O-glycosides of N-hydroxyindoles.
First O-glycosides of N-hydroxyindole were synthesized by the interaction of the indoles containing electron withdrowing substituents with acyl halogenoses in the presence of alkaline reagents. 1-O-beta-D-Glucopyranosides of 1-hydroxy-5-(or 6)-nitroindoles, 1-O-beta-D-ribofuranoside of 1-hydroxy-5-nitroindole and also 1-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-2-methoxycarbonylindole were obtained. 1-[(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl)-oxy]-6-nitro-indole was transformed into 1-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-oxy]indole.
Lavrenov
S N
SN
G.F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, Moscow.
Korolev
A M
AM
Preobrazhenskaya
M N
MN
D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009690:Nucleic Acid Conformation
D006027:Glycosides; D007211:Indoles