[Synthesis and antibacterial properties of 3-O-alkyl-D-glucose derivatives].
A series of 3-O-alkyl-1,2-O-isopropylidene-alpha-D-glucofuranoses (3-7), 6-deoxy-3-O-dodecyl-6-halo-1,2-O-isopropylidene-alpha-D-glucofuranose s (9-11), and 6-deoxy-3-O-dodecyl-6-halo-D-glucopyranoses (12-14) were prepared from 1,2; 5,6-di-O-isopropyridene-alpha-D-glucofuranose and their antibacterial activities were evaluated. The compounds having C12 and C14 alkylchains at C-3 of 1,2-O-isopropylidene glucoses were the most effective in vitro antibacterial screening, of which the structure-activity relationships are also discussed.
Yago
K
K
Department of Pharmacy, Kitasato University Hospital, Japan.
Kawada
K
K
Uchibori
T
T
Zen
S
S
Tomonaga
F
F
D001419:Bacteria / Q000187:drug effects*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004352:Drug Resistance, Microbial; D005947:Glucose / Q000031:analogs & derivatives*; D013329:Structure-Activity Relationship
D005947:Glucose