109984-82-9Relevant articles and documents
Induction of erythroid differentiation of human K562 cells by 3-O-acyl-1,2-O-isopropylidene-D-glucofuranose derivatives.
Catelani,Osti,Bianchi,Bergonzi,D'Andrea,Gambari
, p. 3153 - 3158 (1999)
In this paper we report the synthesis of twelve 3-O-acyl-1,2-O-isopropylidene-D-glucofuranose derivatives and the results obtained on their effects in inducing erythroid differentiation of human leukemic K562 cells. The data obtained demonstrate that two of the newly synthetized compounds are able to induce erythroid differentiation of K562 cells. In addition, these same compounds potentiate K562 erythroid differentiation induced by cytosine arabinoside, retinoic acid and mithramycin. Inducers of erythroid differentiation stimulating fetal gamma-globin synthesis could be considered for possible use in the experimental therapy of hematological diseases associated with a failure in the expression of adult beta-globin genes.
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose and 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose as chiral auxiliaries in Michael and aldol addition reactions
Pinheiro, Sergio,Pedraza, Sergio F.,Peralta, Monica A.,Carvalho, Erika M.,Farias, Florence M.C.,Ferreira, Vitor F.
, p. 901 - 913 (2007/10/03)
The asymmetric Michael and aldol addition reactions of chiral esters derived from DIPGF(1) and DIPFP(2) were studied. The best diastereoselectivity (60% d.e.) was obtained for the conjugate addition of n-BuCu?BF3 to the crotonate derivative of 1 at low temperature (-78 °C), leading to the corresponding R-adduct. Under this condition compound 2 is a less efficient chiral auxiliary. The lower stereoselectivities (10% d.e.) in aldol reactions from butyrate derivatives of 1 and 2 and cyclohexanone are attributed to mixtures of E and Z-enolates in the kinetic deprotonation step.
SYNTHESIS OF MONOESTERS AS SURFACTANTS AND DRUGS FROM D-GLUCOSE
Goueth, Pierre Y.,Gogalis, Pascalis,Bikanga, Raphael,Gode, Paul,Postel, Denis,et al.
, p. 249 - 272 (2007/10/02)
We have synthesized a series of monoesters from D-glucose corresponding to the structures 3-O-acyl, 6-O-acyl-1,2-O-isopropylidene-α-D-glucofuranose and 3-acyl-D-glucose, following the sequence of reactions : D-glucose -> diacetone glucose -> acylation -> partial or total deprotection.These compounds were prepared as either potential non-ionic surfactants (fatty acid esters and perfluoroalkylated ester) or antitumour drugs (n-butyric esters).Results concerning surface activity, toxicity and antitumour effects are reported.A novel method for obtaining partially deprotected 6-O-acyl esters from their corresponding 3-O-acyl isomers is reported.Deprotection conditions have been studied and a higher selectivity in partial deprotection has been achieved.We have given particular attention to the choice of solvents and reagents in order not to limit the extent to which the products might be applied.
Synthesis, toxicology and pharmacokinetics of butyric esters
Pouillart, Philippe,Ronco, Gino,Pieri, Francois,Brazier, Michel,Villa, Pierre
, p. 471 - 474 (2007/10/02)
Synthesis of four glucose and galactose mono- and poly- butyric esters was carried out.A preliminary toxicologic and pharmacokinetic study showed that it was possible to utilise these new molecules and allows an estimation to be made of their seric half-life in animals.The results obtained show it is possible to maintain large seric potential n-butyric acid concentrations.The first tests performed on experimental animals with tumors treated by these esters show a survival increase similar to that with butyric salts. n-butyric acid/butyric ester/glucose ester/galactose ester/prolonged effect
