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Molecules 2017, 22(5), 738; doi:10.3390/molecules22050738

Design, Synthesis and Fungicidal Activity of 2-Substituted Phenyl-2-oxo-, 2-Hydroxy- and 2-Acyloxyethylsulfonamides

1
Department of Pesticide Science, Plant Protection College, Shenyang Agricultural University, Shenyang 110866, China
2
State Key Laboratory for Conservation and Utilization of Subtropical Agro-Bioresources, Integrative Microbiology Research Centre, Guangdong Province Key Laboratory of Microbial Signals and Disease Control, South China Agricultural University, Guangzhou 510642, China
3
Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Academic Editors: Daniela Barlocco and Fiorella Meneghetti
Received: 10 April 2017 / Revised: 29 April 2017 / Accepted: 30 April 2017 / Published: 4 May 2017
(This article belongs to the Special Issue Frontiers in Antimicrobial Drug Discovery and Design)
View Full-Text   |   Download PDF [851 KB, uploaded 4 May 2017]   |  

Abstract

Sulfonyl-containing compounds, which exhibit a broad spectrum of biological activities, comprise a substantial proportion of and play a vital role, not only in medicines but also in agrochemicals. As a result increasing attention has been paid to the research and development of sulfonyl derivatives. A series of thirty-eight 2-substituted phenyl-2-oxo- III, 2-hydroxy- IV and 2-acyloxyethylsulfonamides V were obtained and their structures confirmed by IR, 1H-NMR, and elemental analysis. The in vitro and in vivo bioactivities against two Botrytis cinerea strains, DL-11 and HLD-15, which differ in their sensitivity to procymidone, were evaluated. The in vitro activity results showed that the EC50 values of compounds V-1 and V-9 were 0.10, 0.01 mg L−1 against the sensitive strain DL-11 and 3.32, 7.72 mg L−1 against the resistant strain HLD-15, respectively. For in vivo activity against B. cinerea, compound V-13 and V-14 showed better control effect than the commercial fungicides procymidone and pyrimethanil. The further in vitro bioassay showed that compounds III, IV and V had broad fungicidal spectra against different phytopathogenic fungi. Most of the title compounds showed high fungicidal activities, which could be used as lead compounds for further developing novel fungicidal compounds against Botrytis cinerea. View Full-Text
Keywords: acetophenone; ethylsulfonamides; synthesis; fungicidal activity; Botrytis cinerea; structure-activity relationship acetophenone; ethylsulfonamides; synthesis; fungicidal activity; Botrytis cinerea; structure-activity relationship
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MDPI and ACS Style

Wang, M.; Rui, P.; Liu, C.; Du, Y.; Qin, P.; Qi, Z.; Ji, M.; Li, X.; Cui, Z. Design, Synthesis and Fungicidal Activity of 2-Substituted Phenyl-2-oxo-, 2-Hydroxy- and 2-Acyloxyethylsulfonamides. Molecules 2017, 22, 738.

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