Document Type : Research Paper


Chemistry DepartmentEducation College of Pure Sciences - Ibn AlHaitham, University of Baghdad, Baghdad - Iraq


New complexes of the some trivalent transition metal ions of the uracil such as [M(Ura)3Cl3] and mixed ligand metal complexes with uracil and oxalic acid [M(Ura)2(OA)(OH2)Cl].H2O type, where (Ura)=Uracil, (OA= Oxalic acid dihydrate, (M= Cr+3 and Fe+3) were synthesized and characterized by the elemental analysis, FT.IR, electronic spectra, mass spectra and magnetic susceptibility as well as the conductivity measurements. Six–coordinated metal complexes were suggested for the isolated complexes of Cr+3 and Fe+3 with molecular formulas dependent on the nature of uracil and oxalic acid present. The proposed molecular structure for all complexes with their ions is octahedral geometries. The antibacterial efficiency was tested of metal salts, ligands and metal complexes to the pathogenic bacteria activity have been studied.


Main Subjects

[1] H. Sigelm, “Metal ions in biological system,” Vol. 2,
Marcel Dekker, New York, 1973.
[2] B.S. Creaven et al, “Synthesis and antimicrobial
activity of copper(II) and silver(I) complexes of
hydroxynitrocoumarins: X-ray crystal structures of
[Cu(hnc)2(H2O)2] ⋅ 2H2O and [Ag(hnc)] (hncH = 4-
hydroxy-3-nitro-2H-chromen-2-one),” Polyhedron, Vol.
24, No. 1, pp. 949–957, 2005 .
[3] Q. Jin, et al, “Base-excision repair activity of uracilDNA glycosylase monitored using the latch zone of αhemolysin,” J. Am. Chem. Soc., Vol. 135, No. 51, pp.
19347–19353, 2013 .
[4] R J. Bensen and H.R. Warner, “Partial purification and
characterization of uracil-DNA Glycosylase activity from
chloroplasts of zea mays seedlings,” Plant Physiol., Vol.
84, pp. 1102–1106, 1987.
[5] S.L. Reichow, et al, “The structure and function of
small nucleolarribonucleoproteins,” Nucleic Acids Res.,
Vol.35, No.5, pp.1452–1464, 2007.
[6] A. Preumont et al, “Molecular identification of
pseudouridine-metabolizing enzymes,” J.of Biological
Chemistry, Vol.283, No. 37, pp.25238- 25246, 2008.
[7] R. Thomas and G.U. Kulkarni, “A hydrogen-bonded
channel structure formed by a complex of uracil and
melamine,” Beilstein J. Org. Chem, Vol. 3, No. 17, pp. 1-4,
2007 .
[8] A. Accetta et al, “New uracil dimers showing erythroid
differentiation inducing activities,” J. Med. Chem., Vol. 52,
No. 1, pp. 87–94, 2009.
[9] D. Keefer et al, “Controlling photorelaxation in uracil
with shaped laser pulses: a theoretical assessment,” J. Am.
Chem. Soc., Vol. 139, No.14, pp. 5061–5066, 2017.
[10] A. Mayence and J.J. Vanden Eynde, “Second
international electronic conference on medicinal chemistry
(ECMC-2), Pharmaceuticals,” Vol.10, No. 20, PP. 1-24,
[11] F.J. Wyszynski et al, “Biosynthesis of the tunicamycin
antibiotics proceeds via unique exo-glycal intermediates,”
Nature Chemistry, Vol. 4, pp.539–546, 2012.
[12] D.S. Cooper, “Antithyroid drugs,” N Engl J Med,
Vol.352, pp.905-17, 2005.
[13] R. Batzatt, “Potential antineoplastic structural
variations of uracil mustard (uramustine) retaining
cytotoxic activity and drug-likeness suitable for oral
administration,” Journal of Cancer and Tumor
International, Vol. 2, No. 2, pp. 50-58, 2015.
[14] Z. Xiao, S. L. Morris-Natschke, and K.-H. Lee,
“Strategies for the optimization of natural leads to
anticancer drugs or drug candidates,” med res rev., vol. 36, no. 1, pp. 32–91, 2016.
[15] M. Lia and S. Zhanb, Preparation of 5-fluorouracil
loaded chitosan microparticle and its drug release
properties, BIO Web of Conferences., Vol. 8, No.01058,
pp. 1-5, 2017.
[16] T. Liu, Y. Lia and N. Li, “Effects and mechanism of
juglone in combination with 5-FU on colon cancer CT-26
cells in vivo,” BIO Web of Conferences, Vol. 8, No. 010,
pp. 1-6, 2017.
[17] I. Warad et al, “Metal ions as antitumor complexesreview,” J. Mater. Environ. Sci., Vol. 4, No.4, pp. 542-557,
[18] A. Srivastava, “Synthesis and structural investigations
of co-ordination compounds of palladium (II) with uracil,
uracil 4 carboxylic acid and 4-amino uracil,” J Biosci Tech,
Vol. 2 , No.1, pp. 213-219, 2011.
[19] V.K. Rastogia and M.A. Palafoxb, “Vibrational
spectra, tautomerism and thermodynamics of
anticarcinogenic drug: 5-fluorouracil,” Spectrochimica
Acta Part A, Vol. 79, No. 5, pp. 970-977, 2011.
[20] S. Tsushima, V. Brendler and K. Fahmy, “Aqueous
coordination chemistry and photochemistry of uranyl(VI)
oxalate revisited: a density functional theory study,” Dalton
Trans., Vol.39, pp. 10953-8, 2010.
[21] W. Runde et al, “Directed synthesis of crystalline
plutonium(III) and (IV) oxalates: accessing redoxcontrolled separations in acidic solutions,” Inorg Chem.,
Vol. 48, No.13, pp. 5967-72 , 2009 .
[22] A.A. Mahmood et al. “Studying of transition metal
complexes containing oxalate ion with antibacterial
activity,” International Journal of Scientific & Engineering
Research, Vol. 6, No. 9, pp. 855-867, 2015 .
[23] J. Abdelhak et al. “Iron(III) and cobalt(III) complexes
with oxalate and phenanthroline: synthesis, crystal
structure, spectroscopy sroperties and magnetic
properties,” magnetic properties, Journal of
Superconductivity and Novel Magnetism, Vol. 27, No. 7,
PP. 1693–1700, 2014.
[24] V. Uivarosi, “Metal complexes of: quinolone
antibiotics and their applications an update,” Molecules,
Vol.18, pp. 11153-11197, 2013.
[25] G.E. Delgado et al., “Estudio de la deshidratación
de los complejos de oxalato metálicos
K3Fe(C2O4)3.3H2O and K3Cr(C2O4)3.3H2O por TGA,
DSC anfd DR-X en muestras policristalinas,” Avances
en Química, Vol. 3, No.2, PP. 43-47, 2008.
[26] J. Wiśniewska, et al, “Photoredox reactions of
Cr(III) mixed-ligand complexes,” Journal of
Photochemistry and Photobiology A: Chemistry, Vol.
209, No.2-3, pp. 121-127, 2010.
[27] M Athar and A.M. Qureshi, “Hydrothermal
synthesis and characterization of lanthanide oxalates: In
situ oxalate formation from tartaric acid in presence of KI,”
Indain Journal of chemistry, Vol. 51A, pp. 708-713, 2012.
[28] E. Szunyogova et al, “The physicochemical and
biological properties of zinc(II) complexes, Journal of
Thermal Analysis and Calorimetry,” Vol. 88, No. 2, pp.
355-361, 2007 .
[29] M. Sh. Ali,” Microwave assisted synthesis of phthal
and maleimide derivatives with studying of antimicrobial
activities,” Eng. & Tech. Journal, Vol.33, part (B), No.2,
pp.186-191, 2015.
[30] W.J. Geary, “The use of conductivity measurements
in organic solvents for the characterization of coordination
compounds,” Coordination Chemistry Reviews, Vol. 7,
No. 1, pp. 81-122, 1971.
[31] M.Birzescu et al, “Synthesis and thermal analysis of
the nickel (II) oxalate obtained through the reaction of
ethylene glycol with Ni(NO3)2.6H2O,” Rev. Roum. Chim.,
Vol. 59, No. 6-7, pp. 555-563, 2014.
[32] K. Nakamoto: Infrared and raman spectra of inorganic
and coordination compounds,” 4th ed.; John
WielySons;Now York , pp. 228, 229, 236-239, 1986.
[33] M.S. Masoud, S.A. Abou Al-Enein, and N.A.Z.
Obeid, “Electronic spectra properties of substituted
aryazothiobarbiturate compounds in the presence of
different solvents,” Z. Phys. Chem., Vol.215, No.7, pp.
867-881, 2001.
[34] M.S. Masoud et al, “Spectroscopic studies and
thermal analysis on cefoperazone metal complexes,” J.
Chem. Pharm. Res., Vol. 9, No.4, pp.171-179, 2017.
[35] A.R. Sarkar and S. Mandal, “Insulin mimetic peroxo
complexes of vanadium containing uracil or cytosine as
ligand, Metal-Based Drugs,” Vol.7, No.3, PP.157-164,
[36] V.M. Parikh, “Absorption spectroscopy of organic
molecules,” John-Wiley and Sons, 1974.
[37] K. Nakamoto, “Infrared spectro of Inorganic and
coordination compounds,” 6th Ed., Wiley, Inter science,
New York, 1997.
[38] S.M. Al-Bayati, “Synthesis, structural and
spectroscopic study of complexes of tetradentate schiff
base derived from malonyldihydrazide with Cr(III),
Mn(II), Co(II), Cu(II) and Zn(II) ions,” Engineering and
Technology Journal, Vol. 35, part B. No.1, pp. 50-56,
[39] T.H. Al-Noor, S.M. Lateef and M. H. Rhayma,
“Synthesis, characterization, Schiff base phenyl 2-(2-
hydroxybenzylidenamino)benzoate and its complexes with
LaIII,CrIII and PrIII,” Journal of Chemical and
Pharmaceutical Research, Vol.4, No.9, pp. 4141-4148,
[40] A.Srivastava, “Synthesis and structural investigations
of coordination compounds of palladium (II) with uracil,”
VSRD-TNTJ, Vol.1, No.2, pp. 64-71, 2010.
[41] W.H. Mahmoud1, G.G. Mohamed1and M.M.I. ElDessouky1, “Synthesis, characterization and in vitro
biological activity of mixed transition metal complexes of
lornoxicam with 1,10-phenanthroline,” Int. J. Electrochem.
Sci., Vol. 9 , pp.1415 – 1438, 2014 .
[42] N.S. Buttrus, “Synthesis and characterization of some
Cr+3, Fe+3, Co+2, Ni+2
, Cu+2 and Zn+2 complexes with NPhthalyl amino acid ligands,” Res. J. Chem. Sci., Vol. 4,
No.5, pp. 41-47, 2014 .
[43] S. Santhi and R.C.G. Namboori, “Synthesis,
characterization and spectral studies of Fe(III) and Cr(III) Schiff base complexes with
acetoacetanilidoethylenediamine, Orient. J. Chem., Vol.
27, No. 3, pp.1203-1208, 2012.
[44] H. Pasdar N. Foroughifar and B. Hedayati,
“Synthesis, characterization and antibacterial activity of
Co(II), Ni(II,)Mn(II), Cu(II) and Zn(II) complexes with 2-
amino, 7,7-dimethyl-5-oxo-4-chlorobenzen 5,6,7,8-
tetrahydro-4H-chromone3-carbonitrile,” Biotechnology
and Biopharma, Vol.1, pp. 63-70, 2017 .