Abstract
Recently, beta-L-nucleoside analogues have emerged as a new class of sugar modified nucleosides with potential antiviral and/or antitumoral activity. As a part of our ongoing research on this topic, we decided to synthesize 5-CF3-beta-L-dUrd (7), the hitherto unknown L-enantiomer of Trifluridine, an antiherpetic drug approved by FDA but only used in topical applications due to concomitant cytotoxicity. 5-CF3-beta-L-dUrd (7) as well as some other related L-nucleoside derivatives were stereospecifically prepared and tested in vitro against viral (HSV-1 and HSV-2) and human thymidine kinases (TK).
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / pharmacology
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Antiviral Agents / chemical synthesis*
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Antiviral Agents / pharmacology
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Herpesvirus 1, Human / drug effects
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Herpesvirus 1, Human / enzymology
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Herpesvirus 2, Human / drug effects
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Herpesvirus 2, Human / enzymology
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Humans
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Pyrimidine Nucleotides / chemical synthesis*
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Pyrimidine Nucleotides / pharmacology
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Pyrimidines / chemical synthesis*
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Pyrimidines / pharmacology
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Stereoisomerism
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Thymidine Kinase / antagonists & inhibitors
Substances
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Antineoplastic Agents
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Antiviral Agents
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Pyrimidine Nucleotides
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Pyrimidines
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trifluoromethyluracil
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Thymidine Kinase