Synthesis and antiviral activity of D- and L-2'-azido-2',3'-dideoxy-4'-thiopyrimidine and purine nucleosides.
Novel D- and L-2'-azido-2',3'-dideoxy-4'-thionucleosides were synthesized starting from L- and D-xylose via D- and L-4-thioarabitol derivative as key intermediates and evaluated for antiviral activity, respectively. When the final nucleosides were tested against HIV-1, HSV-1, HSV-2, and HCMV, they were found to be only active against HCMV without cytotoxicity up to 100 micrograms/ml.
Jeong
L S
LS
College of Pharmacy, Ewha Womans University, Seoul, Korea.
Kim
Y H
YH
Kim
H O
HO
Yoo
S J
SJ
Park
Y H
YH
Yeon
S H
SH
Chun
M W
MW
Kim
H D
HD
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001386:Azides / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D011684:Purine Nucleosides / Q000138:chemical synthesis / Q000494:pharmacology; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis / Q000494:pharmacology; D013237:Stereoisomerism; D013872:Thionucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D014994:Xylose / Q000031:analogs & derivatives
D000998:Antiviral Agents; D001386:Azides; D011684:Purine Nucleosides; D011741:Pyrimidine Nucleosides; D013872:Thionucleosides; D014994:Xylose