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A profile of the in vitro anti-tumor activity of imidazolium-based ionic liquids

  1. Author:
    Malhotra, S. V.
    Kumar, V.

  2. Author Address

    [Malhotra, Sanjay V.; Kumar, Vineet] NCI, Lab Synthet Chem, SAIC Frederick Inc, Frederick, MD 21702 USA.;Malhotra, SV, NCI, Lab Synthet Chem, SAIC Frederick Inc, 1050 Boyles St, Frederick, MD 21702 USA.;malhotrasa@mail.nih.gov
    1. Year: 2010
    2. Date: Jan
  2. Journal: Bioorganic & Medicinal Chemistry Letters
    1. 20
    2. 2
    3. Pages: 581-585
  4. Type of Article: Article
  5. ISSN: 0960-894X
  1. Abstract:

    The anti-cancer activity and cytotoxicity of imidazolium-based ionic liquids has been determined for the first time via NCI's in vitro 60 human tumor cell lines. The preliminary SAR showed that the chain length of alkyl substitution at N-3 position of imidazole ring plays crucial role towards anti-tumor activity and cytotoxicity of these ionic liquids. The ionic liquids with alkyl substitution of C-12 chain length were found to be effective against all 60 tumor cell lines and show very low cytotoxicity in most of the cases. Further increase in chain length resulted in enhanced growth inhibition of tumor cell lines as well as high cytotoxicity. Interestingly, active compounds 1-dodecyl-3-methylimidazolium chloride (8), 1-dodecyl-3-methylimidazolium tetrafluoroborate (9), 1-hexadecyl-3-methylimidazoium chloride (10), 1-octadecyl-3-methylimidazolium chloride (11), 1-octadecyl-3-methylimidazolium hexafluorophosphate (12), 1-octadecyl-3-methylimidazolium bis(triflic)imide (13) and 1-octadecyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate (14) were highly active against leukemia cell lines, especially compounds 13 and 14 where the cytotoxicity was also very low as given by LC50 > 100 mu M in all six leukemia cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

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External Sources

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  2. DOI: 10.1016/j.bmcl.2009.11.085
  3. View record in Web of Science®
  4. WOS: 000272936000031

Library Notes

  1. Fiscal Year: FY2009-2010
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