In:
Chemistry – A European Journal, Wiley, Vol. 14, No. 29 ( 2008-10-10), p. 9046-9057
Abstract:
The synthesis and in vitro anticancer activity of dihalogenido(η 6 ‐ p ‐cymene)(3,5,6‐bicyclophosphite‐α‐ D ‐glucofuranoside)ruthenium(II) complexes are described. The compounds were characterized by NMR spectroscopy and ESI mass spectrometry, and the molecular structures of dichlorido‐, dibromido‐ and diiodido(η 6 ‐ p ‐cymene)(3,5,6‐bicyclophosphite‐1,2‐ O ‐isopropylidene‐α‐ D ‐glucofuranoside)ruthenium(II) were determined by X‐ray diffraction analysis. The complexes were shown to undergo aquation of the first halido ligand in aqueous solution, followed by hydrolysis of a PO bond of the phosphite ligand, and finally formation of dinuclear species. The hydrolysis mechanism was confirmed by DFT calculations. The aquation of the complexes was markedly suppressed in 100 m M NaCl solution, and notably only very slow hydrolysis of the PO bond was observed. The complexes showed affinity towards albumin and transferrin and monoadduct formation with 9‐ethylguanine. In vitro studies revealed that the 3,5,6‐bicyclophosphite‐1,2‐ O ‐cyclohexylidene‐α‐ D ‐glucofuranoside complex is the most cytotoxic compound in human cancer cell lines (IC 50 values from 30 to 300 μ M depending on the cell line).
Type of Medium:
Online Resource
ISSN:
0947-6539
,
1521-3765
DOI:
10.1002/chem.200801032
Language:
English
Publisher:
Wiley
Publication Date:
2008
detail.hit.zdb_id:
1478547-X
detail.hit.zdb_id:
1231884-X