title: Aliphatic organoimido derivatives of polyoxometalates containing a bioactive ligand.
abstract: A series of aliphatic organoimido derivatives of hexamolybdate based on amantadine, namely (nBu4 N)2 [Mo6 O18 (NC10 H15 )] (1), (nBu4 N)2 {cis-[Mo6 O17 (NC10 H15 )2 ]} (2), (nBu4 N)2 {trans-[Mo6 O17 (NC10 H15 )2 ]} (3), and (nBu4 N)2 [Mo6 O16 (NC10 H15 )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 trans-disubstituted 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.
authors.affiliation: Analysis and Test Center, Beijing University of Chemical Technology, Beijing 100029 (P. R. China), Fax: (+86) 10-64412796; State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191 (P. R. China); Department of Chemistry, Tsinghua University, Beijing 100084 (P. R. China).
authors.forename: Shan
authors.initials: S
authors.lastname: She
authors.forename: Shengtai
authors.initials: S
authors.lastname: Bian
authors.forename: Jian
authors.initials: J
authors.lastname: Hao
authors.forename: Jiangwei
authors.initials: J
authors.lastname: Zhang
authors.forename: Jin
authors.initials: J
authors.lastname: Zhang
authors.forename: Yongge
authors.initials: Y
authors.lastname: Wei
mesh_terms: D000547:Amantadine / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects*; D018360:Crystallography, X-Ray; D006801:Humans; D007094:Imides / Q000737:chemistry*; D008024:Ligands; D061986:MCF-7 Cells / Q000737:chemistry* / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D017973:Tungsten Compounds / Q000737:chemistry*; D000099294:Polyoxometalates
chemical_list: D000547:Amantadine; D000588:Amines; D007094:Imides; D008024:Ligands; D008982:Molybdenum; D009942:Organometallic Compounds; D017973:Tungsten Compounds; C102296:polyoxometalate I; D000099294:Polyoxometalates
keywords: amines; antiproliferation; imide ligands; molybdenum; polyoxometalates