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 w...

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Published in:Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2001-04, Vol.20 (4-7), p.665-668
Main Authors: Jeong, Lak Shin, Kim, Yun Ha, Kim, Hea Ok, Yoo, Su Jeong, Park, Yong Hee, Yeon, Sook Hee, Chun, Moon Woo, Kim, Hee-Doo
Format: Article
Language:English
Subjects:
Antiviral Agents - chemical synthesis
Antiviral Agents - pharmacology
Azides - chemical synthesis
Azides - pharmacology
Microbial Sensitivity Tests
Purine Nucleosides - chemical synthesis
Purine Nucleosides - pharmacology
Pyrimidine Nucleosides - chemical synthesis
Pyrimidine Nucleosides - pharmacology
Stereoisomerism
Thionucleosides - chemical synthesis
Thionucleosides - pharmacology
Xylose - analogs & derivatives
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Summary: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 μg/ml.
ISSN:1525-7770
1532-2335
DOI:10.1081/NCN-100002346