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標題: Photocytotoxic Copper(II) Complexes with Schiff-Base Scaffolds for Photodynamic Therapy
作者: Lin, Rong-Kai
Chiu, Chin-I
Hsu, Cho-Han
Lai, Ying-Ju
Venkatesan, Parthiban
Huang, Po-Han
Lai, Ping-Shan
Lin, Chu-Chieh
關鍵字: Schiff bases;apoptosis;basal cell carcinoma;copper complexes;photodynamic therapy;Antineoplastic Agents;Apoptosis;Carcinoma, Basal Cell;Cell Line, Tumor;Copper;Crystallography, X-Ray;Humans;Molecular Structure;Organometallic Compounds;Photochemotherapy;Photolysis;Schiff Bases
Project: Chemistry (Weinheim an der Bergstrasse, Germany), Volume 24, Issue 16, Page(s) 4111-4120.
Photodynamic therapy (PDT) is a promising and minimally invasive method for the treatment of superficial diseases, and photosensitizers with high phototoxicity indices (defined as (IC50dark )/(IC50irradiation )) are essential for the development of ideal photosensitizing properties for this technology. Herein, we report a series of photocytotoxic copper(II) complexes [Cu(R QYMP)(dppn)] (R 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 CuN4 O core of the [Cu(cumyl QYMP)(dppn)](ClO4 ) 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(3-OMe QYMP)(dppn)](ClO4 ) (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.
DOI: 10.1002/chem.201705640
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