A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity
Joan Albert
1
,
Ramón Bosque
1
,
Magali Cadena
1
,
Lucía D’Andrea
1
,
Jaume Granell
1
,
Asensio González
2
,
Josefina Quirante
2
,
Carmen Calvis
3
,
Ramon Messeguer
4
,
J. Badia
5
,
L. Baldoma
5
,
Teresa Calvet
2, 4
,
M. Font-Bardia
2, 4, 6
2
4
Biomed Division LEITAT Technological Center, Parc Científic,
Edifici Hèlix, C/ Baldiri Reixach,
15-21, E-08028 Barcelona, Spain
|
5
Publication type: Journal Article
Publication date: 2014-05-23
scimago Q2
wos Q1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The cyclopalladation of a series of symmetric diimines with the formula (RC6H4CH═NZ)2, where Z = CH2 or (CH2)2OCH2 and R = p-Cl, p-OMe, p-NO2, and o-Cl, is described. Optimal conditions to obtain the dimetalated compounds were found to be palladium(II) acetate, in toluene, at 60 °C and with a reaction time of 2–4 h. The reactivity of the dimetalated compounds with monodentate, bidentate, and bis(monodentate) Lewis bases was also studied. The cytotoxic activity of some selected compounds was evaluated against a panel of adenocarcinoma cell lines (colon HCT116 and breast MCF7 and MDA-MB231). Compounds containing the fragment NCH2CH2OCH2CH2OCH2CH2N exhibited a remarkable cytotoxic activity in the three cancer cells assayed, but complexes containing the NCH2CH2N fragment showed no activity. It seems that the length and flexibility of the central saturated chain in the imine molecule, as well as its lipophilicity and hydrophilicity, explain the different cytotoxicity of the two series of coordination compounds...
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GOST
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Albert J. et al. A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity // Organometallics. 2014. Vol. 33. No. 11. pp. 2862-2873.
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Albert J., Bosque R., Cadena M., D’Andrea L., Granell J., González A., Quirante J., Calvis C., Messeguer R., Badia J., Baldoma L., Calvet T., Font-Bardia M. A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity // Organometallics. 2014. Vol. 33. No. 11. pp. 2862-2873.
Cite this
RIS
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TY - JOUR
DO - 10.1021/om500382f
UR - https://doi.org/10.1021/om500382f
TI - A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity
T2 - Organometallics
AU - Albert, Joan
AU - Bosque, Ramón
AU - Cadena, Magali
AU - D’Andrea, Lucía
AU - Granell, Jaume
AU - González, Asensio
AU - Quirante, Josefina
AU - Calvis, Carmen
AU - Messeguer, Ramon
AU - Badia, J.
AU - Baldoma, L.
AU - Calvet, Teresa
AU - Font-Bardia, M.
PY - 2014
DA - 2014/05/23
PB - American Chemical Society (ACS)
SP - 2862-2873
IS - 11
VL - 33
SN - 0276-7333
SN - 1520-6041
ER -
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BibTex (up to 50 authors)
Copy
@article{2014_Albert,
author = {Joan Albert and Ramón Bosque and Magali Cadena and Lucía D’Andrea and Jaume Granell and Asensio González and Josefina Quirante and Carmen Calvis and Ramon Messeguer and J. Badia and L. Baldoma and Teresa Calvet and M. Font-Bardia},
title = {A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity},
journal = {Organometallics},
year = {2014},
volume = {33},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/om500382f},
number = {11},
pages = {2862--2873},
doi = {10.1021/om500382f}
}
Cite this
MLA
Copy
Albert, Joan, et al. “A New Family of Doubly Cyclopalladated Diimines. A Remarkable Effect of the Linker between the Metalated Units on Their Cytotoxicity.” Organometallics, vol. 33, no. 11, May. 2014, pp. 2862-2873. https://doi.org/10.1021/om500382f.