Analogues of acyclic nucleosides derived from tris-(hydroxymethyl)phosphine oxide or bis-(hydroxymethyl)phosphinic acid coupled to DNA nucleobases.

Abstract

A series of novel acyclic nucleoside analogues containing bis-(hydroxymethyl)phosphinic acid (BHPA) or tris(hydroxymethyl)phosphine oxide (THPO) coupled with DNA nucleobases or with 5-fluorouracil were prepared and their antiviral activity was studied against cytomegalovirus (CMV), varicella-zoster virus (VZV), parainfluenza-virus type 3, reovirus-type 1, sindbis, coxsackie B4, punta toro, vesicular stomatitis and respiratory syncytial virus, herpes simplex virus-type 1 (KOS) and type 2 (G), vaccinia virus and herpes simplex virus-1 (TK- KOS ACVr). No specific antiviral effects were noted for any of test compounds against viruses evaluated, except thymine, cytosine and adenine derivatives of BHPA exerting borderline activity against respiratory syncytial virus at the 80 mg/ml concentration.

• Authors: Barbara Nawrot, Olga Michalak, Erik De Clercq, Wojciech J Stec
• Journal: Antiviral chemistry & chemotherapy (Antivir Chem Chemother) Vol. 15 Issue 6 Pg. 319-28 (Nov 2004) ISSN: 0956-3202 [Print] England
• PMID: 15646645 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antiviral Agents
• Hydrocarbons, Acyclic
• Nucleosides
• Phosphines
• Purines
• Pyrimidines
• DNA
• Fluorouracil

Topics

• Antiviral Agents (chemical synthesis, pharmacology)
• Cell Line
• DNA (chemistry)
• Fluorouracil (chemistry)
• Humans
• Hydrocarbons, Acyclic (chemistry)
• Nucleosides (chemical synthesis, pharmacology)
• Phosphines (chemistry)
• Purines (chemistry)
• Pyrimidines (chemistry)
• Virus Replication (drug effects)
• Viruses (classification, drug effects)