Synthesis, DNA binding and antiviral activity of new uracil, xanthine, and pteridine derivatives

Faculty Pharmacy Year: 2007
Type of Publication: Article Pages: 26-31
Authors: DOI: 10.1002/ard.200600149
Journal: ARCHIV DER PHARMAZIE WILEY-V C H VERLAG GMBH Volume: 340
Research Area: Pharmacology \& Pharmacy; Chemistry ISSN ISI:000243855600003
Keywords : antiviral activity, 6-amino-1, 3-dimethyl-5-(substituted methylidene)aminouracil, pteridines, synthesis, xanthines    
Abstract:
Some new 6-amino-1,3-dimethyl-5-(substituted methylidene)aminouracils were synthesized. Most of them were cyclized with triethyl orthoformate as a one-carbon source to afford 1,3-dimethyl-6-substituted pteridine derivatives. Certain uracils gave xanthine instead of the expected pteridine derivatives upon using another one-carbon source such as triethyl orthoacetate or triethyl orthobenzoate. The nucleic acid binding assay revealed that some new compounds showed high affinity, chelation, and fragmentation of nucleic acids whether DNA or RNA contrary to acyclovir that has affinity to DNA only. The antiviral activity of these novel compounds showed that compounds 2e and 2f reduced the cytopathogencity of Peste des petits ruminant virus (PPRV) on Vero cell culture by 60 and 50\%, respectively.
   
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