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Tetra‐ to Dodecanuclear Oxomolybdate Complexes with Functionalized Bisphosphonate Ligands: Activity in Killing Tumor Cells
Author(s) -
Compain JeanDaniel,
Mialane Pierre,
Marrot Jérôme,
Sécheresse Francis,
Zhu Wei,
Oldfield Eric,
Dolbecq Anne
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001626
Subject(s) - polyoxometalate , deprotonation , chemistry , phosphonate , molybdenum , monoclinic crystal system , medicinal chemistry , crystal structure , stereochemistry , nuclear magnetic resonance spectroscopy , crystallography , nuclear chemistry , inorganic chemistry , ion , catalysis , organic chemistry
We report the synthesis and characterization of five novel Mo‐containing polyoxometalate (POM) bisphosphonate complexes with nuclearities ranging from 4 to 12 and with fully reduced, fully oxidized, or mixed‐valent (Mo V , Mo VI ) molybdenum, in which the bisphosphonates bind to the POM cluster through their two phosphonate groups and a deprotonated 1‐OH group. The compounds were synthesized in water by treating [Mo V 2 O 4 (H 2 O) 6 ] 2+ or [Mo VI O 4 ] 2− with H 2 O 3 PC(C 3 H 6 NH 2 )OPO 3 H 2 (alendronic acid) or its aminophenol derivative, and were characterized by single‐crystal X‐ray diffraction and 31 P NMR spectroscopy. (NH 4 ) 6 [(Mo V 2 O 4 )(Mo VI 2 O 6 ) 2 ‐ (O 3 PC(C 3 H 6 NH 3 )OPO 3 ) 2 ] ⋅ 12 H 2 O ( 1 ) is an insoluble mixed‐valent species. [(C 2 H 5 ) 2 NH 2 ] 4 [Mo V 4 O 8 (O 3 PC(C 3 H 6 NH 3 )OPO 3 ) 2 ] ⋅ 6 H 2 O ( 2 ) and [(C 2 H 5 ) 2 NH 2 ] 6 [Mo V 4 O 8 (O 3 PC(C 10 H 14 NO)OPO 3 ) 2 ] ⋅ 18 H 2 O ( 4 ) contain similar tetranuclear reduced frameworks. Li 8 [(Mo V 2 O 4 (H 2 O)) 4 (O 3 PC(C 3 H 6 NH 3 )OPO 3 ) 4 ] ⋅ 45 H 2 O ( 3 ) and Na 2 Rb 6 [(Mo VI 3 O 8 ) 4 (O 3 PC(C 3 H 6 NH 3 )OPO 3 ) 4 ] ⋅ 26H 2 O ( 5 ) are alkali metal salts of fully reduced octanuclear and fully oxidized dodecanuclear POMs, respectively. The activities of 2 – 5 (which are water‐soluble) against three human tumor cell lines were investigated in vitro. Although 2 – 4 have weak but measurable activity, 5 has IC 50 values of about 10 μ M , which is about four times the activity of the parent alendronate molecule on a per‐alendronate basis, which opens up the possibility of developing novel drug leads based on Mo bisphosphonate clusters.