Synthesis, characterization, and cytotoxic effects of new copper complexes using Schiff-base derivatives from natural sources

被引:16
作者
Gomes, Rafael N. [1 ]
Silva, Matheus L. [2 ]
Gomes, Kaio S. [2 ]
Lago, Joao H. G. [2 ]
Cerchiaro, Giselle [1 ]
机构
[1] Fed Univ ABC UFABC, Ctr Nat Sci & Humanities, Met Biochem & Oxidat Stress Lab, BR-09210580 Santo Andre, SP, Brazil
[2] Fed Univ ABC UFABC, Ctr Nat Sci & Humanities, Lab Bioorgan Chem, BR-09210580 Santo Andre, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
Copper; Cancer; Metal complexes; Cynamaldehyde; METAL-COMPLEXES; CISPLATIN; VANILLIN;
D O I
10.1016/j.jinorgbio.2023.112401
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Copper(II) complexes are interesting for cancer treatment due to their unique properties, including their redox potential, possible coordination structures with different ligands, the most diverse geometries, and different biomolecule reactivity. The present work synthesized new copper(II) complexes with Schiff-base (imine) type ligands using natural aldehydes such as cinnamaldehyde, vanillin, or ethyl vanillin. The ligands were obtained through the reaction of these aldehydes with the amines 1,3-diaminopropane, 2,2-dimethyl-1,3-propanediamine, or 1,3-diamino-2-propanol and characterized by 1H and 13C NMR, FTIR and ESI-HRMS. The complexation reaction used copper(II) as perchlorate salt, obtaining six new copper(II) complexes. The complexes were characterized using FTIR, UV-vis, elemental analysis, ESI-HRMS, and EPR. In addition, the interaction with the copper(II) complexes and serum albumin was investigated by electronic absorption, showing complex incor-poration in the albumin structure. The cytotoxicity of the complexes was evaluated using MTT assay in neuro-blastoma cell lines SH-SY5Y, CHP 212, and glioblastoma LN-18, and presented EC50 values between 90 and 300 mu M. Based on our results, a square-planar copper(II) complex derived from Schiff-base cinnamaldehyde was found here to possess significant potential as an anti-cancer treatment. Further investigation is required to explore this compound's benefits in cancer co-treatment approaches fully.
引用
收藏
页数:10
相关论文
共 35 条
[1]   Novel Cr (III), Fe (III) and Ru (III) Vanillin Based Metallo-Pharmaceuticals for Cancer and Inflammation Treatment: Experimental and Theoretical Studies [J].
Abdel-Rahman, Laila H. ;
El-Khatib, Rafat M. ;
Abdel-Fatah, Shimaa M. ;
Moustafa, H. ;
Alsalme, Ali M. ;
Nafady, Ayman .
APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (11)
[2]   Structure elucidation {spectroscopic, single crystal X-ray diffraction and computational DFT studies} of new tailored benzenesulfonamide derived Schiff base copper(II) intercalating complexes: Comprehensive biological profile {DNA binding, pBR322 DNA cleavage, Topo I inhibition and cytotoxic activity} [J].
Afsan, Zeenat ;
Roisnel, Thierry ;
Tabassum, Sartaj ;
Arjmand, Farukh .
BIOORGANIC CHEMISTRY, 2020, 94
[3]  
Aldossary S. A., 2019, BIOMED PHARMACOL J, V12, P07, DOI [DOI 10.13005/bpj/1608, 10.13005/bpj/1608]
[4]   Cisplatin resistance and opportunities for precision medicine [J].
Amable, Lauren .
PHARMACOLOGICAL RESEARCH, 2016, 106 :27-36
[5]  
[Anonymous], 2018, Intl Journal of Cancer
[6]   Copper and lipid metabolism: A reciprocal relationship [J].
Blades, Bryce ;
Ayton, Scott ;
Hung, Ya Hui ;
Bush, Ashley, I ;
La Fontaine, Sharon .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2021, 1865 (11)
[7]   Isatin-Schiff base copper(II) complexes and their influence on cellular viability [J].
Cerchiaro, G ;
Aquilano, K ;
Filomeni, G ;
Rotilio, G ;
Ciriolo, MR ;
Ferreira, AMD .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2005, 99 (07) :1433-1440
[8]   Copper in tumors and the use of copper-based compounds in cancer treatment [J].
da Silva, Daniela Almeida ;
De Luca, Anastasia ;
Squitti, Rosanna ;
Rongioletti, Mauro ;
Rossi, Luisa ;
Machado, Camila M. L. ;
Cerchiaro, Giselle .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2022, 226
[9]   Developing novel zinc(ii) and copper(ii) Schiff base complexes: combined experimental and theoretical investigation on their DNA/protein binding efficacy and anticancer activity [J].
Das, Manik ;
Mukherjee, Somali ;
Koley, Biplab ;
Choudhuri, Indranil ;
Bhattacharyya, Nandan ;
Roy, Pritam ;
Samanta, Bidhan Chandra ;
Barai, Manas ;
Maity, Tithi .
NEW JOURNAL OF CHEMISTRY, 2020, 44 (42) :18347-18361
[10]   Cisplatin in cancer therapy: Molecular mechanisms of action [J].
Dasari, Shaloam ;
Tchounwou, Paul Bernard .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2014, 740 :364-378