Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. lini

Novel carbamic esters possessing a carbohydrate moiety derived from glycerol or D-glucose with two N,N-diethyldithiocarbamoyl groups and a series of bisdithiocarbamic esters having a ketone or an alkyl ester have been synthesized. The in vitro activity of these new compounds was evaluated against Fu...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2000-11, Vol.48 (11), p.5283-5287
Main Authors: RAFIN, Catherine, VEIGNIE, Etienne, SANCHOLLE, Michel, POSTEL, Denis, LEN, Christophe, VILLA, Pierre, RONCO, Gino
Format: Article
Language:English
Subjects:
Biological and medical sciences
Chemical control
Control
Fundamental and applied biological sciences. Psychology
Fungal plant pathogens
Fungicides, Industrial - chemical synthesis
Fungicides, Industrial - pharmacology
Fusarium - drug effects
Glucose
Glycerol
Microbial Sensitivity Tests
Phytopathology. Animal pests. Plant and forest protection
Structure-Activity Relationship
Thiocarbamates - chemical synthesis
Thiocarbamates - pharmacology
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Summary:Novel carbamic esters possessing a carbohydrate moiety derived from glycerol or D-glucose with two N,N-diethyldithiocarbamoyl groups and a series of bisdithiocarbamic esters having a ketone or an alkyl ester have been synthesized. The in vitro activity of these new compounds was evaluated against Fusarium oxysporum f. sp. lini. Some of the compounds [bis[1,3-S-(N,N-diethyldithiocarbamoyl)]-1, 3-dideoxyglycerol) and diethyl N,N'-(1,3-dideoxyglycer-1, 3-diyl)bis(dithiocarbamate)] were more active for inhibiting vegetative mycelium growth than, respectively, the commercial N, N-diethyldithiocarbamic acid sodium salt and Maneb. The structure activity of these new compounds is discussed.
ISSN:0021-8561
1520-5118
DOI:10.1021/jf0003698