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Journal articles on the topic 'Copper(II) Curcumin Complexes'

Author: Grafiati

Published: 6 September 2023

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1

Le Dang Khoa and Hoang Minh Hao. "Synthesis, characterization and evaluation of antibacterial activity of copper(II)-curcumin complex against staphylococcus aureus." Journal of Technical Education Science, no. 67 (December 17, 2021): 52–57. http://dx.doi.org/10.54644/jte.67.2021.1089.

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Curcumin, a phytochemical from turmeric, and its derivatives have been extensively investigated from both chemical and biological strategies. However, the main problem encountered while using curcumin in clinical trials is its poor solubility and rapid degradation, resulting in its low levels in tissues, thus decreasing the medicinal effect of curcumin. To overcome these problems several synthetic approaches have been carried out to prepare new derivatives possessing better properties. Curcumin as a β-diketone ligand can act as chelating ligands toward a variety of metals to form stable complexes. Some studies showed that a metal-curcumin complex displayed potential medicinal activities. In this work, a copper(II)-curcumin complex was synthesized in a two-step procedure: (i) curcumin was separated from commercial turmeric powder using chromatography techniques and (ii) the copper(II) chloride (1 eq.) and pure curcumin (2 eq.) were mixed together in ethanol. The mixture was stirred at 60 oC for 3 hours to afford a stoichiometric copper(II)-curcumin complex. The curcumin ligand and its copper(II) complex were characterized by UV-Vis, IR, NMR spectroscopic methods, from which it was found that copper atoms are coordinated through keto-enol groups of two curcumin molecules. The ground state spectral features of the copper(II)-curcumin complex were consistent with that of the 1:2 copper(II)-curcumin complex. The antibacterial activities of curcumin ligand and its complex were evaluated against Staphylococcus aureus (ATCC 6538) using a well diffusion method on nutrient agar. The results showed that the inhibitory activity was not observed for free curcumin at any concentrations while the copper(II)-curcumin complex exhibited the inhibition zones (mm) of 7.8, 11.6 and 14.9 at various concentrations (mg/mL) of 1.0, 5.0 and 15.0, respectively.

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2

Banaspati, Atrayee, Vanitha Ramu, Md Kausar Raza, and Tridib K. Goswami. "Copper(ii) curcumin complexes for endoplasmic reticulum targeted photocytotoxicity." RSC Advances 12, no. 47 (2022): 30722–33. http://dx.doi.org/10.1039/d2ra04813b.

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3

H. M. Leung, Mandy, Takaaki Harada, and Tak W. Kee. "Delivery of Curcumin and Medicinal Effects of the Copper(II)-Curcumin Complexes." Current Pharmaceutical Design 19, no. 11 (February 1, 2013): 2070–83. http://dx.doi.org/10.2174/1381612811319110008.

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4

H. M. Leung, Mandy, Takaaki Harada, and Tak W. Kee. "Delivery of Curcumin and Medicinal Effects of the Copper(II)-Curcumin Complexes." Current Pharmaceutical Design 19, no. 11 (April 1, 2013): 2070–83. http://dx.doi.org/10.2174/138161213805289237.

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5

Bhattacharyya, Arnab, Akanksha Dixit, Koushambi Mitra, Samya Banerjee, Anjali A. Karande, and Akhil R. Chakravarty. "BODIPY appended copper(ii) complexes of curcumin showing mitochondria targeted remarkable photocytotoxicity in visible light." MedChemComm 6, no. 5 (2015): 846–51. http://dx.doi.org/10.1039/c4md00425f.

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6

Leung, Mandy H. M., Duc-Truc Pham, Stephen F. Lincoln, and Tak W. Kee. "Femtosecond transient absorption spectroscopy of copper(ii)–curcumin complexes." Physical Chemistry Chemical Physics 14, no. 39 (2012): 13580. http://dx.doi.org/10.1039/c2cp40208d.

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7

Arenaza-Corona, Antonino, Marco A. Obregón-Mendoza, William Meza-Morales, María Teresa Ramírez-Apan, Antonio Nieto-Camacho, Rubén A. Toscano, Leidys L. Pérez-González, Rubén Sánchez-Obregón, and Raúl G. Enríquez. "The Homoleptic Curcumin–Copper Single Crystal (ML2): A Long Awaited Breakthrough in the Field of Curcumin Metal Complexes." Molecules 28, no. 16 (August 12, 2023): 6033. http://dx.doi.org/10.3390/molecules28166033.

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The first single crystal structure of the homoleptic copper (II) ML2 complex (M=Cu (II), L = curcumin) was obtained and its structure was elucidated by X-ray diffraction showing a square planar geometry, also confirmed by EPR. The supramolecular arrangement is supported by C-H···O interactions and the solvent (MeOH) plays an important role in stabilizing the crystal packing Crystallinity was additionally assessed by XRD patterns. The log P value of the complex (2.3 ± 0.15) was determined showing the improvement in water solubility. The cytotoxic activity of the complex against six cancer cell lines substantially surpasses that of curcumin itself, and it is particularly selective against leukemia (K562) and human glioblastoma (U251) cell lines, with similar antioxidant activity to BHT. This constitutes the first crystal structure of pristine curcumin complexed with a metal ion.

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8

Mukherjee, Nandini, Abinaya Raghavan, Santosh Podder, Shamik Majumdar, Arun Kumar, Dipankar Nandi, and Akhil R. Chakravarty. "Photocytotoxic Activity of Copper(II) and Zinc(II) Complexes of Curcumin and (Acridinyl)dipyridophenazine." ChemistrySelect 4, no. 33 (September 2, 2019): 9647–58. http://dx.doi.org/10.1002/slct.201902281.

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9

Goswami, Tridib K., Sudarshan Gadadhar, Bappaditya Gole, Anjali A. Karande, and Akhil R. Chakravarty. "Photocytotoxicity of copper(II) complexes of curcumin and N-ferrocenylmethyl-l-amino acids." European Journal of Medicinal Chemistry 63 (May 2013): 800–810. http://dx.doi.org/10.1016/j.ejmech.2013.03.026.

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10

Annaraj, James P., Kanagasabai M. Ponvel, Periakaruppan Athappan, and Sankaran Srinivasan. "Synthesis, spectra and redox behavior of copper(II) complexes of curcumin diketimines as models for blue copper proteins." Transition Metal Chemistry 29, no. 7 (October 2004): 722–27. http://dx.doi.org/10.1007/s11243-004-0837-9.

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11

Wang, Jiafeng, Dong Wei, Bo Jiang, Tao Liu, Jia Ni, and Shuangsheng Zhou. "Two copper(II) complexes of curcumin derivatives: synthesis, crystal structure and in vitro antitumor activity." Transition Metal Chemistry 39, no. 5 (May 22, 2014): 553–58. http://dx.doi.org/10.1007/s11243-014-9831-z.

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12

Xue, Xuan, Jiafeng Wang, Guifu Si, Chengming Wang, and Shuangsheng Zhou. "Synthesis, DNA-binding properties and cytotoxicity evaluation of two copper(II) complexes based on curcumin." Transition Metal Chemistry 41, no. 3 (February 18, 2016): 331–37. http://dx.doi.org/10.1007/s11243-016-0027-6.

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13

Barik, Atanu, Beena Mishra, Amit Kunwar, Ramakant M. Kadam, Liang Shen, Sabari Dutta, Subhash Padhye, Ashis K. Satpati, Hong-Yu Zhang, and K. Indira Priyadarsini. "Comparative study of copper(II)–curcumin complexes as superoxide dismutase mimics and free radical scavengers." European Journal of Medicinal Chemistry 42, no. 4 (April 2007): 431–39. http://dx.doi.org/10.1016/j.ejmech.2006.11.012.

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14

Angulo, Jorge, and Jenny Delgado-Villanueva. "Preparación y Caracterización de Complejos de Curcumina con Zinc(II), Níquel(II), Magnesio(II), Cobre(II) y su Evaluación Frente a Bacterias Grampositiva y Gramnegativa." Revista Politécnica 51, no. 2 (May 1, 2023): 63–72. http://dx.doi.org/10.33333/rp.vol51n2.06.

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Se han preparado complejos metálicos de cobre(II), zinc(II), níquel(II) y magnesio(II) con el ligando curcuminato, en la relación molar 2:1 ligando:metal, en etanol como disolvente: [M(curcumina)2] (M = Ni2+, Cu2+, Mg2+ y Zn2+). La relación estequiométrica ligando-metal (2:1) se determinó por el método espectrofotométrico de Job (método de las variaciones continuas). Los complejos fueron caracterizados por análisis elemental, espectrometría de masas, espectroscopia infrarroja, espectroscopia fotoelectrónica de rayos X (XPS) y resonancia magnética nuclear (1H-RMN, 13C-RMN). En el complejo, cada curcuminato se enlaza al metal a través de dos átomos de oxígeno (C=O y C-O-) formando anillos quelatos de 6 miembros que actúan como un ligando bidentado. Los resultados del estudio antibacteriano de los complejos preparados frente a Staphylococcus aureus (grampositivo) y Escherichia coli (gramnegativo), a través el método Kirby-Bauer (método de difusión en Agar), revelan que todos los complejos presentan importante actividad antibacteriana frente al Staphylococcus aureus, destacándose el complejo de curcumina-zinc que presenta actividad biológica frente a esta bacteria aun a concentraciones bajas.

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15

Figueroa-DePaz, Yeshenia, Jaime Pérez-Villanueva, Olivia Soria-Arteche, Diego Martínez-Otero, Virginia Gómez-Vidales, Luis Ortiz-Frade, and Lena Ruiz-Azuara. "Casiopeinas of Third Generations: Synthesis, Characterization, Cytotoxic Activity and Structure–Activity Relationships of Mixed Chelate Compounds with Bioactive Secondary Ligands." Molecules 27, no. 11 (May 30, 2022): 3504. http://dx.doi.org/10.3390/molecules27113504.

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Casiopeinas are a family of copper(II) coordination compounds that have shown an important antineoplastic effect and low toxicity in normal cells. These compounds induce death cells by apoptosis through a catalytic redox process with endogenous reducing agents. Further studies included a structural variation, improving the activity and selectivity in cancer cells or other targets. In the present work we report the third generation, which contains a bioactive monocharged secondary ligand, as well as the design, synthesis, characterization and antiproliferative activity, of sixteen new copper(II) coordination compounds with curcumin or dimethoxycurcumin as secondary ligands. All compounds were characterized by elemental analysis, FTIR, UV-Vis, magnetic susceptibility, mass spectra with MALDI-flight time, cyclic voltammetry, electron paramagnetic resonance (EPR) spectroscopy and X-ray diffraction. Crystallization of two complexes was achieved in dimethylsulfoxide (DMSO) with polar solvent, and crystal data demonstrated that a square-based or square-base pyramid geometry are possible. A 1:1:1 stoichiometry (diimine: copper: curcuminoid) ratio and the possibility of a nitrate ion as a counterion were supported. 1H, 13C NMR spectra were used for the ligands. A sulforhodamine B assay was used to evaluate the cytotoxicity effect against two human cancer cell lines, SKLU-1 and HeLa. Electronic descriptors and redox potential were obtained by DFT calculations. Structure–activity relationships are strongly determined by the redox potential (E1/2) of copper(II) and molar volume (V) of the complexes. These compounds can be used as a template to open a wide field of research both experimentally and theoretically.

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16

Deepthi, T. V., and P. Venugopalan. "Synthesis, DNA-binding, and cytotoxic studies on three copper(II) complexes of unsymmetrical synthetic analogues of curcumin." Journal of Coordination Chemistry 69, no. 22 (September 12, 2016): 3403–16. http://dx.doi.org/10.1080/00958972.2016.1227973.

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17

Corinti, Davide, Alessandro Maccelli, Barbara Chiavarino, Philippe Maitre, Debora Scuderi, Enrico Bodo, Simonetta Fornarini, and Maria Elisa Crestoni. "Vibrational signatures of curcumin’s chelation in copper(II) complexes: An appraisal by IRMPD spectroscopy." Journal of Chemical Physics 150, no. 16 (April 28, 2019): 165101. http://dx.doi.org/10.1063/1.5086666.

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18

Annaraj, J., S. Srinivasan, K. M. Ponvel, and PR Athappan. "Mixed ligand copper(II) complexes of phenanthroline/bipyridyl and curcumin diketimines as DNA intercalators and their electrochemical behavior under Nafion® and clay modified electrodes." Journal of Inorganic Biochemistry 99, no. 3 (March 2005): 669–76. http://dx.doi.org/10.1016/j.jinorgbio.2004.11.018.

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19

Leung, Mandy H. M., Pravena Mohan, Tara L. Pukala, Denis B. Scanlon, Stephen F. Lincoln, and Tak W. Kee. "Reduction of Copper(II) to Copper(I) in the Copper-Curcumin Complex Induces Decomposition of Curcumin." Australian Journal of Chemistry 65, no. 5 (2012): 490. http://dx.doi.org/10.1071/ch12081.

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We report the decomposition of curcumin due to reduction of Cu(ii) to Cu(i). Cu(ii) binds tightly with curcumin to form a complex which exhibits a high stability in methanol, but it decomposes readily in acetonitrile and in SDS micelles in the presence of ascorbic acid, coincident with reduction of Cu(ii) to Cu(i). In this study, the UV-Vis absorption of the Cu-curcumin complex shows a monotonic decrease as a function of time, consistent with the decomposition of curcumin. At a high copper : curcumin molar ratio of 10 : 1, the UV-Vis absorption spectrum of the Cu(ii)-curcumin complex in acetonitrile exhibits a substantial blue shift of the absorption maximum from 420 nm to 350 nm, which is indicative of a significant decrease in conjugation length of curcumin in the presence of Cu(ii). Time-dependent mass spectrometry and high performance liquid chromatography (HPLC) data are also consistent with the decomposition of curcumin as a consequence of reduction of Cu(ii) to Cu(i).

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20

Banerjee, Rona. "Inhibitory Effect of Curcumin-Cu(II) and Curcumin-Zn(II) Complexes on Amyloid-Beta Peptide Fibrillation." Bioinorganic Chemistry and Applications 2014 (2014): 1–8. http://dx.doi.org/10.1155/2014/325873.

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Mononuclear complexes of Curcumin with Cu(II) and Zn(II) have been synthesized and, characterized and their effects on the fibrillization and aggregation of amyloid-beta (Aβ) peptide have been studied. FTIR spectroscopy and atomic force microscopy (AFM) observations demonstrate that the complexes can inhibit the transition from less structured oligomers toβ-sheet rich protofibrils which act as seeding factors for further fibrillization. The metal complexes also impart more improved inhibitory effects than Curcumin on peptide fibrillization.

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21

Badiger, Basavantappa M., Sangarnesh A. Patil, Subhas D. Angadi, and Vasant H. Kulkarni. "Homobinuclear Complexes of Copper(II) with Copper(II) Thiocarbohydrazones." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 16, no. 2 (January 1986): 201–11. http://dx.doi.org/10.1080/00945718608057526.

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22

Margraf, Günter, Jan W. Bats, Matthias Wagner, and Hans-Wolfram Lerner. "Copper(II) PMDTA and copper(II) TMEDA complexes: precursors for the synthesis of dinuclear dicationic copper(II) complexes." Inorganica Chimica Acta 358, no. 4 (March 2005): 1193–203. http://dx.doi.org/10.1016/j.ica.2004.11.002.

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23

Hieu, Tran Quang, and Doan Thi Thanh Thao. "Enhancing the Solubility of Curcumin Metal Complexes and Investigating Some of Their Biological Activities." Journal of Chemistry 2019 (September 2, 2019): 1–8. http://dx.doi.org/10.1155/2019/8082195.

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This article describes the synthesis of curcumin complexes with metal ions. Properties of these complexes such as spectra IR and UV-Vis and solubility were investigated. The optimum parameters of ultrasound to enhance the solubility was figured out as follows: the capacity of ultrasound: 750 W/g; the time of ultrasound: 7 min; the concentration of the surfactant Tween 80 : 2%. The maximum solubility (mg/ml) of complexes was as follows: Cur-Fe(III): 0.162 ± 0.01; Cur-Zn(II): 0.267 ± 0.02; and Cur-Ca(II): 0.417 ± 0.05. Antioxidant capacity (DPPH, %I) of curcumin complexes was higher than that of curcumin-free complexes. All of these curcumin complexes revealed antimicrobial activities, in which calcium complex had the best resistance against Salmonella, followed by Fe(III) complexes. Meanwhile, the zinc complex was not resistant to this bacterium. These complexes showed antibacterial activity on Staphylococcus aureus, in which Cur-Ca (II) complexes had the highest antibacterial activity. For Escherichia coli, the Cur-Zn (II) complex had no resistance, while the Cur-Ca (II) complex showed the highest antibacterial activity.

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24

Patel, R. N., Nripendra Singh, K. K. Shukla, and U. K. Chauhan. "Novel copper(II)-dien-imidazole/imidazolate-bridged copper(II) complexes." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 61, no. 1-2 (January 2005): 287–97. http://dx.doi.org/10.1016/j.saa.2004.03.009.

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25

Lal, Ram A., Kailash N. Srivastava, and Sujit Das. "Copper(II) Complexes of Acyldihydrazones." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 18, no. 9 (January 1988): 837–48. http://dx.doi.org/10.1080/00945718808060826.

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26

Saich, Akila A. "New Copper(II) Azino Complexes." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 28, no. 6 (July 1998): 975–83. http://dx.doi.org/10.1080/00945719809351682.

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27

Sanyal, Indrajit, Phalguni Ghosh, and Kenneth D. Karlin. "Mononuclear Copper(II)-Acylperoxo Complexes." Inorganic Chemistry 34, no. 11 (May 1995): 3050–56. http://dx.doi.org/10.1021/ic00115a035.

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28

Pal, Samudranil. "Copper(II) complexes with aroylhydrazones." Journal of Chemical Sciences 114, no. 4 (August 2002): 417–30. http://dx.doi.org/10.1007/bf02703831.

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29

Zheng, Yue-Qing, De-Yi Cheng, Jian-Li Lin, Zhi-Feng Li, and Xian-Wen Wang. "Adipato-Bridged Copper(II) Complexes." European Journal of Inorganic Chemistry 2008, no. 28 (October 2008): 4453–61. http://dx.doi.org/10.1002/ejic.200800309.

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30

Prasad, Sahdeo, Dan DuBourdieu, Ajay Srivastava, Prafulla Kumar, and Rajiv Lall. "Metal–Curcumin Complexes in Therapeutics: An Approach to Enhance Pharmacological Effects of Curcumin." International Journal of Molecular Sciences 22, no. 13 (June 30, 2021): 7094. http://dx.doi.org/10.3390/ijms22137094.

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Curcumin, an active component of the rhizome turmeric, has gained much attention as a plant-based compound with pleiotropic pharmacological properties. It possesses anti-inflammatory, antioxidant, hypoglycemic, antimicrobial, neuroprotective, and immunomodulatory activities. However, the health-promoting utility of curcumin is constrained due to its hydrophobic nature, water insolubility, poor bioavailability, rapid metabolism, and systemic elimination. Therefore, an innovative stride was taken, and complexes of metals with curcumin have been synthesized. Curcumin usually reacts with metals through the β-diketone moiety to generate metal–curcumin complexes. It is well established that curcumin strongly chelates several metal ions, including boron, cobalt, copper, gallium, gadolinium, gold, lanthanum, manganese, nickel, iron, palladium, platinum, ruthenium, silver, vanadium, and zinc. In this review, the pharmacological, chemopreventive, and therapeutic activities of metal–curcumin complexes are discussed. Metal–curcumin complexes increase the solubility, cellular uptake, and bioavailability and improve the antioxidant, anti-inflammatory, antimicrobial, and antiviral effects of curcumin. Metal–curcumin complexes have also demonstrated efficacy against various chronic diseases, including cancer, arthritis, osteoporosis, and neurological disorders such as Alzheimer’s disease. These biological activities of metal–curcumin complexes were associated with the modulation of inflammatory mediators, transcription factors, protein kinases, antiapoptotic proteins, lipid peroxidation, and antioxidant enzymes. In addition, metal–curcumin complexes have shown usefulness in biological imaging and radioimaging. The future use of metal–curcumin complexes may represent a new approach in the prevention and treatment of chronic diseases.

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31

Huai, Qiyong, Junqiang Yu, Xiushang Xu, Jinlai Miao, and Zongling Wang. "Synthesis and Properties of Copper(II)-Ferrocene Formylated Curcumin." Asian Journal of Chemistry 26, no. 1 (2014): 261–63. http://dx.doi.org/10.14233/ajchem.2014.15862.

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32

Ismail, E. H., D. Y. Sabry, H. Mahdy, and M. M. H. Khalil. "Synthesis and Characterization of some Ternary Metal Complexes of Curcumin with 1,10-phenanthroline and their Anticancer Applications." Journal of Scientific Research 6, no. 3 (August 26, 2014): 509–19. http://dx.doi.org/10.3329/jsr.v6i3.18750.

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Some ternary complexes of curcumin have been synthesized by the reaction of M(II) nitrate with curcumin as primary ligand and 1,10-phenanthroline (phen) as supporting ligand in water/ethanol solution under a nitrogen atmosphere. The composition of the complexes has been characterized by elemental analysis, molar conductivity, thermogravimetric analysis, IR, UVvis spectroscopy. The results reveal that curcumin ligand coordinates with M(II) in bidentate mode after deprotonation. The supporting ligand (phen) uses its two N atoms in coordination with metal ions in bidentate mode. The general formula of the complexes is [M(Cur)(phen)]NO3 (M = Ni(II), Co(II), Cu(II) and Z(II)). The results of antibacterial activity indicated that the complexes have good antibacterial ability for the testing bacterium than that of curcumin. Furthermore, the [M(Cur)(phen)]NO3 complexes were evaluated for its in vitro anticancer activity against hepatocellular carcinoma. © 2014 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved. doi: http://dx.doi.org/10.3329/jsr.v6i3.18750 J. Sci. Res. 6 (3), 509-519 (2014)

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33

Salh, Hala M., and Taghreed H. Al-Noor. "Preparation, Structural Characterization and Biological Activities of Curcumin-Metal(II)-L-3,4-dihydroxyphenylalanin (L-dopa) complexes." Ibn AL-Haitham Journal For Pure and Applied Sciences 36, no. 1 (January 20, 2023): 170–85. http://dx.doi.org/10.30526/36.1.2899.

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In the present work, a first-row divalent d-transition metal obtained from curcumin(Curc) and L-3,4-dihydroxyphenylalanin(L-dopa)have been synthesized which their complexes and characterized by C.H.N, conductance, spectral methods: FT-IR, Ultra–Visible. Magneto-chemical measurements, molar conductance ΛM (1×10−3 mol/L in DMSO):36- 0.84 ohm-1.cm2.mol-1 (non-electrolyte). The data shows that the complexes have the structure [M((II))-(Curc)-(L-dopa)] system. Electronic and magnetic data suggest an octahedral geometry for all complexes in which the (L-dopa) and curcumin act as bidentate ligands. Curcumin coordinated to the metal ions M (II) through the lone pair of electrons of oxygen in 2(C=O) groups. The (L-dopa) coordinated to M (II) as a mono negative bidentate ligand through the oxygen atom of the carboxylate and the (N), atom of the (-NH2) groups. The general formula was given for the prepared mixed ligand complexes as [M (Cur)(L-dopa)2 ]. M= Mn (II), Fe (II),Co(II),Ni(II),Cu (II), Zn(II), Cd(II) and Hg(II).The ligands and their metal complexes were screened for their antimicrobial activity klebsiella pneumonie,and Staphylococcus aureus, and Candida albicans. Metal chelates showed very good antimicrobial activity than their parent curcumin-and (L- dopa). We have given the general formula for the prepared mixed ligand complexes as [M (Cur)(L-dopa)2].M= Mn (II), Fe (II),Co(II) ,Ni(II),Cu (II), Zn(II), Cd(II) and Hg(II).The ligands and their metal complexes were screened for their antimicrobial activity klebsiella pneumonie,and Staphylococcus aureus, and Candida albicans. Metal chelates show very good antimicrobial activity than their parent Curcumin-and (L- dopa).

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34

Birdsall, W. J., and Bruce A. Weber. "Copper(I) and Copper(II) Complexes of Creatinine." Journal of Coordination Chemistry 22, no. 3 (December 1990): 205–8. http://dx.doi.org/10.1080/00958979009408216.

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35

Garc�a-Onrubia, Azucena, Pilar Souza, Jos� R. Masaguer, and Agueda Arquero. "Copper(II) and copper(I) complexes of benzenecarbothioamides." Transition Metal Chemistry 13, no. 5 (October 1988): 384–87. http://dx.doi.org/10.1007/bf01225133.

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36

Pucci, Daniela, Alessandra Crispini, Bárbara Sanz Mendiguchía, Sante Pirillo, Mauro Ghedini, Sabrina Morelli, and Loredana De Bartolo. "Improving the bioactivity of Zn(ii)-curcumin based complexes." Dalton Transactions 42, no. 26 (2013): 9679. http://dx.doi.org/10.1039/c3dt50513h.

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37

Kuncheria, Joshi, and K. K. Aravindakshan. "Copper(II) and Cobalt(II) Complexes of Arylazopyrazolones." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 23, no. 9 (October 1993): 1469–84. http://dx.doi.org/10.1080/15533179308016700.

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38

Delgado, F. S., J. Sanchiz, C. Ruiz-Pérez, F. Lloret, and M. Julve. "Alkali-templated malonate copper(II) complexes." Acta Crystallographica Section A Foundations of Crystallography 61, a1 (August 23, 2005): c358. http://dx.doi.org/10.1107/s0108767305084746.

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39

Felicio, Roberto C., Gislaine A. da Silva, Lucinéia F. Ceridorio, and Edward R. Dockal. "Tetradentate Schiff Base Copper(II) Complexes." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 29, no. 2 (February 1, 1999): 171–92. http://dx.doi.org/10.1080/00945719909349442.

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40

Earl, Boyd L. "The colorful complexes of copper(II)." Journal of Chemical Education 62, no. 9 (September 1985): 798. http://dx.doi.org/10.1021/ed062p798.1.

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41

Materazzi, S., A. Gentili, R. Curini, and G. D'Ascenzo. "New copper(II) complexes of Creatinine." Thermochimica Acta 329, no. 2 (April 1999): 147–56. http://dx.doi.org/10.1016/s0040-6031(99)00043-x.

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42

Das, Babulal, and Jubaraj B. Baruah. "Assembling of copper(II) dipicolinate complexes." Polyhedron 31, no. 1 (January 2012): 361–67. http://dx.doi.org/10.1016/j.poly.2011.09.039.

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Jazdzewski, Brian A., Patrick L. Holland, Maren Pink, Victor G. Young, Douglas J. E. Spencer, and William B. Tolman. "Three-Coordinate Copper(II)−Phenolate Complexes." Inorganic Chemistry 40, no. 24 (November 2001): 6097–107. http://dx.doi.org/10.1021/ic010615c.

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Erre, Liliana Strinna, Eugenio Garribba, Giovanni Micera, Alba Pusino, and Daniele Sanna. "Copper(II) complexes of imidazolinone herbicides." Inorganica Chimica Acta 255, no. 2 (February 1997): 215–20. http://dx.doi.org/10.1016/s0020-1693(96)05355-8.

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Ramette, R. W. "Copper(II) complexes with chloride ion." Inorganic Chemistry 25, no. 14 (July 1986): 2481–82. http://dx.doi.org/10.1021/ic00234a044.

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Tano, Tetsuro, Mehmed Z. Ertem, Satoru Yamaguchi, Atsushi Kunishita, Hideki Sugimoto, Nobutaka Fujieda, Takashi Ogura, Christopher J. Cramer, and Shinobu Itoh. "Reactivity of copper(ii)-alkylperoxo complexes." Dalton Transactions 40, no. 40 (2011): 10326. http://dx.doi.org/10.1039/c1dt10656b.

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Atanasov, Mihail, Peter Comba, Graeme R. Hanson, Sascha Hausberg, Stefan Helmle, and Hubert Wadepohl. "Cyano-bridged Homodinuclear Copper(II) Complexes." Inorganic Chemistry 50, no. 15 (August 2011): 6890–901. http://dx.doi.org/10.1021/ic102430a.

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Souza, P., M. A. Mendiola, A. Arquero, V. Fernández, E. Gutiérrez-Puebla, and C. Ruiz-Valero. "Copper(II) Complexes of Hydrazone Derivatives." Zeitschrift für Naturforschung B 49, no. 2 (February 1, 1994): 263–71. http://dx.doi.org/10.1515/znb-1994-0219.

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Abstract:

Three benzil based, macrocyclic oxygen-, nitrogen-, and sulfur-containing ligands, (3,4,10,11 -tetraphenyl-1,2,5,6,8,9,12,13-octaazacyclotetradeca-7,14-dithione-2,4,9,11 -tetraene) ethanol (L1), 10,1 l-diethoxy-3,4,10,11-tetraphenyl-1,2,5,6,8,9,12,13-octaazacyclotetradeca- 7.14-dithione-2,4-diene (L2), (3,4,10,11 -tetraphenyl-1,2,5,6,8,9,12,13-octaazacyclotetradeca- 7.14-dione-2,4,9,l 1-tetraene) ethanol (L3); a cyclic ligand, 6-ethoxy-l,6-diphenyl-4-oxo- 3,4,5,6-tetrahydro-2,3,5-triazine (L5) and two open chain ligands, benzilsemicarbazone (L6) and benzilbisthiosemicarbazone (L4) are reported. These ligands react with copper(II) chloride, nitrate and acetate. The complexes obtained have been characterized on the basis of NMR , IR, electronic and mass spectral studies, conductance and analytical data. The stoichiometry and the spectroscopic data o f the complexes indicate that the copper ions are coordinated by neutral ligands or by ligand anions formed by loss o f protons from the ligand. The molecular and crystal structure of 6-ethoxy-l,6-diphenyl-4-oxo-3,4,5,6-tetrahydro- 2,3,5-triazine (L 5) was determined by X-ray diffraction; the space group is triclinic, P1̄ with a = 7.865(1), b = 14.101(6), c = 15.733(9) Å, α = 69.10(3)°, β = 75.62(2)°, γ = 86.69(2)°, V = 1578(1) Å3, Z = 4.

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Ardizzoia, G. Attilio, and Stefano Brenna. "Hydroxo-bridged copper(II) cubane complexes." Coordination Chemistry Reviews 311 (March 2016): 53–74. http://dx.doi.org/10.1016/j.ccr.2015.11.013.

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Mikulski, Chester M., lee Chung Ja, Thu Ba Tran, and Nicholas M. Karayannis. "Cytosine Complexes with Copper(II) Perchlorate." Inorganica Chimica Acta 136, no. 1 (April 1987): L13—L15. http://dx.doi.org/10.1016/s0020-1693(00)85550-4.

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