Advertisement

Russian Chemical Bulletin

, Volume 68, Issue 1, pp 181–185 | Cite as

Synthesis, characterization, and antileukemic activity of new water-soluble analogs of prodimin

  • S. A. GoncharovaEmail author
  • I. K. Yakushchenko
  • T. A. Raevskaya
  • T. N. Yakushchenko
  • N. P. Konovalova
Full Articles
  • 4 Downloads

Abstract

Two new compounds from the class of bis(3-halopropionyl)amides were synthesized by the reaction of 3-halopropionyl chloride with N,N′-dimethylethylenediamine. These structural analogs of prodimin, a water insoluble anticancer drug, are soluble in water, which significantly expands methods for their administration into a body. The compounds obtained and prodimin (as a reference substance) were studied on P388 murine leukemia and some of its drug-resistant strains. The data obtained suggest a high efficacy of one synthesized compound against drug-resistant tumors.

Key words

prodimin water-soluble analogs anticancer compounds drug-resistant tumors chemotherapy 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    G. Housman, Cancer, 2014, 6, 1769–1792.CrossRefGoogle Scholar
  2. 2.
    J. P. Gillet, M. M. Gottesman, Methods Mol. Biol., 2010, 596, 47–76.CrossRefGoogle Scholar
  3. 3.
    M. Mimeault, R. Hauke, S. K. Batra, Clinical Pharmacology and Therapeutics, 2008, 83, 673.CrossRefGoogle Scholar
  4. 4.
    M. Saraswathy, S. Gong, Biotechnol. Adv., 2013, 31, 1397–1407.CrossRefGoogle Scholar
  5. 5.
    D. A. Kazlauskas, E. B. Ramoshkene, Zh. Org. Khim., 1974, 10, 2301–2303 [J. Organ. Chem. USSR (Engl. Transl.), 1974, 10].Google Scholar
  6. 6.
    T. A. Andreyanova, A. S. Sokolova, T. S. Safonova, Khim.- Farm. Zh., 1998, 32, 10–13 [Pharm. Chem. J. (Engl. Transl.), 1998, 32].Google Scholar
  7. 7.
    USSR Pat. 1453661; Byul. Izobret., 1989, No. 40 (in Russian).Google Scholar
  8. 8.
    M. D. Mashkovskii, Lekarstvennye sredstva, Novaya Volna, Moscow, 2005, 978 pp. (in Russian).Google Scholar
  9. 9.
    T. Rodopoulos, K. Ishihara, M. Rodopoulos, Can. J. Chem., 2005, 83, 894–902.CrossRefGoogle Scholar
  10. 10.
    I. K. Yakushchenko, S. A. Goncharova, T. A. Raevskaya, T. N. Yakushchenko, RF Pat. 2605603; Byul. Izobret., 2016, No. 36 (in Russian).Google Scholar
  11. 11.
    J. Kumar, C. S. Purohit, S. Verma, Chem. Commun., 2008, 22, 2526–2528.CrossRefGoogle Scholar
  12. 12.
    M. V. Rubtsov, A. G. Baichikov, Sinteticheskie khimiko-farmatsevticheskie preparaty [Synthetic Chemical Pharmaceutical Drugs], Meditsina, Moscow, 1971, 276 pp. (in Russian).Google Scholar
  13. 13.
    Rukovodstvo po provedeniyu doklinicheskikh issledovanii lekarstvennykh sredstv [Handbook for Preclinical Drug Trials], Part I, Ed. A. N. Mironov, N. D. Bunatyan, Moscow, 2012, 939 pp. (in Russian).Google Scholar
  14. 14.
    E. M. Treschalina, O. S. Zhukova, G. K. Gerasimova, N. V. Andronova, A. M. Garin, Metodicheskie ukazaniya po izuche niyu protivoopukholevoi aktivnosti farmakologicheskikh veshestv [Guidelines for the Anticancer Activity Studies of Pharmaceutical Substances], in Rukovodstvo po ekspe rimental ´nomu (dokliknicheskomu) izucheniyu novykh farmakologicheskikh veshestv [Handbook for Experimental (Preclinical) Studies of New Pharmacological Substances], Meditsina, Moscow, 2005, 106 (in Russian).Google Scholar
  15. 15.
    Rukovodstvo po eksperimental´nomu (dokliknicheskomu) izucheniyu novykh farmakologicheskikh veshestv [Handbook for Experimental (Preclinical) Studies of New Pharmacological Substances], Ed. R. U. Khabriev, Meditsina, Moscow, 2005, 832 pp. (in Russian).Google Scholar
  16. 16.
    M. L. Belen´kii, Elementy kolichestvennoi otsenki farmakologicheskogo effekta [Particulars of Quantitative Assessment of Pharmacological Effect], Izd-vo Med. Lit-ry, Leningrad, 1963, 146 pp. (in Russian).Google Scholar
  17. 17.
    S. A. Goncharova, N. S. Demidova, O. A. Shiryaeva, Eksp. Onkologiya [Exp. Oncol.], 1987, 9, 42–47 (in Russian).Google Scholar
  18. 18.
    N. S. Demidova, S. A. Goncharova, O. B. Chernova, B. P. Kopnin, A. V. Gudkov, Genetika [Genetics], 1987, 23, 1797–1806 (in Russian).Google Scholar
  19. 19.
    N. S. Demidova, O. B. Chernova, E. Y. Siyanova, S. A. Goncharova, B. P. Kopnin, Somatic Cell Mol. Genet., 1991, 17, 581–590.CrossRefGoogle Scholar
  20. 20.
    S. A. Goncharova, T. A. Raevskaya, T. N. Yakushchenko, S. V. Blokhina, N. P. Konovalova, V. D. Sen, Russ. Chem. Bull., 2011, 60, 1944.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  • S. A. Goncharova
    • 1
    Email author
  • I. K. Yakushchenko
    • 1
  • T. A. Raevskaya
    • 1
  • T. N. Yakushchenko
    • 1
  • N. P. Konovalova
    • 1
  1. 1.Institute of Problems of Chemical PhysicsRussian Academy of SciencesChernogolovka, Moscow RegionRussian Federation

Personalised recommendations