221632-89-9Relevant academic research and scientific papers
Novel potential agents for human cytomegalovirus infection: Synthesis and antiviral activity evaluation of benzothiadiazine dioxide acyclonucleosides
Martinez, Ana,Esteban, Ana I.,Castro, Ana,Gil, Carmen,Conde, Santiago,Andrei, Graciela,Snoeck, Robert,Balzarini, Jan,De Clercq, Erik
, p. 1145 - 1150 (1999)
The first acyclonucleosides based on the benzothiadiazine dioxide system were synthesized following the silylation procedure. Several acyclic moieties, including acetoxyethoxymethyl, benzyloxymethyl, and propargyloxymethyl groups, were introduced. Two synthetic strategies were designed to selectively obtain the N-1 or N-3 derivatives. Lipase-mediated deacylation was used for the deprotection of the acyclonucleosides. Some of the benzothiadiazine dioxide acyclonucleosides, in particular 16, proved active against human cytomegalovirus (CMV) at concentrations slightly higher than that found for ganciclovir [50% inhibitory concentration (IC50) = 3.5- 3.7 μg/mL, cytotoxicity (CC50) ≥ 40 μg/mL, MCC = 20 μg/mL]. Additionally, compound 16 inhibited the replication of human immunodeficiency virus type 1 (HIV-1) and HIV-2 in CEM cells at concentrations that were 5- fold lower than its cytotoxic concentration.
Benzothiadiazine dioxide acyclonucleosides as lead compounds for the development of new agents against human cytomegalovirus and varicella-zoster virus infections
Martinez,Esteban,De Clercq
, p. 1031 - 1032 (2007/10/03)
The first acyclonucleosides derived from 2,1,3-benzothiazine dioxides were synthesized. From their antiviral activity evaluation results these compounds might be considered as new leads in the search for inhibitors of human cytomegalovirus (CMV) and varicella-zoster virus (VZV) infections.
