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首页> 外文期刊>Environmental Science & Technology >Chiral Triazole Fungicide Difenoconazole: Absolute Stereochemistry, Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Vegetables and Soil
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Chiral Triazole Fungicide Difenoconazole: Absolute Stereochemistry, Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Vegetables and Soil

机译：手性三唑类杀菌剂二苯并康唑：蔬菜和土壤中的绝对立体化学，立体选择性生物活性，水生毒性和环境行为

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摘要

In this study, the systemic assessments of the stereoisomers of triazole fungicide difenoconazole are reported for the first time, including absolute stereochemistry, stereo-selective bioactivity toward pathogens (Alternaria sonali, Fulvia fulva, Botrytis cinerea, and Rhizoctonia solani), and toxicity toward aquatic organisms (Scenedesmus obliquus, Daphnia magna, and Danio rerio). Moreover, the stereoselective degradation of difenoconazole in vegetables (cucumber, Cucumis sativus and tomato, Lycopersicon esculentum) under field conditions and in soil under laboratory-controlled conditions (aerobic and anaerobic) was investigated. There were 1.33-24.2-fold and 1.04-6.78-fold differences in bioactivity and toxicity, respectively. Investigations on the stereoselective degradation of difenoconazole in vegetables showed that the highest-toxic and lowest-bioactive (2S,4S)-stereoisomer displays a different enrichment behavior in different plant species. Under aerobic or anaerobic conditions, (2R,4R)-and (2R,4S)-difenoconazole were preferentially degraded in the soil. Moreover, difenoconazole was configurationally stable in the test soil matrices. On the basis of biological activity, ecotoxicity, and environmental behavior, it is likely that the use of pure (2R,4S)-difenoconazole instead of the commercial stereoisomer mix may help to increase the bioactivity and reduce environmental pollution.
机译：在这项研究中，首次报道了对三唑类杀菌剂二苯并呋喃唑的立体异构体的系统评估，包括绝对立体化学，对病原体（Alternaria sonali，富尔弗富弗尔瓦，灰葡萄孢和灰霉菌）的立体选择性生物活性，以及​​对水生生物的毒性。生物（斜S，水蚤（Daphnia magna）和里约热内卢（Danio rerio）。此外，还研究了田间条件下和实验室控制条件下（需氧和厌氧）条件下蔬菜（黄瓜，黄瓜，番茄，番茄）的苯甲康唑的立体选择性降解。生物活性和毒性分别有1.33-24.2倍和1.04-6.78倍的差异。对蔬菜中的芬尼康唑的立体选择性降解的研究表明，毒性最高，生物活性最低的（2S，4S）-立体异构体在不同植物物种中表现出不同的富集行为。在有氧或厌氧条件下，（2R，4R）-和（2R，4S）-二苯并康唑在土壤中优先降解。此外，在试验土壤基质中二苯并康唑的构型稳定。基于生物活性，生态毒性和环境行为，使用纯的（2R，4S）-二苯并康唑代替商业的立体异构体混合物可能有助于提高生物活性并减少环境污染。

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  • 来源
    《Environmental Science & Technology》 |2013年第7期|3386-3394|共9页
  • 作者

    Fengshou Dong; Jing Li; Bezhan Chankvetadze; Yongpu Cheng; Jun Xu; Xingang Liu; Yuanbo Li; Xiu Chen; Carlo Bertucci; Daniele Tedesco; Riccardo Zanasi; Yongquan Zheng;

  • 作者单位

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    Institute of Physical and Analytical Chemistry, Tbilisi State University, Chavchavadze Ave 3, 0179 Tbilisi, Georgia;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China ,Tianjin Agricultural University, Tianjin, 300380, China;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

    Department of Pharmacy and Biotechnology, University of Bologna, via Belmeloro 6, 40126 Bologna, Italy;

    Department of Pharmacy and Biotechnology, University of Bologna, via Belmeloro 6, 40126 Bologna, Italy;

    Department of Chemistry and Biology, University of Salerno, via Ponte Don Melillo, 84084 Fisciano, Italy;

    State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, 100193, P. R. China;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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