Vidarabine
Vidarabine is a long-acting antiviral originally found in the marine sponge Tethyra crypta. Vidarabine is an adenosine analog in which the D-ribose constituent is replaced by D-arabinose, preventing formation of phosphodiester bridges upon incorporation into DNA. This compound is a substrate for and inhibitor of viral DNA polymerase and may also inhibit ribonucleotide reductase. Vidarabine is used to treat subjects with severe chronic Epstein-Barr virus, herpes simplex virus, or human papilloma virus, as well as immunocompromised patients with adenovirus-induced hemorrhagic cystitis.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18978814
Cas No. |
5536-17-4 |
---|---|
Purity |
≥98% |
Formula |
C10H13N5O4 |
Formula Wt. |
267.24 |
Chemical Name |
9-β-D-Aribinofuranosyl-9H-purine-6-amine monohydrate |
IUPAC Name |
(2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol |
Synonym |
Arabinosyladenine; Adenine Arabinoside; Spongoadenosine; Ara-A; Arasena-A; Vira-A |
Melting Point |
257-257.5°C |
Appearance |
White Crystal Powder |
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Wilhelmus KR. Antiviral treatment and other therapeutic interventions for herpes simplex virus epithelial keratitis. Cochrane Database Syst Rev. 2010 Dec 8;(12):CD002898. PMID: 21154352.
Sagar S, Kaur M, Minneman KP. Antiviral lead compounds from marine sponges. Mar Drugs. 2010 Oct 11;8(10):2619-38. PMID: 21116410.
Kurosaki K, Miwa N, Yoshida Y, et al. Therapeutic basis of vidarabine on adenovirus-induced haemorrhagic cystitis. Antivir Chem Chemother. 2004 Sep;15(5):281-5. PMID: 15535050.
Niwa K, Tagami K, Lian Z, et al. Topical vidarabine or 5-fluorouracil treatment against persistent HPV in genital (pre)cancerous lesions. Oncol Rep. 2003 Sep-Oct;10(5):1437-41. PMID: 12883720.
Kimura H, Morita M, Tsuge I, et al. Vidarabine therapy for severe chronic active Epstein-Barr virus infection. J Pediatr Hematol Oncol. 2001 Jun-Jul;23(5):294-9. PMID: 11464986.
Nimit Y, Law J, Daly JW. Binding of 2,5-dideoxyadenosine to brain membranes. Comparison to P-site inhibition of adenylate cyclase. Biochem Pharmacol. 1982 Oct 15;31(20):3279-87. PMID: 6983353.