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Design, synthesis and fungicidal activity of 3,4-dichloroisothiazolocoumarin-containing strobilurins. 2022

You Lv, and Kun Li, and Wei Gao, and Zesheng Hao, and Weibo Wang, and Xiaoyu Liu, and Liangfu Tang, and Zhijin Fan
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, No. 94, Weijin Road, Nankai District, Tianjin, 300071, People's Republic of China.

Twenty-one novel 3,4-dichloroisothiazolocoumarin-containing strobilurins were rationally designed and synthesized. Preliminary bioassay showed that compounds 7c, 7h and 7l exhibited over 80% inhibitory rate against Sclerotinia sclerotiorum at 50 μg/mL, 7c exhibited good activity against S. sclerotiorum with median effective concentration (EC50) of 4.08 μg/mL, while the positive control coumoxystrobin showed EC50 of 1.00 μg/mL. In addition, 7d showed better fungicidal activity with a lower EC50 value of 7.65 μg/mL against Botrytis cinerea than that of positive control trifloxystrobin with its EC50 value of 21.96 μg/mL. This study indicated that 3,4-dichloroisothiazolocoumarin-containing strobilurin was a promising fungicide lead deserved for further study.

UI MeSH Term Description Entries
D005659 Fungicides, Industrial Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. Industrial Fungicides
D000073739 Strobilurins Benzene or pyrimidine derivatives of methacrylic acid that block the Qo site of CYTOCHROME B. They are widely used as agricultural fungicides. Quinone Outside Inhibitors,Strobilurin,Inhibitors, Quinone Outside
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships

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