Preparation and evaluation of the in vitro erythroid differentiation induction properties of some esters of methyl 3,4-O-isopropylidene-beta-D-galactopyranoside and 2,3-O-isopropylidene-D-mannofuranose.
Two series of glycide esters of short fatty acids, designed for avoiding intramolecular transesterification, were prepared and tested for in vitro erythroid differentiation induction activities using the K562 cell line as experimental system. The 6-O-isobutiryl and pivaloyl derivatives of methyl 3,4-O-isopropylidene-beta-D-galactopyranosides as well the same 1-O-esters of 2,3-O-isopropylidene-alpha- and beta-D-mannofuranose exhibit biological activities much higher that the corresponding acids and could be proposed as possible agents to modulate production of embryo-fetal hemoglobins by human erythroid cells.
Catelani
Giorgio
G
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno, 33-56126, Pisa, Italy. glocate@farm.unipi.it
D'Andrea
Felicia
F
Mastrorilli
Ettore
E
Bianchi
Nicoletta
N
Chiarabelli
Cristiano
C
Borgatti
Monica
M
Martello
Dino
D
Gambari
Roberto
R
D002454:Cell Differentiation / Q000187:drug effects*; D004353:Drug Evaluation, Preclinical; D004912:Erythrocytes / Q000166:cytology / Q000187:drug effects; D004952:Esters / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D009005:Monosaccharides / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
C453001:2,3-O-isopropylidene-mannofuranose; C453002:3,4-O-isopropylidene-galactopyranoside; D004952:Esters; D009005:Monosaccharides