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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| Veröffentlicht in: | Journal of agricultural and food chemistry 2000-11, Vol.48 (11), p.5283-5287 |
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| container_end_page | 5287 |
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| container_issue | 11 |
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| container_title | Journal of agricultural and food chemistry |
| container_volume | 48 |
| creator | RAFIN, Catherine VEIGNIE, Etienne SANCHOLLE, Michel POSTEL, Denis LEN, Christophe VILLA, Pierre RONCO, Gino |
| description | 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. |
| doi_str_mv | 10.1021/jf0003698 |
| format | Article |
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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.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf0003698</identifier><identifier>PMID: 11087473</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Biological and medical sciences ; Chemical control ; Control ; Fundamental and applied biological sciences. 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Agric. Food Chem</addtitle><description>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.</description><subject>Biological and medical sciences</subject><subject>Chemical control</subject><subject>Control</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fungal plant pathogens</subject><subject>Fungicides, Industrial - chemical synthesis</subject><subject>Fungicides, Industrial - pharmacology</subject><subject>Fusarium - drug effects</subject><subject>Glucose</subject><subject>Glycerol</subject><subject>Microbial Sensitivity Tests</subject><subject>Phytopathology. Animal pests. 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Plant and forest protection</topic><topic>Structure-Activity Relationship</topic><topic>Thiocarbamates - chemical synthesis</topic><topic>Thiocarbamates - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>RAFIN, Catherine</creatorcontrib><creatorcontrib>VEIGNIE, Etienne</creatorcontrib><creatorcontrib>SANCHOLLE, Michel</creatorcontrib><creatorcontrib>POSTEL, Denis</creatorcontrib><creatorcontrib>LEN, Christophe</creatorcontrib><creatorcontrib>VILLA, Pierre</creatorcontrib><creatorcontrib>RONCO, Gino</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>RAFIN, Catherine</au><au>VEIGNIE, Etienne</au><au>SANCHOLLE, Michel</au><au>POSTEL, Denis</au><au>LEN, Christophe</au><au>VILLA, Pierre</au><au>RONCO, Gino</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. lini</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2000-11-01</date><risdate>2000</risdate><volume>48</volume><issue>11</issue><spage>5283</spage><epage>5287</epage><pages>5283-5287</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>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.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>11087473</pmid><doi>10.1021/jf0003698</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0021-8561 |
| ispartof | Journal of agricultural and food chemistry, 2000-11, Vol.48 (11), p.5283-5287 |
| issn | 0021-8561 1520-5118 |
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| source | MEDLINE; American Chemical Society Journals |
| 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 |
| title | Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. lini |
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