氟醚菌酰胺波谱学数据全归属
收稿日期: 2025-04-02
网络出版日期: 2025-05-06
基金资助
国家重点研发计划(2023YFD1700700)
Spectroscopic Data of Fluopimomide and Interpretations
Received date: 2025-04-02
Online published: 2025-05-06
氟醚菌酰胺是一种广谱类杀菌剂,联合使用高分辨率质谱(HR-MS)、紫外光谱(UV)、红外光谱(IR)及核磁共振波谱(NMR)对氟醚菌酰胺的结构进行了鉴定,指出了紫外光谱的特征吸收带、红外光谱的特征吸收峰及其对应的各官能团的振动形式,同时对核磁共振氢谱(1H NMR)、碳谱(13C NMR)、无畸变极化转移增强谱(DEPT)、同核位移相关谱(1H-1H COSY)、异核单量子相关谱(1H-13C HSQC)、异核多键相关谱(1H-13C HBMC)进行了解析,指认了相关基团的连接顺序,确证了该化合物的结构.波谱学信息及化合物结构的确证不仅对农药生产过程中的质量管控有着非常重要的意义,还为氟醚菌酰胺类似物的合成提供参考.
易春海 , 李芳 , 杨晓云 . 氟醚菌酰胺波谱学数据全归属[J]. 波谱学杂志, 2025 , 42(4) : 429 -436 . DOI: 10.11938/cjmr20253157
Fluopimomide is a broad-spectrum fungicide whose structure was characterized using high-resolution mass spectrometry (HR-MS), ultraviolet spectroscopy (UV), infrared spectroscopy (IR), and nuclear magnetic resonance spectroscopy (NMR). The characteristic absorption bands in the UV spectrum, as well as the characteristic absorption peaks in the IR spectrum and their corresponding vibrational modes of functional groups were identified. Furthermore, the structure was confirmed through comprehensive analysis of 1H NMR spectrum, 13C NMR spectrum, distortionless enhancement by polarization transfer (DEPT), homonuclear correlation spectrum (1H-1H COSY), heteronuclear single quantum coherence spectroscopy (1H-13C HSQC), and heteronuclear multiple bond correlation spectroscopy (1H-13C HMBC). The connectivity of relevant groups was assigned, thereby unequivocally verifying the compound's structure. The spectroscopic data and structural confirmation are crucial for quality control during pesticide production and provide a valuable reference for the synthesis of fluopimomide analogs.
Key words: NMR; fluopimomide; complete assignment; HR-MS; IR
| [1] | LI J J, LI N, MENG Z, et al. Fluopimomide-A newly developed fungicide in China: recent research progress[J]. Agrochemicals. 2019, 58(9): 631-634. |
| 李晶晶, 李娜, 孟臻, 等. 我国自主创制农药氟醚菌酰胺的研究进展[J]. 农药. 2019, 58(9): 631-634. | |
| [2] | CHI H W, HAN J, TANG J F, et al. Synergism and field control effect of mixtures of fluopimomide and iprovalicarb against Phytophthora infestans[J]. Agrochemicals. 2023, 62(9): 680-683. |
| 迟会伟, 韩君, 唐剑峰, 等. 氟醚菌酰胺和缬霉威对马铃薯晚疫病菌增效及田间防效[J]. 农药. 2023, 62(9): 680-683. | |
| [3] | MENG R J, WANG W Q, LU F, et al. Synergistic interaction and field control effect of mixtures of LH-2010A with dimethomorph against Phytophthora infestans[J]. Agrochemicals. 2017, 56(2): 141-144. |
| 孟润杰, 王文桥, 路粉, 等. 氟醚菌酰胺与烯酰吗啉混配对马铃薯晚疫病菌增效作用及田间药效[J]. 农药. 2017, 56(2): 141-144. | |
| [4] | HAN J, WU J T, ZHAO G W, et al. Determination of separated and joint toxicity and field control effect of fluopimomide and pyraclostrobin against plasmopara viticola[J]. Pesticide Science and Administration. 2020, 41(7): 55-59. |
| 韩君, 吴建挺, 赵恭文, 等. 氟醚菌酰胺和吡唑醚菌酯对葡萄霜霉病联合毒力及田间防效[J]. 农药科学与管理. 2020, 41(7): 55-59. | |
| [5] | 何玲. 氟醚菌酰胺对辣椒疫霉的作用方式及作用机理研究[D]. 北京: 中国农业科学院, 2016. |
| [6] | HE L, YUAN H Z, TANG J F, et al. Preliminary studies on the action mechanism of the novel fungicide LH-2010A against Phytophthora capsici[J]. Chinese Journal of Pesticide Science. 2016, 18(2): 185-193. |
| 何玲, 袁会珠, 唐剑锋, 等. 新型杀菌剂氟醚菌酰胺对辣椒疫霉的作用机制初探[J]. 农药学学报. 2016, 18(2): 185-193. | |
| [7] | JIANG L, WANG H, ZONG X, et al. Effects of soil treated fungicide fluopimomide on tomato (Solanum lycopersicum L.) disease control and plant growth[J]. Open Life Sc, 2022, 17(1): 800-810. |
| [8] | 姜莉莉. 氟醚菌酰胺对番茄四种病害的控制效果及对土壤微生物多样性的影响[D]. 泰安: 山东农业大学, 2015. |
| [9] | 刘炳洁. 氟醚菌酰胺对南方根结线虫及秀丽隐杆线虫的生殖毒性研究[D]. 泰安: 山东农业大学, 2024. |
| [10] | LIU B, LIU H, ZHANG S, et al. Evaluation of the reproductive toxicity of fluopimomide in meloidogyne incognita and caenorhabditis elegans[J]. Agronomy-Basel, 2023, 13(10): 2471. |
| [11] | LI J, MENG Z, LI N, et al. Evaluating a new non-fumigant nematicide fluopimomide for management of southern root-knot nematodes in tomato[J]. Crop Prot, 2020, 129: 105040. |
| [12] | 李玉杰. 氟醚菌酰胺与贝莱斯芽孢杆菌TA-1联用对南方根结线虫的防效研究[D]. 泰安: 山东农业大学, 2023. |
| [13] | LIU D Y, WANG Y R, WEI H F, et al. Spectral analysis of fungicide cyflufenamid[J]. Chinese J Magn Reson, 2016, 33(1): 142-152. |
| 刘德云, 王亚茹, 魏海峰, 等. 杀菌剂环氟菌胺波谱学数据全归属[J]. 波谱学杂志. 2016, 33(1): 142-152. | |
| [14] | YUAN Y F, HONG H, YANG X Y, et al. Spectroscopic data of fluacrypyrim and interpretations[J]. Chinese J Magn Reson, 2013, 30(4): 567-575. |
| 袁云飞, 洪海, 杨晓云, 等. 嘧螨酯波谱学数据全归属[J]. 波谱学杂志. 2013, 30(4): 567-575. | |
| [15] | 邢程远. 含吡啶环的噻唑或噻二唑衍生物的合成及抑菌活性研究[D]. 泰安: 山东农业大学, 2017. |
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