S-GLUCOSYLATED HYDANTOINS AS NEW ANTIVIRAL AGENTS

Citation
Aa. Elbarbary et al., S-GLUCOSYLATED HYDANTOINS AS NEW ANTIVIRAL AGENTS, Journal of medicinal chemistry, 37(1), 1994, pp. 73-77
Citations number
23
Categorie Soggetti
Chemistry Medicinal
ISSN journal
00222623
Volume
37
Issue
1
Year of publication
1994
Pages
73 - 77
Database
ISI
SICI code
0022-2623(1994)37:1<73:SHANAA>2.0.ZU;2-S
Abstract
S-Glycosylation took place on reaction of 5-alkylidene- and 5-aryliden e-3-aryl-2-thiohydantoins with glycosyl halides under alkaline conditi ons. Bisglucosylation also took place when N-3 unsubstituted hydantoin s were reacted. The bisglucosylated hydantoins produced N-3 glucosylat ed hydantoins on treatment with ammonia in methanol. In antiviral stud ies the most active compounds against both HSV-1 and HSV-2 were 5- (2- thienylmethylene) -3-phenyl-2-(2,3 4,6-tetra-O-acetyl-beta-D-glucopyra nosyl) -2-thiohydantoin and 5-(2-thienylmethylene)-3-(4-chlorophenyl) -2- (2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl) -2-thiohydantoin.