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Chemical Compound Review:

Levovirin 1-[(2S,3S,4R,5S)-3,4- dihydroxy-5...

Synonyms: L-Ribavirin, CHEMBL274536, SureCN427229, CCG-55669, HTS11462, ...

Tam, R.C. et al., Lin, C.C. et al., Li, F. et al., Hofmann, W.P. et al., Fang, C. et al.

Li, Hong, Mau, Chan, Hendricks, Dvorak, Yee, Harris, Alfredson, Tam, Ramasamy, Bard, Pai, Lim, Averett, Fang, Srivastava, Lin, Lin, Luu, Lourenco, Yeh, Lau,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of ICN 17261

Methods: The nonstructural (NS) 5B quasispecies heterogeneity was analyzed in Huh7 cells harboring a subgenomic hepatitis C virus (HCV) replicon system treated with ribavirin or levovirin [1].
In contrast, ICN 17261 had no in vitro antiviral activity against a panel of RNA and DNA viruses, while ribavirin exhibited its characteristic activity profile [2].
Administration of 180 mg of ICN 17261 per kg of body weight to rats by oral gavage for 4 weeks generated substantial serum levels of drug but no observable clinical pathology, whereas equivalent doses of ribavirin induced a significant anemia and leukopenia [2].

High impact information on ICN 17261

Conclusions: Ribavirin, but not its L-enantiomer levovirin, is a mutagen in HCV replicon cells [1].
Absorption, pharmacokinetics and excretion of levovirin in rats, dogs and cynomolgus monkeys [3].
Transport of levovirin prodrugs in the human intestinal Caco-2 cell line [4].
The transport of 10 amino acid ester prodrugs of levovirin (LVV) was investigated in the human intestinal Caco-2 cell line in order to overcome the poor oral bioavailability of LVV, an investigational drug for the treatment of hepatitis C infection [4].
Effect of ribavirin, levovirin and viramidine on liver toxicological gene expression in rats [5].

Analytical, diagnostic and therapeutic context of ICN 17261

The absorption, pharmacokinetics and excretion of levovirin were studied in Sprague-Dawley rats (30 mg/kg) and Beagle dogs (30 mg/kg) following intravenous (iv) and oral administration of [(3)H]levovirin, and in Cynomolgus monkeys following iv and oral administration of [(14)C]levovirin [3].

References

Mutagenic Effect of Ribavirin on Hepatitis C Nonstructural 5B Quasispecies In Vitro and During Antiviral Therapy. Hofmann, W.P., Polta, A., Herrmann, E., Mihm, U., Kronenberger, B., Sonntag, T., Lohmann, V., Schönberger, B., Zeuzem, S., Sarrazin, C. Gastroenterology (2007) [Pubmed]
The ribavirin analog ICN 17261 demonstrates reduced toxicity and antiviral effects with retention of both immunomodulatory activity and reduction of hepatitis-induced serum alanine aminotransferase levels. Tam, R.C., Ramasamy, K., Bard, J., Pai, B., Lim, C., Averett, D.R. Antimicrob. Agents Chemother. (2000) [Pubmed]
Absorption, pharmacokinetics and excretion of levovirin in rats, dogs and cynomolgus monkeys. Lin, C.C., Luu, T., Lourenco, D., Yeh, L.T., Lau, J.Y. J. Antimicrob. Chemother. (2003) [Pubmed]
Transport of levovirin prodrugs in the human intestinal Caco-2 cell line. Li, F., Hong, L., Mau, C.I., Chan, R., Hendricks, T., Dvorak, C., Yee, C., Harris, J., Alfredson, T. Journal of pharmaceutical sciences. (2006) [Pubmed]
Effect of ribavirin, levovirin and viramidine on liver toxicological gene expression in rats. Fang, C., Srivastava, P., Lin, C.C. Journal of applied toxicology : JAT. (2003) [Pubmed]

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