New oxorhenium complexes with tridentate 3-thia- and 3-methylazapentane-1,5-dithiolate and monodentate pyridine and quinoline derivatives have been synthesized. As a result of investigation of biological activity a high cytotoxicity was found for the synthesized complexes in relation to tumor cells. The specificity of the 2-pyridylthiolato[3-(N-methyl)azapentane-1,5-dithiolato]oxorhenium(V) cytotoxic action towards cells of mouse hepatoma MG-22A on a background of low acute toxicity was established.
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References
G. W. A. Milne (editor), Ashgate Handbook of Antineoplastic Agents, Aldershot, Gower (2000).
M. D. Mashkovskii, Drugs [in Russian], 16th ed., Novaya Volna, Moscow (2010), p. 1002.
A. Cagir, B. M. Eisenhauer, R. Gao, S. J. Thomas, and S. M. Hecht, Bioorg. Med. Chem., 12, 6287 (2004).
J. A. Fuente, M. J. Martin, M. M. Blanco, E. Pasqual-Alfonso, C. Avendano, and J. C. Menendez, Bioorg. Med. Chem., 9, 1807 (2001).
E. R. T. Tiekink, P. D. Cookson, B. M. Linahan, and L. K. Webster, Met.-Based Drugs, 1, 299 (1994).
P. D. Cookson, E. R. T. Tiekink, and M. W. Whitehouse, Aust. J. Chem., 47, 577 (1994).
E. Lukevics, I. Shestakova, I. Domracheva, A. Nesterova, J. Ashaks, and D. Zaruma, Khim. Geterotsikl. Soedin., 59 (2006). [Chem. Heterocycl. Compd., 42, 53 (2006).]
E. Lukevics, I. Shestakova, I. Domracheva, A. Nesterova, D. Zaruma, and J. Ashaks, Khim. Geterotsikl. Soedin., 870 (2006). [Chem. Heterocycl. Compd., 42, 761 (2006).]
E. Lukevics, I. Shestakova, I. Domracheva, E. Yashchenko, D. Zaruma, and J. Ashaks, Khim. Geterotsikl. Soedin., 755 (2007). [Chem. Heterocycl. Compd., 43, 634 (2006).]
E. Lukevics, D. Zaruma, J. Ashaks, I. Shestakova, I. Domracheva, A. Gulbe, and V. Bridane, Khim. Geterotsikl. Soedin., 711 (2008). [Chem. Heterocycl. Compd., 44, 559 (2006).]
P. Koepf-Maier and T. Klapoetke, J. Cancer Res. Clin. Oncol., 118, 216 (1992).
J. Bernard, K. Ortner, B. Spingler, H.-J. Pietzsch, and R. Alberto, Inorg. Chem., 42, 1014 (2003).
A. Zablotskaya, I. Segal, S. Germane, I. Shestakova, E. Lukevics, A. Drews, and H. Spies, Ann. Rep. FZR-312, 64 (2001).
M. Shionoya, T. Ikeda, E. Kimura, and M. Shiro, J. Am. Chem. Soc., 116, 3848 (1994).
S. Aoki, C. Sugimura, and E. Kimura, J. Am. Chem. Soc., 120, 10094 (1998).
H. Spies, T. Fietz, H.-J. Pietzsch, B. Johannsen, P. Leibnitz, G. Reck, D. Scheller, and K. Klostermann, J. Chem. Soc., Dalton Trans., 2277 (1995).
Guidance Document on Using in vitro Data to Estimate in vivo Starting Doses foe Acute Toxicity, National Institute of Health, US Department of Health and Human Services (2001), p. 12.
R. Alberto, R. Schibli, E. Egli, P. A. Schubiger, W. A. Herrmann, G. Artus, U. Abram, and T. A. Kaden, J. Organomet. Chem., 493, 119 (1995).
N. P. Johnson, C. J. L. Lock, and G. Wilkinson, J. Chem. Soc., 1054 (1964).
M. Friebe, Dissertation, Technische Universität Dresden (1999).
T. Fietz, H. Spies, H.-J. Pietzsch, and P. Liebnitz, Inorg. Chim. Acta, 231, 233 (1995).
D. J. Fast, R. C. Lynch, and R. W. Leu, J. Leukocyte Biol., 52, 255 (1992).
P. J. Freshney, in Culture of Animal Cells (A Manual of Basic Technique), Willey-Liss, New York (1994), p. 269.
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*In memory of Professor E. Lukevics.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 314-319, February, 2012.
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Segal, I., Zablotskaya, A., Kniess, T. et al. Synthesis and cytotoxicity of pyridine and quinoline oxorhenium(V) complexes with tridentate (NS2, S3)/monodentate (s) coordination*. Chem Heterocycl Comp 48, 296–300 (2012). https://doi.org/10.1007/s10593-012-0989-z
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DOI: https://doi.org/10.1007/s10593-012-0989-z