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Synthesis and Biological Evaluation of 1,2,5-Oxadiazole N-Oxide Derivatives as Potential Hypoxic Cytotoxins and DNA-Binders

✍ Scribed by Hugo Cerecetto; Mercedes González; Mariela Risso; Gustavo Seoane; Adela López de Ceráin; Olga Ezpeleta; Antonio Monge; Leopoldo Suescun; Alvaro Mombrú; Ana M. Bruno

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 194 KB
Volume: 333
Category: Article
ISSN: 0365-6233
DOI: 10.1002/1521-4184(200011)333:11<387::aid-ardp387>3.0.co;2-n

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✦ Synopsis

Several new 1,2,5-oxadiazole N-oxide derivatives were synthesized to be tested both as potential selective hypoxic cell cytotoxins and as DNA-binding agents. The compounds prepared included bis(1,2,5-oxadiazole N-oxide) derivatives and oxadiazole rings linked to naphthyl residues. The compounds were tested for their cytotoxicity in oxia and hypoxia and they proved to be non-selective and less active than the parent compounds 3-formyl-4-phenyl-1,2,5-oxadiazole N2-oxide (3) and 3-chloromethyl-4-phenyl-1,2,5-oxadiazole N2-oxide (4). The DNA-affinity assays showed that the compounds tested have poor affinity for this biomolecule.

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