Synthesis, characterization, electrochemical behavior and antioxidant activity of new copper(II) coordination compounds with curcumin derivatives

被引:28
作者
Calinescu, Mirela [1 ]
Fiastru, Manna [1 ]
Bala, Daniela [2 ]
Mihailciuc, Constantin [2 ]
Negreanu-Pirjol, Ticuta [3 ]
Jurca, Bogdan [2 ]
机构
[1] Univ Bucharest, Fac Chem, Dept Inorgan Chem, 23 Dumbrava Rosie, Bucharest 020462, Romania
[2] Univ Bucharest, Fac Chem, Dept Phys Chem, 4-12 Regina Elisabeta Str, Bucharest 030018, Romania
[3] Ovidius Univ, Fac Pharm, 1 Aleea Univ, Constanta 900470, Romania
关键词
Curcumin; Cu(II)-curcumin derivative complexes; Antioxidant; Free radicals; INDUCED MYOCARDIAL-INFARCTION; RADICAL SCAVENGING ABILITY; MANGANESE COMPLEXES; ANALOGS; CANCER; PHOTOCYTOTOXICITY; PROGRESSION; NICKEL(II); STABILITY; CHEMISTRY;
D O I
10.1016/j.jscs.2019.02.006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Five new copper(II) coordination compounds were prepared by template synthesis, using curcumin, 2-hydrazinobenzothiazole and metal salt (copper chloride, bromide, acetate and nitrate) in 1:2:1 and 1:2:2 molar ratio. The complexes were characterized by elemental and thermogravimetric analysis, IR, UV-Vis and mass spectroscopic methods and cyclic voltammetric studies. On the basis of physico-chemical measurements the following formulae have been assigned to the complexes: [Cu(H2L)(H2O)(2)]Cl-2 center dot H2O, [CuL]center dot H2O, [Cu(H2L)(H2O)Br]Br center dot 5H(2)O, [Cu2L(H2O)(4)](NO3)(2)-center dot 2H(2)O and [Cu-2(H2L)(NO3)(4)]center dot H2O, where H2L is the hydrazone ligand formed in the reaction conditions. Metal complexes were tested for antioxidant activity by photochemiluminescence and this activity was quantified by comparison with TROLOX (R), as standard. The results show that all complexes are more potent antioxidant agents than curcumin. (C) 2019 King Saud University. Production and hosting by Elseivier B.V.
引用
收藏
页码:817 / 827
页数:11
相关论文
共 65 条
[1]   Synthesis, spectroscopic, thermal characterization, and antimicrobial activity of miconazole drug and its metal complexes [J].
Abd El-Halim, Hanan F. ;
El-Dien, F. A. Nour ;
Mohamed, Gehad G. ;
Mohamed, Nehad A. .
JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2012, 109 (02) :883-892
[2]   Study binding of Al-curcumin complex to ds-DNA, monitoring by multispectroscopic and voltammetric techniques [J].
Ahmadi, F. ;
Alizadeh, A. A. ;
Shahabadi, N. ;
Rahimi-Nasrabadi, M. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2011, 79 (05) :1466-1474
[3]   Anticancer Activity of Curcumin and Its Analogues: Preclinical and Clinical Studies [J].
Allegra, Alessandro ;
Innao, Vanessa ;
Russo, Sabina ;
Gerace, Demetrio ;
Alonci, Andrea ;
Musolino, Caterina .
CANCER INVESTIGATION, 2017, 35 (01) :1-22
[4]   Biological activities of curcumin and its analogues (Congeners) made by man and Mother Nature [J].
Anand, Preetha ;
Thomas, Sherin G. ;
Kunnumakkara, Ajaikumar B. ;
Sundaram, Chitra ;
Harikumar, Kuzhuvelil B. ;
Sung, Bokyung ;
Tharakan, Sheeja T. ;
Misra, Krishna ;
Priyadarsini, Indira K. ;
Rajasekharan, Kallikat N. ;
Aggarwal, Bharat B. .
BIOCHEMICAL PHARMACOLOGY, 2008, 76 (11) :1590-1611
[5]   Curcumin and cancer: An "old-age" disease with an "age-old" solution [J].
Anand, Preetha ;
Sundaram, Chitra ;
Jhurani, Sonia ;
Kunnumakkara, Ajaikumar B. ;
Aggarwal, Bharat B. .
CANCER LETTERS, 2008, 267 (01) :133-164
[6]   Bioavailability of curcumin: Problems and promises [J].
Anand, Preetha ;
Kunnumakkara, Ajaikumar B. ;
Newman, Robert A. ;
Aggarwal, Bharat B. .
MOLECULAR PHARMACEUTICS, 2007, 4 (06) :807-818
[7]   Synthesis, spectra and redox behavior of copper(II) complexes of curcumin diketimines as models for blue copper proteins [J].
Annaraj, JP ;
Ponvel, KM ;
Athappan, P ;
Srinivasan, S .
TRANSITION METAL CHEMISTRY, 2004, 29 (07) :722-727
[8]   Symmetric binuclear complexes with an 'end-off' compartmental Schiff base ligand [J].
Annigeri, SM ;
Naik, AD ;
Gangadharmath, UB ;
Revankar, VK ;
Mahale, VB .
TRANSITION METAL CHEMISTRY, 2002, 27 (03) :316-320
[9]  
[Anonymous], 1978, INFRARED RAMAN SPECT
[10]   Antioxidant and Free Radical Scavenging Activities of Curcumin [J].
Asouri, Mohsen ;
Ataee, Ramin ;
Ahmadi, Ali Asghar ;
Amini, Abdolhossein ;
Moshaei, Masoumeh Rezaei .
ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (13) :7593-7595