Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 51, Pages 16987-16994Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201404317
Keywords
amines; antiproliferation; imide ligands; molybdenum; polyoxometalates
Categories
Funding
- NFSC [20901045, 21225103, 21221062, 21301105]
- China Postdoctoral Science Foundation [CPSF 20090450025]
- SRF for ROCS, SEM
- Specialized Research Fund for the Doctoral Program of Higher Education of China, Beijing Natural Science Foundation [2144051]
- Tsinghua University Initiative Foundation Research Program [20131089204]
- THSJZ
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A series of aliphatic organoimido derivatives of hexamolybdate based on amantadine, namely (nBu(4)N)(2)[Mo6O18(equivalent to NC10H15)] (1), (nBu(4)N)(2) {cis-[Mo6O17(equivalent to NC10H15)(2)]} (2), (nBu(4)N)(2){trans-[Mo6O17(equivalent to NC10H15)(2)]} (3), and (nBu(4)N)(2)[Mo6O16(equivalent to NC10H15)(3)] (4), was synthesized in reasonable yield by dehydration with N, N'-dicyclohexylcarbodiimide (DCC). They were characterized by IR and UV/ Vis spectroscopy, elemental analysis, ESI mass spectrometry, and single-crystal X-ray structure analysis. The spectral and structural similarities and differences between monosubstituted, cis-disubstituted, and transdisubstituted organoimido derivatives were elucidated and may provide guidance for related work on organoimido-functionalized Lindqvist-type polyoxometalates. In addition, trans-disubstituted and polysubstituted derivatives containing aliphatic organoimido ligands have not yet been reported, and the crystal structure of the trans isomer may lead us to a deeper understanding of disubstituted derivatives. Furthermore, proliferation and morphology of MCF-7 cells were studied with compound 1. The present results show that the DCC-dehydrating protocol could be an efficient approach to covalently graft bioactive ligands such as amantadine onto POMs and enhance their application in clinical cancer treatment.
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