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新型苯并三唑啉酮衍生物的合成及生物活性。

Synthesis and biological activity of novel phenyltriazolinone derivatives.

机构信息

Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, Hubei, China.

出版信息

Molecules. 2010 Dec 9;15(12):9024-34. doi: 10.3390/molecules15129024.

DOI:10.3390/molecules15129024
PMID:21150822
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6259168/
Abstract

Phenyltriazolinones are one of the most important classes of herbicides targeting the protoporphyrinogen oxidase enzyme. A series of triazolinone derivatives containing a strobilurin pharmacophore were designed and synthesized with the aim of discovering new phenyltriazolinone analogues with high activity. The herbicidal activity of the synthesized compounds was assayed and some of the test compounds displayed moderate herbicidal activity at 150 g ai/ha.

摘要

苯并三唑酮类是一类最重要的除草剂，作用靶标为原卟啉原氧化酶。为了发现具有高活性的新型苯并三唑酮类似物，设计并合成了一系列含有嘧菌酯药效团的三唑啉酮衍生物。测定了所合成化合物的除草活性，部分测试化合物在 150 g ai/ha 下显示出中等除草活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8f31ae9f2649/molecules-15-09024-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/a838b39fc084/molecules-15-09024-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8dc51b95a4a4/molecules-15-09024-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8dc51b95a4a4/molecules-15-09024-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/b97122665568/molecules-15-09024-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8f31ae9f2649/molecules-15-09024-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/a838b39fc084/molecules-15-09024-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8dc51b95a4a4/molecules-15-09024-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8dc51b95a4a4/molecules-15-09024-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/b97122665568/molecules-15-09024-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8187/6259168/8f31ae9f2649/molecules-15-09024-g005.jpg

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本文引用的文献

1
Strobilurins: Evolution of a New Class of Active Substances.甲氧基丙烯酸酯类杀菌剂：一类新型活性物质的演变
Angew Chem Int Ed Engl. 1999 May 17;38(10):1328-1349. doi: 10.1002/(SICI)1521-3773(19990517)38:10<1328::AID-ANIE1328>3.0.CO;2-1.
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Synthesis, characterization and antimicrobial studies of 2-(4-methoxy-phenyl)-5-methyl-4-(2-arylsulfanyl-ethyl)-2,4-dihydro-[1,2,4] triazolo-3-ones and their corresponding sulfones.2-(4-甲氧基苯基)-5-甲基-4-(2-芳基硫基乙基)-2,4-二氢-[1,2,4]三唑-3-酮及其相应的砜的合成、表征和抗菌研究。
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Biochemical and structural consequences of a glycine deletion in the alpha-8 helix of protoporphyrinogen oxidase.
原卟啉原氧化酶α-8螺旋中甘氨酸缺失的生化和结构后果。
Biochim Biophys Acta. 2010 Jul;1804(7):1548-56. doi: 10.1016/j.bbapap.2010.04.004. Epub 2010 Apr 23.
4
Synthesis and biological activity of new (E)-alpha-(Methoxyimino)benzeneacetate derivatives containing a substituted pyrazole ring.新型（E）-α-（甲氧基亚氨基）苯乙酸酯衍生物的合成及生物活性，其中含有取代的吡唑环。
J Agric Food Chem. 2010 Mar 10;58(5):2664-7. doi: 10.1021/jf9026348.
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Stereoselective synthesis and antifungal activities of (E)-alpha-(methoxyimino)benzeneacetate derivatives containing 1,3,5-substituted pyrazole ring.含1,3,5-取代吡唑环的（E）-α-（甲氧基亚氨基）苯乙酸酯衍生物的立体选择性合成及其抗真菌活性
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Syntheses and herbicidal activities of novel triazolinone derivatives.新型三唑啉酮衍生物的合成及其除草活性
J Agric Food Chem. 2008 Mar 26;56(6):2118-24. doi: 10.1021/jf703654g. Epub 2008 Feb 26.
7
Synthesis and fungicidal evaluation of novel chalcone-based strobilurin analogues.新型查尔酮基甲氧基丙烯酸酯类似物的合成与杀菌活性评价
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Design and syntheses of novel phthalazin-1(2H)-one derivatives as acetohydroxyacid synthase inhibitors.新型邻苯二甲酰肼-1(2H)-酮衍生物作为乙酰羟酸合酶抑制剂的设计与合成
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A codon deletion confers resistance to herbicides inhibiting protoporphyrinogen oxidase.密码子缺失赋予对抑制原卟啉原氧化酶的除草剂的抗性。
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Synthesis and herbicidal activity of novel heterocyclic protoporphyrinogen oxidase inhibitors.新型杂环原卟啉原氧化酶抑制剂的合成及其除草活性
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