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Synthesis of Metal–Curcumin Complex Compounds (M = Na⁺, Mg²⁺, Cu²⁺)

Department of Chemistry, Tanjungpura University, Indonesia

Received: 1 Dec 2019; Revised: 11 Mar 2020; Accepted: 20 Mar 2020; Published: 31 Mar 2020.
Open Access Copyright 2020 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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Abstract
Curcumin complex compound, MLn (L = curcumin; M = Na+, Mg2+, Cu2+) has been synthesized from the reaction between curcumin and metal precursors (NaCl, MgSO4.7H2O, CuCl2.2H2O) in ethanol under reflux conditions. Synthesis takes place through the reaction between the metal ions Na+, Mg2+, or Cu2+ as the central atom and curcumin as the ligand. Curcumin has been consumed after the reaction lasts for four hours, shown by thin-layer chromatography in which a new spot appears at higher Rf as the spot of curcumin disappears in the reaction mixture. Compared with the spectrum of  curcumin, the FTIR spectra of the complexes  show changes in the absorption bands and shifts of wave numbers particularly in absorption bands of phenolic –OH and C=O enol groups which strongly indicates the coordination of metal ions with the curcumin ligand which is proposed to be in β–1,3 diketone system. Also, the FTIR spectra of the reaction product showed typical absorption bands for the metal-oxygen group, M–O, at 524 cm–1, 670 cm–1 and 470 cm–1 in Na+–curcumin, Mg2+–curcumin and Cu2+–curcumin, respectively.
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Keywords: curcumin; Cu2+–curcumin complex; complex Mg2+–curcumin; Na+ curcumin complex

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  1. Claudia Bizzarri, Eduard Spuling, Daniel M. Knoll, Daniel Volz and Stefan Bräse, Sustainable metal complexes for organic light-emitting diodes (OLEDs), Coordination Chemistry Reviews, 373, (2018), 49-82 https://doi.org/10.1016/j.ccr.2017.09.011
  2. J. Torroba and D. W. Bruce, 8.21 - Metallomesogens, in: J. Reedijk, K. Poeppelmeier (Eds.) Comprehensive Inorganic Chemistry II (Second Edition), Elsevier, Amsterdam, 2013, pp. 837-917 https://doi.org/10.1016/B978-0-08-097774-4.00824-X
  3. Anton M. Prokhorov, Amedeo Santoro, J. A. Gareth Williams and Duncan W. Bruce, Phosphorescent Mesomorphic Dyads Based on Tetraacetylethane Complexes of Iridium(III), Angewandte Chemie-International Edition, 51, 1, (2012), 95-98 https://doi.org/10.1002/anie.201105212
  4. Yafei Wang, Christopher P. Cabry, ManJun Xiao, Louise Male, Stephen J. Cowling, Duncan W. Bruce, Junwei Shi, Weiguo Zhu and Etienne Baranoff, Blue and Green Phosphorescent Liquid-Crystalline Iridium Complexes with High Hole Mobility, Chemistry – A European Journal, 22, 5, (2016), 1618-1621 https://doi.org/10.1002/chem.201504669
  5. Valery N. Kozhevnikov, Bertrand Donnio, Benoit Heinrich and Duncan W. Bruce, Morphology-driven absorption and emission colour changes in liquid-crystalline, cyclometallated platinum(II) complexes, Chemical Communications, 50, 91, (2014), 14191-14193 https://doi.org/10.1039/c4cc06958g
  6. Mauro Ghedini, Daniela Pucci, Alessandra Crispini, Anna Bellusci, Massimo La Deda, Iolinda Aiello and Teresa Pugliese, A red emitting discotic liquid crystal containing the cyclopalladated nile red chromophore, Inorganic Chemistry Communications, 10, 2, (2007), 243-246 http://dx.doi.org/10.1016/j.inoche.2006.10.032
  7. Imelda Hotmarisi Silalahi, Photochemical Activation of Tetraalkylammonium Cations by Hexachloroplatinate(IV), Department of Chemistry, University of York, 2017, York
  8. Sergey V. Gaponenko, Pierre-Michel Adam, Dmitry V. Guzatov and Alina O. Muravitskaya, Possible nanoantenna control of chlorophyll dynamics for bioinspired photovoltaics, Scientific Reports, 9, 7138, (2019), 1-14
  9. https://doi.org/10.1038/s41598-019-43545-4
  10. Min Chen, Martin Schliep, Robert D. Willows, Zheng-Li Cai, Brett A. Neilan and Hugo Scheer, A Red-Shifted Chlorophyll, Science, 329, 5997, (2010), 1318-1319 http://doi.org/10.1126/science.1191127
  11. Didik Setiyo Widodo, Abdul Haris and Nawatuttuqoh Nawatuttuqoh, Reduksi Kurkumin: Kajian Awal Elektrosintesis dalam Sistem Etanol, Jurnal Kimia Sains dan Aplikasi, 10, 2, (2007), 37-44 http://doi.org/10.14710/jksa.10.2.37-44
  12. Simon Wanninger, Volker Lorenz, Abdus Subhan and Frank T. Edelmann, Metal complexes of curcumin – synthetic strategies, structures and medicinal applications, Chemical Society Reviews, 44, 15, (2015), 4986-5002 http://dx.doi.org/10.1039/C5CS00088B
  13. William Meza-Morales, M. M. Estévez-Carmona, Yair Alvarez-Ricardo, A. Marco Obregón-Mendoza, Julia Cassani, T. María Ramírez-Apan, Carolina Escobedo-Martínez, Manuel Soriano-García, F. William Reynolds and G. Raúl Enríquez, Full Structural Characterization of Homoleptic Complexes of Diacetylcurcumin with Mg, Zn, Cu, and Mn: Cisplatin-level Cytotoxicity in Vitro with Minimal Acute Toxicity in Vivo, Molecules, 24, 8, (2019), 1-18 http://doi.org/10.3390/molecules24081598
  14. Jiafeng Wang, 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, 5, (2014), 553-558 https://doi.org/10.1007/s11243-014-9831-z
  15. Roberta Anjelia, Imelda H. Silalahi and Gusrizal Gusrizal, Sintesis dan Transisi Elektronik Senyawa Kompleks Klorofil dengan Logam (M = Co2+, Fe3+), Indonesian Journal of Pure and Applied Chemistry, 2, 3, (2019), 102-111 http://dx.doi.org/10.26418/indonesian.v2i3.36891
  16. Xue-Zhou Zhao, Teng Jiang, Long Wang, Hao Yang, Sui Zhang and Ping Zhou, Interaction of curcumin with Zn(II) and Cu(II) ions based on experiment and theoretical calculation, Journal of Molecular Structure, 984, 1, (2010), 316-325 https://doi.org/10.1016/j.molstruc.2010.09.049
  17. Viktor Gutmann, Solvent effects on the reactivities of organometallic compounds, Coordination Chemistry Reviews, 18, 2, (1976), 225-255 https://doi.org/10.1016/S0010-8545(00)82045-7
  18. Paul C. Sadek, The HPLC Solvent Guide, Wiley, 1996
  19. S. Revathy, S. Elumalai, Merina Benny and Benny Anthony, Isolation, Purification and Identification of Curcuminoids from Turmeric (Curcuma longa L) by Coulumn Chromatography, Journal of Experimental Sciences, 2, 7, (2011), 21-25
  20. Tsonko M. Kolev, Evelina A. Velcheva, Bistra A. Stamboliyska and Michael Spiteller, DFT and experimental studies of the structure and vibrational spectra of curcumin, International Journal of Quantum Chemistry, 102, 6, (2005), 1069-1079 https://doi.org/10.1002/qua.20469
  21. Rasha N. Moussawi and Digambara Patra, Modification of nanostructured ZnO surfaces with curcumin: fluorescence-based sensing for arsenic and improving arsenic removal by ZnO, RSC Advances, 6, 21, (2016), 17256-17268 http://dx.doi.org/10.1039/C5RA20221C
  22. Sayyed Faramarz Tayyari, Mohammad Vakili, Abdo-Reza Nekoei, Hedayat Rahemi and Yan Alexander Wang, Vibrational assignment and structure of trifluorobenzoylacetone: A density functional theoretical study, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 66, 3, (2007), 626-636 https://doi.org/10.1016/j.saa.2006.04.002

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