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

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...

Full description

Saved in:
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:
Chemical Sciences
Environmental Sciences
Life Sciences
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3
cites cdi_FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3
container_end_page 5287
container_issue 11
container_start_page 5283
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. Keywords: Bis(1,3-dithiocarbamoyl)-1,3-dideoxyglycerol; flax; in vitro antifungal activity; Fusarium oxysporum
doi_str_mv 10.1021/jf0003698
format article
fullrecord <record><control><sourceid>acs_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_04129247v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>b48133906</sourcerecordid><originalsourceid>FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3</originalsourceid><addsrcrecordid>eNptkD1PwzAQhi0EEqUw8A-8MDCk-JI4TcdQKEWqYADm6OzYjas0ruykIiu_HFdFsKAb7uN97pXuCLkGNgEWw91GM8aSbJafkBHwmEUcID8lIxbEKOcZnJML7zcByvmUjcjX29B2tfLGU2wrWrSd0X27xoYWsjN70w3Uavpi96qh98ZXpquNlegEbrFT9EE5s8cAKn_g5kGw9VC5oAXDNZrWd3TRe3Sm31L7OfiddaHSE-p3E9pQ05pLcqax8erqJ4_Jx-Lxfb6MVq9Pz_NiFSEkOUSgUy5jASKdakilBMVUxcSMhTaESDIuuBQirjhmqUCdslxWigudJSnwKhmT26NvjU25c2aLbigtmnJZrMrDjKUQz-J0uoc_VjrrvVP6dwFYeXh0-fvowN4cWZS-3NjeteGKf7hvukJ-Gw</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. l ini</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Rafin, Catherine ; Veignie, Etienne ; Sancholle, Michel ; Postel, Denis ; Len, Christophe ; Villa, Pierre ; Ronco, Gino</creator><creatorcontrib>Rafin, Catherine ; Veignie, Etienne ; Sancholle, Michel ; Postel, Denis ; Len, Christophe ; Villa, Pierre ; Ronco, Gino</creatorcontrib><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. Keywords: Bis(1,3-dithiocarbamoyl)-1,3-dideoxyglycerol; flax; in vitro antifungal activity; Fusarium oxysporum</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf0003698</identifier><language>eng</language><publisher>American Chemical Society</publisher><subject>Chemical Sciences ; Environmental Sciences ; Life Sciences</subject><ispartof>Journal of agricultural and food chemistry, 2000-11, Vol.48 (11), p.5283-5287</ispartof><rights>Copyright © 2000 American Chemical Society</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3</citedby><cites>FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3</cites><orcidid>0000-0001-7049-0728 ; 0000-0001-6726-1887</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://hal.science/hal-04129247$$DView record in HAL$$Hfree_for_read</backlink></links><search><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><title>Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. l ini</title><title>Journal of agricultural and food chemistry</title><addtitle>J. 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. Keywords: Bis(1,3-dithiocarbamoyl)-1,3-dideoxyglycerol; flax; in vitro antifungal activity; Fusarium oxysporum</description><subject>Chemical Sciences</subject><subject>Environmental Sciences</subject><subject>Life Sciences</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNptkD1PwzAQhi0EEqUw8A-8MDCk-JI4TcdQKEWqYADm6OzYjas0ruykIiu_HFdFsKAb7uN97pXuCLkGNgEWw91GM8aSbJafkBHwmEUcID8lIxbEKOcZnJML7zcByvmUjcjX29B2tfLGU2wrWrSd0X27xoYWsjN70w3Uavpi96qh98ZXpquNlegEbrFT9EE5s8cAKn_g5kGw9VC5oAXDNZrWd3TRe3Sm31L7OfiddaHSE-p3E9pQ05pLcqax8erqJ4_Jx-Lxfb6MVq9Pz_NiFSEkOUSgUy5jASKdakilBMVUxcSMhTaESDIuuBQirjhmqUCdslxWigudJSnwKhmT26NvjU25c2aLbigtmnJZrMrDjKUQz-J0uoc_VjrrvVP6dwFYeXh0-fvowN4cWZS-3NjeteGKf7hvukJ-Gw</recordid><startdate>20001101</startdate><enddate>20001101</enddate><creator>Rafin, Catherine</creator><creator>Veignie, Etienne</creator><creator>Sancholle, Michel</creator><creator>Postel, Denis</creator><creator>Len, Christophe</creator><creator>Villa, Pierre</creator><creator>Ronco, Gino</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0001-7049-0728</orcidid><orcidid>https://orcid.org/0000-0001-6726-1887</orcidid></search><sort><creationdate>20001101</creationdate><title>Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. l ini</title><author>Rafin, Catherine ; Veignie, Etienne ; Sancholle, Michel ; Postel, Denis ; Len, Christophe ; Villa, Pierre ; Ronco, Gino</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Chemical Sciences</topic><topic>Environmental Sciences</topic><topic>Life Sciences</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>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</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. l ini</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><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. Keywords: Bis(1,3-dithiocarbamoyl)-1,3-dideoxyglycerol; flax; in vitro antifungal activity; Fusarium oxysporum</abstract><pub>American Chemical Society</pub><doi>10.1021/jf0003698</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-7049-0728</orcidid><orcidid>https://orcid.org/0000-0001-6726-1887</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0021-8561
ispartof Journal of agricultural and food chemistry, 2000-11, Vol.48 (11), p.5283-5287
issn 0021-8561
1520-5118
language eng
recordid cdi_hal_primary_oai_HAL_hal_04129247v1
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Chemical Sciences
Environmental Sciences
Life Sciences
title Synthesis and Antifungal Activity of Novel Bisdithiocarbamate Derivatives of Carbohydrates against Fusarium oxysporum f. sp. l ini
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T16%3A34%3A10IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20Antifungal%20Activity%20of%20Novel%20Bisdithiocarbamate%20Derivatives%20of%20Carbohydrates%20against%20Fusarium%20oxysporum%20f.%20sp.%20l%20ini&rft.jtitle=Journal%20of%20agricultural%20and%20food%20chemistry&rft.au=Rafin,%20Catherine&rft.date=2000-11-01&rft.volume=48&rft.issue=11&rft.spage=5283&rft.epage=5287&rft.pages=5283-5287&rft.issn=0021-8561&rft.eissn=1520-5118&rft_id=info:doi/10.1021/jf0003698&rft_dat=%3Cacs_hal_p%3Eb48133906%3C/acs_hal_p%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a1381-1f45c2b1b47f14cc1e0ed0b907f1f1fb365b5cbb2d5a64baf408cde5bf63415d3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true