Synthesis, antimicrobial and cytostatic activity of 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranosyl (-)-(S)-propanesulfinate.
The synthesis of 1,2:5,6-di-O-isopropilidene-alpha-D-glucofuranosyl (-)-(S)-propanesulfinate 1 optically pure using diacetone-D-glucose as unique inducer of chirality and iPrEtN a base is described. Compound 1 was especially active against Gram positive bacteria. For the cytostatic activity, the ID50 value of compound 1 was inferior than those recommend by National Cancer Institute of USA for this type of compounds.
Saenz
M T
MT
Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, Spain.
García
M D
MD
Guerrero de la Rosa
V
V
Llera
J M
JM
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D014407:Tumor Cells, Cultured
C103286:1,2-5,6-di-O-isopropylideneglucofuranosyl propanesulfinate; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D005947:Glucose