Synthesis and antitumour activity of fluorinated 1-aza and 1,8-diazaanthraquinones
Ramos, M.T.; Díaz-Guerra, L.M.; García-Copín, S.; Avendaño, C.; García-Grávalos, D.; García de Quesada, T.
Farmaco 51(5): 375-379
1996
ISSN/ISBN: 0014-827X PMID: 8767848 Document Number: 455847
A series of 3-fluoro-1-aza- and 1,8-diazaanthraquinones, structurally related to the antitumour antibiotic diazaquinomycin A, have been prepared by Diels-Alder reactions of 2-fluoro-2-propenal N, N-dimethylhydrazone and the corresponding quinones. These compounds showed potent in vitro activity against different tumour cell lines. They also showed some selectivity towards rapid-growth tumours when compared to other non-fluorinated analogues. In contrast with diazaquinomycin A, the azaanthraquinones studied here have not shown significant activity as thymidylate synthase inhibitors. Some compounds showed a high activity as inhibitors of protein, DNA and RNA biosynthesis.