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Title: Synthesis, Characterization and Evaluation of the Antibacterial and Antitumor Activity of HalogenatedSalen Copper (II) Complexes derived from Camphoric Acid
Authors: Pires, Ana Salomé 
Batista, João
Murtinho, Dina 
Nogueira, Célia 
Karamysheva, Anna
Ramos, Maria Luísa 
Milne, Bruce 
Tavares, Nuno Tiago
Gonçalves, José
Gonçalves, Ana Cristina 
Abrantes, Ana Margarida 
Soares, Rui
Gonçalves, Teresa 
Botelho, Maria Filomena 
Silva Serra, Maria Elisa 
Keywords: Copper salens; Cytotoxic activity; Antimicrobial activity; NMR studies; Ligand geometry optimization
Issue Date: 3-Feb-2020
Publisher: Wiley
Project: info:eu-repo/grantAgreement/CENTRO-01-0145-FEDER-000014/PT 
Serial title, monograph or event: Applied Organometallic Chemistry
Volume: 34
Issue: 5
Abstract: Platinum metal complexes are the most common chemotherapeutics currently used in cancer treatment. However, the frequent adverse effects, as well as acquired resistance by tumor cells, urge the development of effective alternatives. In the recent past, copper complexes with Schiff base ligands have emerged as good alternatives, showing interesting results. Accordingly, and in continuation of previous studies in this area, three new camphoric acid‐derived halogenated salen ligands and their corresponding Cu (II) complexes were synthesized and their antitumor activity was evaluated in order to determine the influence of the type and number of halogens present (Br, Cl). The in vitro cytotoxic activity was screened against colorectal WiDr and LS1034 and against breast MCF‐7 and HCC1806 cancer cell lines. The results proved the halogenated complexes to be very efficient, the tetrachlorinated Cu (II) complex being the most promising, presenting IC50 of 0.63–1.09 μM for the cell lines studied. The complex also shows selectivity to colorectal cancer cells compared to non‐tumor colon cells. It is worth highlighting that the tetrachlorinated Cu (II) complex, our most efficient complex, shows a significantly more powerful antitumor effect than the reference drugs currently used in conventional chemotherapy. The halogenated salen and corresponding complexes were also screened for their antimicrobial activity against four bacterial species‐Staphylococcus aureus, Enterococcus faecalis, Escherichia coli and Pseudomonas aeruginosa‐and four fungal species‐Candida albicans, Candida glabrata, Aspergillus fumigatus and Alternaria alternata. The compounds were found to exhibit moderate to strong antibacterial activity against the bacterial strains studied. NMR studies and theoretical calculations provided some insight into the structure of the ligands and copper complexes. Considering the results presented herein, our work validates the potential use of copper‐based chemotherapeutics as alternatives for cancer treatment.
ISSN: 0268-2605
DOI: 10.1002/aoc.5569
Rights: embargoedAccess
Appears in Collections:I&D CQC - Artigos em Revistas Internacionais

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