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Synthesis, DNA Binding and Antiviral Activity of New Uracil, Xanthine, and Pteridine Derivatives
Author(s) -
ElSabbagh Osama I.,
ElSadek Mohamed E.,
ElKalyoubi Samar,
Ismail Ibrahim
Publication year - 2007
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200600149
Subject(s) - triethyl orthoformate , uracil , nucleic acid , chemistry , pteridine , dna , xanthine , dimethyl acetylenedicarboxylate , stereochemistry , biochemistry , enzyme , cycloaddition , catalysis
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.