Three bis(dithiocarbamate) derivatives of glycerol were obtained in
30−95% yields by reaction of a
dithiocarbamic acid salt with 1,3-dichloro-1,3-dideoxyglycerol.
The in vitro antifungal activity of
the new compounds was evaluated against Alternaria
brassicae, Pseudocercosporella
herpotrichoides,
Septoria nodorum, and Phytophtora cinnamomi.
Some of the compounds displayed greater activity
than commercial fungicides.
Bis(N,N-diethyldithiocarbamoyl)-1,3-dideoxyglycerol
(4) was found to
maintain its pesticidal activity up to 24 days in open field tests
against A. brassicae.
Keywords: Fungicides; bis(1,3-dithiocarbamoyl)-1,3-dideoxyglycerol;
in vitro antifungal activity;
in vivo antifungal activity; open field test
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.
The interest of butyric salts is based on their capacity to promote differentiation of malignant cells and inhibition of tumor development. The phenotypic modifications are rapidly reversible and require the continuous presence of butyric salts in the target area, which raises problems for therapeutic applications. We show here that the covalent binding of n-butyric acid on natural polyhydroxylated compounds such as monosaccharides, especially 3- or 6-O-butanoyl-1,2-O-isopropylidene-alpha-D-glucofuranose, retains the majority of the biological properties of n-butyric acid. The delayed degradation of these covalent compounds is associated with an improved maintenance of cell differentiation and anti-tumor protection in mice. These butyric complexes thus seem potentially useful for therapeutic applications.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.