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Chemical Compound Review

Ledakrin     N',N'-dimethyl-N-(1- nitroacridin-9...

Synonyms: Ledacrine, Nitracrina, Nitracrine, Nitracrinum, CHEMBL26291, ...
 
 
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Disease relevance of Nitracrine

 

High impact information on Nitracrine

 

Biological context of Nitracrine

 

Anatomical context of Nitracrine

  • Calf thymus DNA samples modified in vitro with nitracrine and C-857 in the presence of either rat hepatic microsomal fraction or dithiothreitol yielded chromatographic profiles resembling those obtained in the cellular systems, suggesting similarity in the DNA adduct structures [11].
  • 1. Male Wistar rats were treated with either the antitumour agent nitracrine (1-nitro-9-(3'-dimethylamino-N-propylamino)-acridine; NC), 4-methoxy-NC, NC-aliphatic-N-oxide, 4-methoxy-NC-aliphatic-N-oxide, or NC-aromatic-N-oxide (30 mumol/kg, via the femoral vein) and the major biliary and urinary metabolites analysed by hplc [12].
  • The effects of nitracrine (1-nitro-9-(3,3-N,N-dimethylaminopropylamino)acridine on DNA of cultured HeLa cells were studied [13].
  • The results show that the three T-cell leukaemia lines (CCRF-CEM, Jurkat and MOLT-4) are more sensitive to DNA-binding drugs (excluding nitracrine) than are the colon carcinoma lines (HCT-8, HT-29, SW480 and SW620) [14].
  • Effect of cyclophosphamide vinblastine and nitracrine on bioelectric properties of the frog skin epithelium in vitro [15].
 

Associations of Nitracrine with other chemical compounds

 

Gene context of Nitracrine

 

Analytical, diagnostic and therapeutic context of Nitracrine

References

  1. Hypoxia-selective antitumor agents. 4. Relationships between structure, physicochemical properties, and hypoxia-selective cytotoxicity for nitracrine analogues with varying side chains: the "iminoacridan hypothesis". Denny, W.A., Atwell, G.J., Anderson, R.F., Wilson, W.R. J. Med. Chem. (1990) [Pubmed]
  2. Hypoxia-selective antitumor agents. 2. Electronic effects of 4-substituents on the mechanisms of cytotoxicity and metabolic stability of nitracrine derivatives. Wilson, W.R., Thompson, L.H., Anderson, R.F., Denny, W.A. J. Med. Chem. (1989) [Pubmed]
  3. Reductive metabolism and hypoxia-selective toxicity of nitracrine. Wilson, W.R., Denny, W.A., Stewart, G.M., Fenn, A., Probert, J.C. Int. J. Radiat. Oncol. Biol. Phys. (1986) [Pubmed]
  4. Are lethal effects of nitracrine on L5178Y cell sublines associated with DNA-protein crosslinks? Walicka, M., Szmigiero, L., Ciesielska, E., Gradzka, I. Biochem. Pharmacol. (1993) [Pubmed]
  5. Mutagenicity of nitracrine analogues in Salmonella typhimurium: mutational specificity and activation by bacterial enzymes and rat-liver S9. Ferguson, L.R., Turner, P.M., Denny, W.A. Mutat. Res. (1987) [Pubmed]
  6. The mechanism of inhibition of DNA transcription in vitro by nitracrine (Ledakrin, C-283). Slaska, K., Szmigiero, L., Jaros-Kamińska, B., Ciesielska, E., Gniazdowski, M. Mol. Pharmacol. (1979) [Pubmed]
  7. Hypoxia-selective antitumor agents. 1. Relationships between structure, redox properties and hypoxia-selective cytotoxicity for 4-substituted derivatives of nitracrine. Wilson, W.R., Anderson, R.F., Denny, W.A. J. Med. Chem. (1989) [Pubmed]
  8. Products of metabolic activation of the antitumor drug ledakrin (nitracrine) in vitro. Gorlewska, K., Mazerska, Z., Sowiński, P., Konopa, J. Chem. Res. Toxicol. (2001) [Pubmed]
  9. Mutagenesis by the anti-tumour drug nitracrine in Escherichia coli. MacPhee, D.G., Liaskou, D. Mutat. Res. (1989) [Pubmed]
  10. QSAR of acridines. II. Features of nitracrine analogs for high anti-tumor activity and selectivity on mice, searched by PCA and MRA methods. Mazerska, Z., Mazerski, J., Ledóchowski, A. Anticancer Drug Des. (1990) [Pubmed]
  11. 32P-post-labeling analysis of DNA adduct formation by antitumor drug nitracrine (Ledakrin) and other nitroacridines in different biological systems. Bartoszek, A., Konopa, J. Biochem. Pharmacol. (1989) [Pubmed]
  12. Effect of substituents on the metabolism of nitracrine in rat. Robertson, I.G., Bland, T.J., Palmer, B.D. Xenobiotica (1996) [Pubmed]
  13. DNA damage and cytotoxicity of nitracrine in cultured HeLa cells. Szmigiero, L., Studzian, K. Biochim. Biophys. Acta (1989) [Pubmed]
  14. Comparison of in vitro activity of cytotoxic drugs towards human carcinoma and leukaemia cell lines. Finlay, G.J., Wilson, W.R., Baguley, B.C. European journal of cancer & clinical oncology. (1986) [Pubmed]
  15. Effect of cyclophosphamide vinblastine and nitracrine on bioelectric properties of the frog skin epithelium in vitro. Wieraszko, E. Arch. Immunol. Ther. Exp. (Warsz.) (1980) [Pubmed]
  16. Effects of anticancer drugs on transcription in vitro. Wilmańska, D., Czyz, M., Studzian, K., Piestrzeniewicz, M.K., Gniazdowski, M. Z. Naturforsch., C, J. Biosci. (2001) [Pubmed]
  17. The mode of action of cytotoxic and antitumor 1-nitroacridines. II. In vivo enzyme-mediated covalent binding of a 1-nitroacridine derivative, Ledakrin or Nitracrine, with dna and other macromolecules of mammalian or bacterial cells. Pawlak, J.W., Pawlak, K., Konopa, J. Chem. Biol. Interact. (1983) [Pubmed]
  18. Frameshift mutagenesis by nitracrine analogues in wild-type, uvrB, polA and recA strains of Salmonella typhimurium, with and without plasmid pKM101. Ferguson, L.R., Turner, P.M. Mutat. Res. (1987) [Pubmed]
  19. Mutagenic activity of nitracrine derivatives in Salmonella typhimurium: relationship to drug physicochemical parameters, and to bacterial uvrB and recA genes and plasmid pKM101. Ferguson, L.R., Denny, W.A., O'Rourke, S.M. Mutat. Res. (1989) [Pubmed]
  20. Frameshift mutations induced by four isomeric nitroacridines and their des-nitro counterpart in the lacZ reversion assay in Escherichia coli. Hoffmann, G.R., Yin, C.C., Terry, C.E., Ferguson, L.R., Denny, W.A. Environ. Mol. Mutagen. (2006) [Pubmed]
  21. Modulation of G(2) arrest enhances cell death induced by the antitumor 1-nitroacridine derivative, Nitracrine. Skladanowski, A. Apoptosis (2002) [Pubmed]
 
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