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Photocytotoxic Copper(II) Complexes with Schiff-Base Scaffolds for Photodynamic Therapy.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Mar 15; Vol. 24 (16), pp. 4111-4120. Date of Electronic Publication: 2018 Feb 19. - Publication Year :
- 2018
-
Abstract
- Photodynamic therapy (PDT) is a promising and minimally invasive method for the treatment of superficial diseases, and photosensitizers with high phototoxicity indices (defined as (IC <subscript>50</subscript> <superscript>dark</superscript> )/(IC <subscript>50</subscript> <superscript>irradiation</superscript> )) are essential for the development of ideal photosensitizing properties for this technology. Herein, we report a series of photocytotoxic copper(II) complexes [Cu( <superscript>R</superscript> QYMP)(dppn)] ( <superscript>R</superscript> QYMP=N,N,O-tridentate Schiff-base derivatives, dppn=benzo[i]dipyrido[3,2-a;2',3'-c]phenazine), the structures of which have been confirmed by mass spectrometry and FTIR spectroscopy. X-ray crystallography revealed that the CuN <subscript>4</subscript> O core of the [Cu( <superscript>cumyl</superscript> QYMP)(dppn)](ClO <subscript>4</subscript> ) complex (3) has a distorted square-pyramidal geometry. Phototoxicity indices of 329 against human squamous cell carcinoma (SCC15) and 296 against basal cell carcinoma (BCC) cell lines have been determined with [Cu( <superscript>3-OMe</superscript> QYMP)(dppn)](ClO <subscript>4</subscript> ) (4). This can be attributed to the formation of reactive oxygen species, cell apoptosis, and caspase-3 activation, indicating high potential of complex 4 as a photosensitizer candidate in PDT. Thus, copper complexes bearing suitable Schiff-base ligands with a dppn co-ligand may be considered for the design of efficient metal-based anticancer agents for PDT.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Antineoplastic Agents chemistry
Antineoplastic Agents therapeutic use
Apoptosis drug effects
Cell Line, Tumor
Crystallography, X-Ray
Humans
Molecular Structure
Organometallic Compounds chemistry
Organometallic Compounds therapeutic use
Photochemotherapy
Photolysis
Antineoplastic Agents pharmacology
Carcinoma, Basal Cell drug therapy
Copper chemistry
Organometallic Compounds pharmacology
Schiff Bases chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 24
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 29222862
- Full Text :
- https://doi.org/10.1002/chem.201705640