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- Title
Synthesis of 2-amino-6-oxocyclohexenyl- sulfonamides and their activity against Botrytis cinerea.
- Authors
Li, Xing-Hai; Ji, Ming-Shan; Qi, Zhi-Qiu; Li, Xiu-Wei; Shen, Yu-Xia; Gu, Zu-Min; Zhang, Yang; Wei, Song-Hong; Wang, Ying-Zi; Wang, Dao-Quan
- Abstract
BACKGROUND: With the objective of exploring the fungicidal activity of 2-oxocyclohexylsulfonamides (2), a series of novel 2-amino-6 oxocyclohexenylsulfonamides (6 to 23) were synthesised, and their fungicidal activities against Botrytis cinerea Pers.were evaluated in vitro and in vivo. RESULTS: The compounds were characterised by IR, 1H NMR and elemental analysis. Bioassay results of mycelial growth showed that compounds 6 to 23 had a moderate antifungal activity against B. cinerea. N-(2-methylphenyl)-2- (2-methylphenylamino)-4,4-dimethyl-6-oxocyclohexenylsulfonamide (13) and N-(2-chlorophenyl)-2-(2-chlorophenylamino)-6- oxocyclohexenylsulfonamide (21) showed best antifungal activities, with EC50 values of 8.05 and 10.56 µgmL-1 respectively. Commercial fungicide procymidone provided an EC50 value of 0.63 µgmL-1. The conidial germination assay showed thatmost of compounds 6 to 23 possessed excellent inhibition of spore germination and germ-tube elongation of conidia of B. cinerea. For in vivo control of B. cinerea colonising cucumber leaves, the compound N-cyclohexyl-2-(cyclohexylamino) 4,4-dimethyl-6 oxocyclohexenylsulfonamide (19) showed a better control effect than the commercial fungicide procymidone. CONCLUSION: The presentwork demonstrated that 2-amino-6-oxocyclohexenylsulfonamides can be used as possible new lead compounds for further developing novel fungicides against B. cinerea.
- Subjects
SULFONAMIDES; BOTRYTIS cinerea; FUNGICIDES; FUNGI imperfecti; GERMINATION; FUNGAL spores
- Publication
Pest Management Science, 2011, Vol 67, Issue 8, p986
- ISSN
1526-498X
- Publication type
Article
- DOI
10.1002/ps.2143