54220-52-9Relevant articles and documents
Synthesis, Characterization, and Cytotoxicity of Morpholine-Containing Ruthenium(II) p-Cymene Complexes
Chatterjee, Rishav,Bhattacharya, Indira,Roy, Souryadip,Purkait, Kallol,Koley, Tuhin Subhra,Gupta, Arnab,Mukherjee, Arindam
, p. 12172 - 12185 (2021)
Morpholine motif is an important pharmacophore and, depending on the molecular design, may localize in cellular acidic vesicles. To understand the importance of the presence of pendant morpholine in a metal complex, six bidentate N,O-donor ligands with or without a pendant morpholine unit and their corresponding ruthenium(II) p-cymene complexes (1-6) are synthesized, purified, and structurally characterized by various analytical methods including X-ray diffraction. Complexes 2-4 crystallized in the P21/c space group, whereas 5 and 6 crystallized in the P1ˉ space group. The solution stability studies using 1H NMR support instantaneous hydrolysis of the native complexes to form monoaquated species in a solution of 3:7 (v/v) dimethyl sulfoxide-d6 and 20 mM phosphate buffer (pH? 7.4, containing 4 mM NaCl). The monoaquated complexes are stable for at least up to 24 h. The complexes display excellent in vitro antiproliferative activity (IC50 ca. 1-14 μM) in various cancer cell lines, viz., MDA-MB-231, MiaPaCa2, and Hep-G2. The presence of the pendant morpholine does not improve the dose efficacy, but rather, with 2-[[(2,6-dimethylphenyl)imino]methyl]phenol (HL1) and its pendant morpholine analogue (HL3) giving complexes 1 and 3, respectively, the antiproliferative activity was poorer with 3. MDA-MB-231 cells treated with the complexes show that the acidic vesicles remain acidic, but the population of acidic vesicles increases or decreases with time of exposure, as observed from the dispersed red puncta, depending on the complex used. The presence of the 2,6-disubstituted aniline and the naphthyl group seems to improve the antiproliferative dose. The complex treated MDA-MB-231 cells show that cathepsin D, which is otherwise present in the cytosolic lysosomes, translocates to the nucleus as a result of exposure to the complexes. Irrespective of the presence of a morpholine motif, the complexes do not activate caspase-3 to induce apoptosis and seem to favor the necrotic pathway of cell killing.
Dinuclear iminophenoxide copper complexes in rac-lactide polymerisation
Daneshmand, Pargol,Pinon, Leena,Schaper, Frank
, p. 10147 - 10161 (2018/08/09)
Dinuclear bis(R′-(R′′-iminomethyl)phenoxide) copper complexes L2Cu2(μ-OR)2 were prepared from the reaction of copper methoxide with ROH and LH (ROH = dimethylaminoethanol or pyridylmethanol, R′ = H, 4,6-tBu, 1,3-Cl, R′′ = benzyl, cyclohexyl, diphenylmethyl and 2,6-dimethylphenyl). Preparation was complicated by formation of homoleptic L2Cu and only 9 of the 24 possible combinations could be prepared. All complexes were characterized by single crystal X-ray diffraction studies and crystallized as dinuclear penta-coordinated complexes. Homoleptic complexes L2Cu were inactive in lactide polymerization at room temperature. Most heteroleptic complexes showed modest to good activities with full conversion in less than 6 h at room temperature. Complexes with R′ = H showed poor molecular weight control, complexes with R′ = Cl were inactive in polymerization. In pyridylmethoxide-containing complexes, only one alkoxide initiated chain growth. All complexes produced atactic polymer.
Assignment and conformational investigation of asymmetric phenylindenylidene ruthenium complexes bearing N, O-bidentate ligands
Hendrickx,Drozdzak,Verpoort,Martins
experimental part, p. 443 - 449 (2011/08/04)
The NMR conformational study of three asymmetric phenylindenylidene ruthenium complexes 4.1-4.3, is presented. Complete 1H and 13C assignments could be obtained for 4.1-4.3 in benzene solution from multiple 2D homonuclear and heteron
