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Issue 48, 2012
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Synthesis, characterization and antitumor activity of new ferrocene incorporated N,N′-disubstituted thioureas

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Abstract

We report herein the synthesis, structural characterization and activity against human ovarian tumour models: A2780 (parent), A2780cisR (resistant to cisplatin) and A2780ZD0473R (resistant to the cisplatin analogue denoted as ZD0473) of two ferrocene incorporated N,N′-disubstituted thioureas {1-benzoyl-3-(4-ferrocenylphenyl)thiourea, B16, and 1-acetyl-3-(4-ferrocenylphenyl)thiourea, B3}. Structural characterization has been based on FT-IR, multinuclear (1H and 13C) NMR, elemental analysis and single crystal X-ray diffractometry. Ferrocene-incorporated thioureas may present themselves as a new class of metal-based tumour active compounds. The cyclic voltammetric measurements indicate that B16 undergoes partial intercalation with the CT-DNA whereas B3 undergoes only electrostatic interaction with the same. Partial prevention of BamH1 digestion of pBR322 plasmid DNA that has been interacted with high concentrations of both B16 and B3 indicates that even non-covalent interactions can induce significant conformational changes in the DNA.

Graphical abstract: Synthesis, characterization and antitumor activity of new ferrocene incorporated N,N′-disubstituted thioureas

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Publication details

The article was received on 16 Jul 2012, accepted on 19 Sep 2012 and first published on 19 Sep 2012


Article type: Paper
DOI: 10.1039/C2DT31570J
Citation: Dalton Trans., 2012,41, 14643-14650
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    Synthesis, characterization and antitumor activity of new ferrocene incorporated N,N′-disubstituted thioureas

    B. Lal, A. Badshah, A. A. Altaf, M. N. Tahir, S. Ullah and F. Huq, Dalton Trans., 2012, 41, 14643
    DOI: 10.1039/C2DT31570J

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