Synthesis of novel 3'-deoxy-3'-C-hydroxymethyl nucleosides with conformationally rigid sugar moiety as potential antiviral agents.
Based on the fact that the ring expanded 3'-C-hydroxymethyl analogue of oxetanocin A exhibited potent antiviral activity, two types of conformationally rigid 3'-C-hydroxymethyl derivatives in which 2'-hydroxyl group is linked to the 4'-position or to the 6'-position were synthesized starting from 1,2;5,6-di-O-isopropylidene-D-glucose, respectively.
Chun
M W
MW
College of Pharmacy, Seoul National University, Seoul 151-742, Korea.
Kim
M J
MJ
Jo
U H
UH
Kim
J H
JH
Kim
H D
HD
Jeong
L S
LS
D000475:Alkenes / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002236:Carbohydrate Conformation; D005947:Glucose / Q000031:analogs & derivatives / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000475:Alkenes; D000998:Antiviral Agents; D009705:Nucleosides; C013658:propylene; D005947:Glucose