Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against <i>Botrytis cinerea</i>

CHENG Lele; XIE Jia; ZHAO Jingjie; ZHENG Shuai; SUN Ranfeng

doi:10.15886/j.cnki.rdswxb.20240020

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Volume 16 Issue 2

Apr. 2025

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Article Navigation > Journal of Tropical Biology > 2025 > 16(2): 206-217

CHENG Lele, XIE Jia, ZHAO Jingjie, ZHENG Shuai, SUN Ranfeng. Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea[J]. Journal of Tropical Biology, 2025, 16(2): 206-217. doi: 10.15886/j.cnki.rdswxb.20240020

Citation:

CHENG Lele, XIE Jia, ZHAO Jingjie, ZHENG Shuai, SUN Ranfeng. Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea[J]. Journal of Tropical Biology, 2025, 16(2): 206-217. doi: 10.15886/j.cnki.rdswxb.20240020

Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

doi: 10.15886/j.cnki.rdswxb.20240020

School of Tropical Agriculture and Forestry/Ministry of Education Key Laboratory of Green Prevention and Control of BioDisasters in Tropical Agriculture and Forestry, Hainan University, Haikou, Hainan 570228, China

Received Date: 2024-01-31
Rev Recd Date: 2024-05-04

Abstract

Previous studies in our laboratory have showed that a new compound N-arylpyridine-4-one class [1-（4-（tert-butyl）phenyl）-3-hydroxy-2-methylpyridin-4（1H）-one,HAINU-19] had better fungicidal activity against Botrytis cinerea.In order to further clarify the control effect of the compound on gray mold of tomato,the toxicity of mixtures of HAINU-19 and azoxystrobin against the multi-resistant strain of B.cinerea was evaluated.The toxicity of the mixtures of HAINU-19 and azoxystrobin to B.cinerea at different ratios was determined by mycelial growth rate method to select the optimal synergistic ratio,and the synergistic mechanism of the mixtures was assessed by using the inhibition rate of spore germination,the morphology of mycelium and dry mycelia mass,as well as soluble protein content,reducing sugar content,malondialdehyde content and antioxidant enzyme activity.The results showed that the EC₅₀ values of HAINU-19 and azoxystrobin against the strain of B.cinerea were7.926 μg·mL^-1 and 23.898 μg·mL^-1,respectively,with the synergistic coefficient of W_HAINU-19:W_Azoxystrobin=4:3being 2.034,indicating the mixture at this ratio had the most significant synergies.After treatment with W_HAINU-19:W_Azoxytrobin=4:3 mixture,spore germination and mycelia growth were inhibited,and the cell membrane permeability was increased.Furthermore,the soluble protein and reducing sugar content were decreased,while the malondialdehyde content and antioxidant enzyme activity increased.This indicated that the synergistic combination mainly improved cell membrane permeability and electrolyte extravasation by increasing the degree of cell membrane damage,which resulted in the damage of mycelial growth.Meanwhile,the protein synthesis and glucose metabolism were inhibited,and the accumulation of intracellular reactive oxygen species was stressed,which inhibited the normal growth of B.cinerea.
- gray mold of tomato,
- HAINU-19,
- azoxystrobin,
- toxicity ratio,
- action mechanism

References

[1]	张体敏, 高霞, 田瑞新, 等. 番茄灰霉病的防治研究进展[J]. 园艺与种苗, 2022, 42(2):28-29.
[2]	MERCIER A, CARPENTIER F, DUPLAIX C, et al. The polyphagous plant pathogenic fungus Botrytis cinerea encompasses host-specialized and generalist populations[J]. Environmental Microbiology, 2019, 21(12):4808-4821.
[3]	WANG Q, CHEN X, CHAI X, et al. The involvement of jasmonic acid, ethylene, and salicylic acid in the signaling pathway of Clonostachys rosea-induced resistance to gray mold disease in tomato[J]. Phytopathology, 2019, 109(7):1102-1114.
[4]	王方方, 付清泉, 史学伟, 等. 灰霉病致病机理及其防治措施研究进展[J]. 中国果菜, 2024, 44(1):47-53.
[5]	FERNÁNDEZ-ORTUÑO D, GRABKE A, LI X, et al. Independent emergence of resistance to seven chemical classes of fungicides in Botrytis cinerea[J]. Phytopathology, 2015, 105(4):424-432.
[6]	SHAO W, ZHAO Y, MA Z. Advances in understanding fungicide resistance in Botrytis cinerea in China[J]. Phytopathology, 2021, 111(3):455-463.
[7]	LEROUX P, GREDT M, LEROCH M, et al. Exploring mechanisms of resistance to respiratory inhibitors in field strains of Botrytis cinerea, the causal agent of gray mold[J]. Applied and Environmental Microbiology, 2010, 76(19):6615-6630.
[8]	LIANG C, YANG L, SHAO Y, et al. Broad-spectrum antifungal activity of dichloromethane extract of Waltheria indica stems and isolated compounds[J]. Industrial Crops and Products, 2019, 142:111855.
[9]	俞秀强. N-芳基吡啶-4-酮类化合物的农用抑菌活性研究[D]. 海口:海南大学, 2020.
[10]	路粉, 吴杰, 李洋, 等. 北方三省(自治区)马铃薯晚疫病菌对QoI类杀菌剂敏感性动态监测[J]. 植物病理学报, 2023, 53(4):655-665.
[11]	YIN W X, ADNAN M, SHANG Y, et al. Sensitivity of Botrytis cinerea from nectarine/cherry in China to six fungicides and characterization of resistant isolates[J]. Plant Disease, 2018, 102(12):2578-2585.
[12]	肖婷, 许媛, 陈宏州, 等. 江苏丘陵地区草莓灰霉病菌(Botrytis cinerea)对QoIs类杀菌剂的抗药性研究[J]. 果树学报, 2017, 34(5):603-610.
[13]	王栓, 陈金鹏, 付刘元, 等. 4种杀菌剂及其复配剂对禾谷镰孢菌的毒力影响[J]. 现代农药, 2021, 20(5):51-55.
[14]	刘西莉, 苗建强, 张灿. 植物病原菌抗药性及其抗性治理策略[J]. 农药学学报, 2022, 24(5):921-936.
[15]	林贻平. 辣椒疫霉菌防治药剂的筛选、混配及其作用机理研究[D]. 长沙:湖南农业大学, 2022.
[16]	刘启凤, 张北京, 尹丰满, 等. 中南鱼藤枝叶提取物对植物病原真菌的抑菌活性[J]. 热带生物学报, 2022, 13(3):227-234.
[17]	陈福良, 郑斐能, 王仪. 农药混配室内毒力测定的一种实验技术[J]. 农药科学与管理, 1997(4):30-31.
[18]	姜玉玲, 梁巧兰, 魏列新, 等. 几种生物农药及其混配剂对兰州百合贮存期鳞茎腐烂病防治作用[J]. 中国生物防治学报, 2021, 37(5):1041-1049.
[19]	牛慧慧, 赵建江, 韩秀英, 等. 啶酰菌胺与烯肟菌酯复配对灰葡萄孢的毒力增效作用[J]. 农药, 2019, 58(1):61-64.
[20]	CUI H, ZHANG C, LI C, et al. Antimicrobial mechanism of clove oil on Listeria monocytogenes[J]. Food Control, 2018, 94:140-146.
[21]	扶艳萍, 漆艳香, 谢艺贤, 等. 香蕉灰纹病的病原鉴定及其生物学特性[J]. 热带生物学报, 2021, 12(1):63-71.
[22]	窦孟兰. 两种抑菌化合物对植物病原菌的作用机理初步研究[D]. 海口:海南大学, 2021.
[23]	YIN F M, LIU Q F, ZHANG B J, et al. Microemulsion preparation of Waltheria indica extracts and preliminary antifungal mechanism exploration[J]. Industrial Crops and Products, 2021, 172:114000.
[24]	YIN Y, MIAO J, SHAO W, et al. Fungicide resistance:progress in understanding mechanism, monitoring, and management[J]. Phytopathology, 2023, 113(4):707-718.
[25]	赵健钦, 金京, 陈杰. QoI类杀菌剂应用与抗性机制研究进展[J]. 世界农药, 2023, 45(7):19-30.
[26]	魏佳爽, 袁善奎, 向冰峰, 等. 番茄灰霉病菌(Botrytis cinerea)对3 种杀菌剂的抗性监测及交互抗药性研究[J]. 现代农药, 2021, 20(1):46-49.
[27]	张春容. 嘧菌酯与腐霉利复配防治蔬菜灰霉病的应用研究[D]. 绵阳:西南科技大学, 2015.
[28]	李文静, 任立瑞, 方文生, 等. 乙蒜素和嘧菌酯及其复配剂对4种病原真菌的室内毒力测定[J]. 江苏农业科学, 2023, 51(21):113-118.
[29]	YU X, ZHU X, ZHOU Y, et al. Discovery of N-arylpyridine-4-ones as novel potential agrochemical fungicides and bactericides[J]. Journal of Agricultural and Food Chemistry, 2019, 67(50):13904-13913.
[30]	SHI Y, CAI M, WANG H. Single-molecule force microscopy:a powerful tool for studying the mechanical properties of cell membranes[J]. Current Analytical Chemistry, 2022, 18(6):664-676.
[31]	汪敏. 恶霉灵与嘧菌酯复配防治甜瓜枯萎病及其作用机制[D]. 沈阳:沈阳农业大学, 2023.
[32]	XIAO W L, WANG N, YANG L L, et al. Exploiting natural maltol for synthesis of novel hydroxypyridone derivatives as promising anti-virulence agents in bactericides discovery[J]. Journal of Agricultural and Food Chemistry, 2023, 71(17):6603-6616.
[33]	牛慧慧. 啶酰菌胺与烯肟菌酯复配对灰葡萄孢毒力增效作用及机理初探[D]. 保定:河北农业大学, 2019.
[34]	DING X, JIANG Y, HAO T, et al. Effects of heat shock on photosynthetic properties, antioxidant enzyme activity, and downy mildew of cucumber (Cucumis sativus L.)[J]. PLoS One, 2016, 11(4):e0152429.
[35]	LUO J, LI Z, WANG J, et al. Antifungal activity of isoliquiritin and its inhibitory effect against Peronophy- thora litchi Chen through a membrane damage mechanism[J]. Molecules, 2016, 21(2):237.
[36]	冯庭跃. 磺酰胺类化合物SYAUP-CN-26对灰葡萄孢菌作用机理研究[D]. 沈阳:沈阳农业大学, 2020.
[37]	刘薇, 孙桢, 姚苏焱, 等. 红芽香椿脂质过氧化及渗透调节特征对不同中性盐胁迫及恢复期的响应[J]. 农业科学研究, 2022, 43(2):13-17.
[38]	MILKOVIC L, CIPAK GASPAROVIC A, CINDRIC M, et al. Short overview of ROS as cell function regulators and their implications in therapy concepts[J]. Cells, 2019, 8(8):793.
[39]	陈娅, 林凡力, 王甲军, 等. 防治柑橘黑点病的室内药剂筛选及复配增效机理研究[C] //. 中国植物病理学会. 中国植物病理学会2018年学术年会论文集. 北京:中国农业科学技术出版社, 2018:1.
[40]	赵焕兰. 贝莱斯芽孢杆菌对樱桃番茄采后灰霉病的抑制机理研究及保鲜效果评价[D]. 合肥:合肥工业大学, 2023.
[41]	包华, 李康, 钟睦琪, 等. 胡椒碱对番茄灰霉病菌抑制作用及其机理研究[J]. 中国农业大学学报, 2022, 27(9):117-124.

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Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

School of Tropical Agriculture and Forestry/Ministry of Education Key Laboratory of Green Prevention and Control of BioDisasters in Tropical Agriculture and Forestry, Hainan University, Haikou, Hainan 570228, China

Received Date: 2024-01-31

Rev Recd Date: 2024-05-04

Key words:

Abstract: Previous studies in our laboratory have showed that a new compound N-arylpyridine-4-one class [1-（4-（tert-butyl）phenyl）-3-hydroxy-2-methylpyridin-4（1H）-one,HAINU-19] had better fungicidal activity against Botrytis cinerea.In order to further clarify the control effect of the compound on gray mold of tomato,the toxicity of mixtures of HAINU-19 and azoxystrobin against the multi-resistant strain of B.cinerea was evaluated.The toxicity of the mixtures of HAINU-19 and azoxystrobin to B.cinerea at different ratios was determined by mycelial growth rate method to select the optimal synergistic ratio,and the synergistic mechanism of the mixtures was assessed by using the inhibition rate of spore germination,the morphology of mycelium and dry mycelia mass,as well as soluble protein content,reducing sugar content,malondialdehyde content and antioxidant enzyme activity.The results showed that the EC₅₀ values of HAINU-19 and azoxystrobin against the strain of B.cinerea were7.926 μg·mL^-1 and 23.898 μg·mL^-1,respectively,with the synergistic coefficient of W_HAINU-19:W_Azoxystrobin=4:3being 2.034,indicating the mixture at this ratio had the most significant synergies.After treatment with W_HAINU-19:W_Azoxytrobin=4:3 mixture,spore germination and mycelia growth were inhibited,and the cell membrane permeability was increased.Furthermore,the soluble protein and reducing sugar content were decreased,while the malondialdehyde content and antioxidant enzyme activity increased.This indicated that the synergistic combination mainly improved cell membrane permeability and electrolyte extravasation by increasing the degree of cell membrane damage,which resulted in the damage of mycelial growth.Meanwhile,the protein synthesis and glucose metabolism were inhibited,and the accumulation of intracellular reactive oxygen species was stressed,which inhibited the normal growth of B.cinerea.

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Reference (41)

[1]	张体敏, 高霞, 田瑞新, 等. 番茄灰霉病的防治研究进展[J]. 园艺与种苗, 2022, 42(2):28-29.
[2]	MERCIER A, CARPENTIER F, DUPLAIX C, et al. The polyphagous plant pathogenic fungus Botrytis cinerea encompasses host-specialized and generalist populations[J]. Environmental Microbiology, 2019, 21(12):4808-4821.
[3]	WANG Q, CHEN X, CHAI X, et al. The involvement of jasmonic acid, ethylene, and salicylic acid in the signaling pathway of Clonostachys rosea-induced resistance to gray mold disease in tomato[J]. Phytopathology, 2019, 109(7):1102-1114.
[4]	王方方, 付清泉, 史学伟, 等. 灰霉病致病机理及其防治措施研究进展[J]. 中国果菜, 2024, 44(1):47-53.
[5]	FERNÁNDEZ-ORTUÑO D, GRABKE A, LI X, et al. Independent emergence of resistance to seven chemical classes of fungicides in Botrytis cinerea[J]. Phytopathology, 2015, 105(4):424-432.
[6]	SHAO W, ZHAO Y, MA Z. Advances in understanding fungicide resistance in Botrytis cinerea in China[J]. Phytopathology, 2021, 111(3):455-463.
[7]	LEROUX P, GREDT M, LEROCH M, et al. Exploring mechanisms of resistance to respiratory inhibitors in field strains of Botrytis cinerea, the causal agent of gray mold[J]. Applied and Environmental Microbiology, 2010, 76(19):6615-6630.
[8]	LIANG C, YANG L, SHAO Y, et al. Broad-spectrum antifungal activity of dichloromethane extract of Waltheria indica stems and isolated compounds[J]. Industrial Crops and Products, 2019, 142:111855.
[9]	俞秀强. N-芳基吡啶-4-酮类化合物的农用抑菌活性研究[D]. 海口:海南大学, 2020.
[10]	路粉, 吴杰, 李洋, 等. 北方三省(自治区)马铃薯晚疫病菌对QoI类杀菌剂敏感性动态监测[J]. 植物病理学报, 2023, 53(4):655-665.
[11]	YIN W X, ADNAN M, SHANG Y, et al. Sensitivity of Botrytis cinerea from nectarine/cherry in China to six fungicides and characterization of resistant isolates[J]. Plant Disease, 2018, 102(12):2578-2585.
[12]	肖婷, 许媛, 陈宏州, 等. 江苏丘陵地区草莓灰霉病菌(Botrytis cinerea)对QoIs类杀菌剂的抗药性研究[J]. 果树学报, 2017, 34(5):603-610.
[13]	王栓, 陈金鹏, 付刘元, 等. 4种杀菌剂及其复配剂对禾谷镰孢菌的毒力影响[J]. 现代农药, 2021, 20(5):51-55.
[14]	刘西莉, 苗建强, 张灿. 植物病原菌抗药性及其抗性治理策略[J]. 农药学学报, 2022, 24(5):921-936.
[15]	林贻平. 辣椒疫霉菌防治药剂的筛选、混配及其作用机理研究[D]. 长沙:湖南农业大学, 2022.
[16]	刘启凤, 张北京, 尹丰满, 等. 中南鱼藤枝叶提取物对植物病原真菌的抑菌活性[J]. 热带生物学报, 2022, 13(3):227-234.
[17]	陈福良, 郑斐能, 王仪. 农药混配室内毒力测定的一种实验技术[J]. 农药科学与管理, 1997(4):30-31.
[18]	姜玉玲, 梁巧兰, 魏列新, 等. 几种生物农药及其混配剂对兰州百合贮存期鳞茎腐烂病防治作用[J]. 中国生物防治学报, 2021, 37(5):1041-1049.
[19]	牛慧慧, 赵建江, 韩秀英, 等. 啶酰菌胺与烯肟菌酯复配对灰葡萄孢的毒力增效作用[J]. 农药, 2019, 58(1):61-64.
[20]	CUI H, ZHANG C, LI C, et al. Antimicrobial mechanism of clove oil on Listeria monocytogenes[J]. Food Control, 2018, 94:140-146.
[21]	扶艳萍, 漆艳香, 谢艺贤, 等. 香蕉灰纹病的病原鉴定及其生物学特性[J]. 热带生物学报, 2021, 12(1):63-71.
[22]	窦孟兰. 两种抑菌化合物对植物病原菌的作用机理初步研究[D]. 海口:海南大学, 2021.
[23]	YIN F M, LIU Q F, ZHANG B J, et al. Microemulsion preparation of Waltheria indica extracts and preliminary antifungal mechanism exploration[J]. Industrial Crops and Products, 2021, 172:114000.
[24]	YIN Y, MIAO J, SHAO W, et al. Fungicide resistance:progress in understanding mechanism, monitoring, and management[J]. Phytopathology, 2023, 113(4):707-718.
[25]	赵健钦, 金京, 陈杰. QoI类杀菌剂应用与抗性机制研究进展[J]. 世界农药, 2023, 45(7):19-30.
[26]	魏佳爽, 袁善奎, 向冰峰, 等. 番茄灰霉病菌(Botrytis cinerea)对3 种杀菌剂的抗性监测及交互抗药性研究[J]. 现代农药, 2021, 20(1):46-49.
[27]	张春容. 嘧菌酯与腐霉利复配防治蔬菜灰霉病的应用研究[D]. 绵阳:西南科技大学, 2015.
[28]	李文静, 任立瑞, 方文生, 等. 乙蒜素和嘧菌酯及其复配剂对4种病原真菌的室内毒力测定[J]. 江苏农业科学, 2023, 51(21):113-118.
[29]	YU X, ZHU X, ZHOU Y, et al. Discovery of N-arylpyridine-4-ones as novel potential agrochemical fungicides and bactericides[J]. Journal of Agricultural and Food Chemistry, 2019, 67(50):13904-13913.
[30]	SHI Y, CAI M, WANG H. Single-molecule force microscopy:a powerful tool for studying the mechanical properties of cell membranes[J]. Current Analytical Chemistry, 2022, 18(6):664-676.
[31]	汪敏. 恶霉灵与嘧菌酯复配防治甜瓜枯萎病及其作用机制[D]. 沈阳:沈阳农业大学, 2023.
[32]	XIAO W L, WANG N, YANG L L, et al. Exploiting natural maltol for synthesis of novel hydroxypyridone derivatives as promising anti-virulence agents in bactericides discovery[J]. Journal of Agricultural and Food Chemistry, 2023, 71(17):6603-6616.
[33]	牛慧慧. 啶酰菌胺与烯肟菌酯复配对灰葡萄孢毒力增效作用及机理初探[D]. 保定:河北农业大学, 2019.
[34]	DING X, JIANG Y, HAO T, et al. Effects of heat shock on photosynthetic properties, antioxidant enzyme activity, and downy mildew of cucumber (Cucumis sativus L.)[J]. PLoS One, 2016, 11(4):e0152429.
[35]	LUO J, LI Z, WANG J, et al. Antifungal activity of isoliquiritin and its inhibitory effect against Peronophy- thora litchi Chen through a membrane damage mechanism[J]. Molecules, 2016, 21(2):237.
[36]	冯庭跃. 磺酰胺类化合物SYAUP-CN-26对灰葡萄孢菌作用机理研究[D]. 沈阳:沈阳农业大学, 2020.
[37]	刘薇, 孙桢, 姚苏焱, 等. 红芽香椿脂质过氧化及渗透调节特征对不同中性盐胁迫及恢复期的响应[J]. 农业科学研究, 2022, 43(2):13-17.
[38]	MILKOVIC L, CIPAK GASPAROVIC A, CINDRIC M, et al. Short overview of ROS as cell function regulators and their implications in therapy concepts[J]. Cells, 2019, 8(8):793.
[39]	陈娅, 林凡力, 王甲军, 等. 防治柑橘黑点病的室内药剂筛选及复配增效机理研究[C] //. 中国植物病理学会. 中国植物病理学会2018年学术年会论文集. 北京:中国农业科学技术出版社, 2018:1.
[40]	赵焕兰. 贝莱斯芽孢杆菌对樱桃番茄采后灰霉病的抑制机理研究及保鲜效果评价[D]. 合肥:合肥工业大学, 2023.
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Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

doi: 10.15886/j.cnki.rdswxb.20240020

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Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

doi: 10.15886/j.cnki.rdswxb.20240020

School of Tropical Agriculture and Forestry/Ministry of Education Key Laboratory of Green Prevention and Control of BioDisasters in Tropical Agriculture and Forestry, Hainan University, Haikou, Hainan 570228, China

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Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

doi: 10.15886/j.cnki.rdswxb.20240020

Abstract

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通讯作者: 陈斌, bchen63@163.com

Proportional views

Related

Toxicity evaluation and mechanism analysis of a new compound HAINU-19 mixed with azoxystrobin against Botrytis cinerea

doi: 10.15886/j.cnki.rdswxb.20240020

School of Tropical Agriculture and Forestry/Ministry of Education Key Laboratory of Green Prevention and Control of BioDisasters in Tropical Agriculture and Forestry, Hainan University, Haikou, Hainan 570228, China

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