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Ti IV Complexes of Branched Diamine Bis(phenolato) Ligands: Hydrolysis and Cytotoxicity
Author(s) -
Peri Dani,
Manna Cesar M.,
Shavit Michal,
Tshuva Edit Y.
Publication year - 2011
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201100725
Subject(s) - chemistry , steric effects , cytotoxicity , hydrolysis , diamine , stereochemistry , medicinal chemistry , metal , polymer chemistry , organic chemistry , biochemistry , in vitro
Six Ti IV complexes of branched diamine bis(phenolato) ligands that feature a pendant donor side arm with different aromatic and N‐substitutions were synthesized and their hydrolytic stability and cytotoxicity were investigated as closely related analogues to the highly active and stable salan Ti IV complexes [salan = N , N′ ‐bis( o ‐hydroxybenzyl)‐1,2‐diaminoethane]. Although the C s ‐symmetrical complexes include binding of the side‐arm N donor to the metal as analyzed crystallographically, thus making them highly similar in coordination features to the C 2 ‐symmetrical salan complexes, they exhibit poor hydrolytic stability, presumably due to higher flexibility in binding of the side arm in solution. Complexes of alkyl aromatic substituents, both N ‐methylated and N ‐ethylated, with varying steric constraints demonstrated poor cytotoxicity. In contrast, ortho ‐halogenation, although it does not affect hydrolytic stability, substantially enhances the cytotoxicity towards colon HT‐29 and ovarian OVCAR‐1 cells.