合物的抑菌率。所有试验设三个平行组或重复三次。抑菌率的计算按下述计算公式进行:
测试结果见表1。结果表明本发明涉及的肉桂酸衍生物对部分病原菌抑菌效果表现优异,通过降浓度,利用SPSS软件求出半数效应浓度(EC50),测定得到的活性数据见表2。
由表1和表2的测定结果可知,本发明涉及的肉桂酸衍生物对于扩展青霉、匍枝根霉、黄曲霉和核果褐腐具有显著的抗菌活性,由表1和表2的测定结果可知,本发明涉及的肉桂酸衍生物对所测试病原菌具有一定的抗菌活性,特别是化合物A-8至A-13,A-18对匍枝根霉表现出较高的活性,其EC50 值为1.10-1.14μg/mL,可进一步开发其成为新型农用杀菌剂。
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113350327A (zh) * | 2021-07-08 | 2021-09-07 | 中国科学院兰州化学物理研究所 | 肉桂酸及其衍生物作为抗菌剂在抑制人源性病菌中的应用 |
CN113367133A (zh) * | 2021-07-08 | 2021-09-10 | 中国科学院兰州化学物理研究所 | 肉桂酸及其衍生物作为抗菌剂在抑制植物病原细菌中的应用 |
CN113455507A (zh) * | 2021-07-02 | 2021-10-01 | 中国科学院兰州化学物理研究所 | 天然源黄酮类化合物作为抗菌剂在抑制植物病原细菌中的应用 |
CN113994961A (zh) * | 2021-11-12 | 2022-02-01 | 中国科学院兰州化学物理研究所 | 苯丙素类天然源化合物作为杀菌剂在防治植物病菌中的应用 |
CN114195691A (zh) * | 2021-12-16 | 2022-03-18 | 贵州大学 | 一种含酰胺的阿魏酸衍生物及其制备方法和应用 |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113455507A (zh) * | 2021-07-02 | 2021-10-01 | 中国科学院兰州化学物理研究所 | 天然源黄酮类化合物作为抗菌剂在抑制植物病原细菌中的应用 |
CN113350327A (zh) * | 2021-07-08 | 2021-09-07 | 中国科学院兰州化学物理研究所 | 肉桂酸及其衍生物作为抗菌剂在抑制人源性病菌中的应用 |
CN113367133A (zh) * | 2021-07-08 | 2021-09-10 | 中国科学院兰州化学物理研究所 | 肉桂酸及其衍生物作为抗菌剂在抑制植物病原细菌中的应用 |
CN113994961A (zh) * | 2021-11-12 | 2022-02-01 | 中国科学院兰州化学物理研究所 | 苯丙素类天然源化合物作为杀菌剂在防治植物病菌中的应用 |
CN114195691A (zh) * | 2021-12-16 | 2022-03-18 | 贵州大学 | 一种含酰胺的阿魏酸衍生物及其制备方法和应用 |
Non-Patent Citations (1)
Title |
---|
张矛: "喹喔啉苯腙衍生物和肉桂酰胺衍生物的合成及生物活性研究" * |
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Application publication date: 20221202 |
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