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芬菌酮磺酸盐衍生物的合成及杀卵菌活性。

Synthesis and Anti-Oomycete Activity of Sulfonate Derivatives of Fenjuntong.

机构信息

Laboratory of Pesticidal Design & Synthesis, Department of Plant Protection, College of Horticulture and Plant Protection, Henan University of Science and Technology, Luoyang, 471023, P. R. China.

出版信息

Chem Biodivers. 2022 Apr;19(4):e202101039. doi: 10.1002/cbdv.202101039. Epub 2022 Mar 21.

Abstract

In order to discover highly active fungicides, sixteen novel sulfonate derivatives of Fenjuntong were synthesized by structural modification of 2'-hydroxybutyrophenone, and their anti-oomycete activity against Phytophthora capsici Leonian was determined in this study. Among all tested compounds, compound 3b displayed more significant anti-oomycete activity than the precursor Fenjuntong against P. capsici, and the EC values of 3b and Fenjuntong were 84.50 and 517.25 mg/L, respectively. By comparing the anti-oomycete activity of compounds 3a-p, I-a-p, and II-a-p, the following conclusions were drawn: (1) Hydroxy group is well tolerated, and sulfonylation of hydroxy group enhances its anti-oomycete activity. (2) The proper length of the ketone carbonyl chain is very important for their anti-oomycete activity. (3) The presence of a site methoxy group in the structural skeleton is closely related to the anti-oomycete activity. These important results will pave the way for further modification of Fenjuntong to develop potential new fungicides.

摘要

为了发现高效杀菌剂,通过对 2'-羟基丁酮进行结构修饰,合成了 16 种新型的 Fenjuntong 磺酸盐衍生物,并在本研究中测定了它们对辣椒疫霉菌的抗真菌活性。在所有测试的化合物中,化合物 3b 对 P. capsici 的抗真菌活性明显优于前体 Fenjuntong,其 EC 值分别为 84.50 和 517.25mg/L。通过比较化合物 3a-p、I-a-p 和 II-a-p 的抗真菌活性,可以得出以下结论:(1)羟基可以很好地耐受,而羟基的磺化增强了其抗真菌活性。(2)酮羰基链的适当长度对其抗真菌活性非常重要。(3)结构骨架中存在甲氧基基团与抗真菌活性密切相关。这些重要的结果将为进一步修饰 Fenjuntong 以开发潜在的新型杀菌剂铺平道路。

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