000139500 001__ 139500
000139500 005__ 20190117191536.0
000139500 0247_ $$2doi$$a10.1002/chem.200801032
000139500 02470 $$2DAR$$a13825
000139500 02470 $$2ISI$$a000260278900038
000139500 037__ $$aARTICLE
000139500 245__ $$aIn vitro anticancer activity and biologically relevant metabolization of organometallic ruthenium complexes with carbohydrate-based ligands
000139500 269__ $$a2008
000139500 260__ $$c2008
000139500 336__ $$aJournal Articles
000139500 520__ $$aThe synthesis and in vitro anticancer activity of dihalo(η6-p-cymene)(3,5,6-bicyclophosphite-α-D-glucofuranoside)ruthenium(II) complexes are described. The compds. were characterized by NMR spectroscopy and ESI mass spectrometry, and the mol. structures of dichlorido-, dibromido- and diiodido(η6-p-cymene)(3,5,6-bicyclophosphite-1,2-O-isopropylidene-α-D-glucofuranoside)ruthenium(II) were detd. by X- ray diffraction anal. The complexes were shown to undergo aquation of the first halido ligand in aq. soln., followed by hydrolysis of a P-O bond of the phosphite ligand, and finally formation of dinuclear species. The hydrolysis mechanism was confirmed by DFT calcns. The aquation of the complexes was markedly suppressed in 100 mM NaCl soln., and notably only very slow hydrolysis of the P-O bond was obsd. 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 compd. in human cancer cell lines (IC50 values from 30 to 300 μM depending on the cell line).
000139500 700__ $$aBerger, Isabella
000139500 700__ $$aHanif, Muhammad
000139500 700__ $$0242063$$aNazarov, Alexey A.$$g182952
000139500 700__ $$aHartinger, Christian G.
000139500 700__ $$aJohn, Roland O.
000139500 700__ $$aKuznetsov, Maxim L.
000139500 700__ $$0242067$$aGroessl, Michael$$g187361
000139500 700__ $$aSchmitt, Frederic
000139500 700__ $$0242074$$aZava, Olivier$$g187546
000139500 700__ $$aBiba, Florian
000139500 700__ $$aArion, Vladimir B.
000139500 700__ $$aGalanski, Markus
000139500 700__ $$aJakupec, Michael A.
000139500 700__ $$aJuillerat-Jeanneret, Lucienne
000139500 700__ $$0240015$$aDyson, Paul J.$$g149418
000139500 700__ $$aKeppler, Bernhard K.
000139500 773__ $$j14$$k29$$q9046-9057$$tCHEMISTRY - A EUROPEAN JOURNAL
000139500 909C0 $$0252010$$pLCOM$$xU9
000139500 909CO $$ooai:infoscience.tind.io:139500$$pSB$$particle
000139500 937__ $$aLCOM-ARTICLE-2009-031
000139500 973__ $$aEPFL$$rREVIEWED$$sPUBLISHED
000139500 980__ $$aARTICLE