The Synthesis and Spectral Analysis of Au(III) Complex of Caffeine and Nicotinamide

Year 2017, Volume: 4 Issue: 1, 1 - 10, 13.07.2017

Özlen Altun , Mehtap Şuözer

https://doi.org/10.18596/jotcsa.315233

Cited By: 1

Abstract

In the present study, an Au(III) complex of caffeine (CA) and nicotinamide (NA) was synthesized under refluxing conditions. The preparation and structural elucidation of the complex were investigated by using physicochemical, and spectroscopic methods (UV/Vis, LC-MS, FT-IR, ¹H and ¹³C NMR, XRD) and thermal analysis. The spectral measurements of mixed ligand complex of CA and NA with the Au(III) suggested that atoms of the ligands are coordinated to gold ion. Based on spectral and magnetic moment measurements, the complex was identified as in square-planar structure. From these analyses, it is predicted that the complex has the form of [Au(CA)₂(NA)₂]Cl₃.2H₂O. 

Keywords

Caffeine, Nicotinamide, Au(III), Synthesis

References

• 1. Ashihara H, Crozier A. Caffeine: a well known but little mentioned compound in plant science. Trends in plant science. 2001;6(9):407–413.
• 1. Massey LK. Is caffeine a risk factor for bone loss in the elderly? The American Journal of Clinical Nutrition [Internet]. 2001 [cited 2017 Jul 13];74. Available from: http://ajcn.nutrition.org/content/74/5/569.full.pdf+html
• 3. Jóna E, Sirota A, Simon P, Kubranová M. Thermochemical investigation of nickel (II)—nicotinamide—solvent interactions in solid halogeno and thiocyanato complexes. Thermochimica acta. 1995;258:161–173.
• 4. Coffman RE, Kildsig DO. Effect of nicotinamide and urea on the solubility of riboflavin in various solvents. Journal of pharmaceutical sciences. 1996;85(9):951–954.
• 5. Turan-Zitouni G, Sıvacı M, Kılıç FS, Erol K. Synthesis of some triazolyl-antipyrine derivatives and investigation of analgesic activity. European journal of medicinal chemistry. 2001;36(7):685–689.
• 6. Rasool AA, Hussain AA, Dittert LW. Solubility Enhancement of Some Water-Insoluble Drugs in the Presence of Nicotinamide and Related Compounds. Journal of Pharmaceutical Sciences. 1991 Apr;80(4):387–93.
• 7. Lim L-Y, Go M-L. Caffeine and nicotinamide enhances the aqueous solubility of the antimalarial agent halofantrine. European Journal of Pharmaceutical Sciences. 2000;10(1):17–28.
• 8. Evstigneev M, Evstigneev V, Santiago AH, Davies DB. Effect of a mixture of caffeine and nicotinamide on the solubility of vitamin (B 2) in aqueous solution. european journal of pharmaceutical sciences. 2006;28(1):59–66.
• 9. Izatt RM, Christensen JJ, Rytting JH. Sites and thermodynamic quantities associated with proton and metal ion interaction with ribonucleic acid, deoxyribonucleic acid, and their constituent bases, nucleosides, and and nucleotides. Chemical Reviews. 1971;71(5):439–481.
• 10. Geary WJ. The use of conductivity measurements in organic solvents for the characterisation of coordination compounds. Coordination Chemistry Reviews. 1971;7(1):81–122.
• 11. Dyer JR. Applications of absorption spectroscopy of organic compounds. 1965;
• 12. Lever ABP. Inorganic electronic spectroscopy. 2nd ed. Amsterdam ; New York: Elsevier; 1984. 863 p. (Studies in physical and theoretical chemistry).
• 13. Socrates G. Infrared Characterization Group Frequencies. New York: John Wiley and Sons; 1980.
• 14. Nakamoto K. Infrared and Raman spectra of inorganic and coordination compounds. 6th ed. Hoboken, N.J: Wiley; 2009. 1 p.
• 15. Cramer RE, Ho DM, Van Doorne W, Ibers JA, Norton T, Kashiwagi M. Triphenylmethylphosphonium trichloro (caffeine) platinum (II)[P (C6H5) 3 (CH3)][PtCl3 (caffeine)], structure and anticancer activity. Inorganic Chemistry. 1981;20(8):2457–2461.
• 16. Chandra S, Gupta LK, Agrawal S. Modern spectroscopic and biological approach in the characterization of a novel 14-membered [N 4] macrocyclic ligand and its transition metal complexes. Transition Metal Chemistry. 2007;32(2):240–245.
• 17. Colacio-Rodriguez E, Lopez-Gonzalez J, Salas-Peregrin J. 1, 3, 8-trimethylxanthine complexes of Cu (II), Zn (II), Cd (II), and Hg (II). Canadian journal of chemistry. 1983;61(11):2506–2508.
• 18. Abuhijleh AL, Ali HA, Emwas A-H. Synthesis, spectral and structural characterization of dinuclear rhodium (II) complexes of the anticonvulsant drug valproate with theophylline and caffeine. Journal of Organometallic Chemistry. 2009;694(22):3590–3596.