Nan Cai, Lu He, Kai Wang, Zhihui Feng, Zining Cui, Mingshan Ji, Zhiqiu Qi, Peiwen Qin, Xinghai Li
Bioorganic & medicinal chemistry letters 2020 Feb 15Thirty-four novel compounds were synthesized using chesulfamide (N-(2-trifluoromethyl-4-chlorophenyl)-2-oxocyclohexyl sulfonamide), a high-profile fungicide, as the lead compound, and their structures were characterized by 1H NMR, 13C NMR, MS and elemental analysis. Additionally, the structure of (1S,2R)-2-((3-bromophenethyl)amino)-N-(4-chloro-2-trifluoromethylphenyl)cyclohexane-1-sulfonamide (IV-9) was confirmed by X-ray single crystal diffraction. The mycelium inhibition tests, spore germination inhibition tests, tomato pot tests and field trials were performed against strains of B. cinerea. Bioassay results showed that most of target compounds had good fungicidal activity against B. cinerea, in particular, IV-9 exhibited similar or superior effects to procymidone, boscalid and pyrisoxazole in all in vitro and in vivo tests. Moreover, there was no positive cross-resistance found between the compound IV-9 and eight commercial fungicides (azoxystrobin, boscalid, chlorothalonil, diethofencarb, fludioxonil, procymidone, pyrimethanil and pyrisoxazole) in the cross-resistance validation test performed by an innovative method. Copyright © 2019 Elsevier Ltd. All rights reserved.
Nan Cai, Lu He, Kai Wang, Zhihui Feng, Zining Cui, Mingshan Ji, Zhiqiu Qi, Peiwen Qin, Xinghai Li. Novel sulfonamides against Botrytis cinerea with no positive cross-resistance to commercial fungicides: Design, synthesis and SAR study. Bioorganic & medicinal chemistry letters. 2020 Feb 15;30(4):126859
PMID: 31889667
View Full Text