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In situ methanolic solvent synthesis, spectroscopic and thermogravimetric characterizations of three new transition metal complexes of trimethoprim drug

Treść / Zawartość
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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Trimethoprim drug (TMP) complexes of copper (II), cobalt (II), and nickel (II) were prepared and discussed by using elemental analysis (C, H, N analysis), magnetic, molar conductance, FTIR, Raman spectroscopy, electron spin resonance (ESR) and UV-vis spectroscopy analyses. TMP drug coordinated as a tridentate ligand towards the respected three metal ions through two nitrogen atoms of amino groups and nitrogen atom of pyrimidine ring which flanked between –NH2 groups, these assignments confirmed by spectroscopic, magnetic, ESR and thermogravimetric analyses with formulas [Cu(TMP)(H2O)3]Cl2, [Co(TMP)(H2O)3]Cl2 and [Ni(TMP) (H2O)]Cl2. Copper (II) and cobalt (II) complexes have an octahedral geometrical structure included one TMP molecule, three coordinated water molecules and two uncoordinated chlorine atoms while, nickel(II)–TMP complex has a tetrahedral geometric configuration that involved one TMP molecule, one coordinated water molecule and two uncoordinated chlorine atoms. The activation energies and other kinetic thermodynamic parameters were estimated based on the employed of the Coats-Redfern and Horowitz-Metzger equations. The nano–structured form of the synthesized TMP complexes was confirmed dependent on the transmission electron microscopy (TEM).
Rocznik
Strony
60--67
Opis fizyczny
Bibliogr. 45 poz., rys., tab., wz.
Twórcy
  • Department of Chemistry, College of Science Taif University Saudi Arabia
  • Department of Chemistry, College of Science Princess Nourah bint Abdulrahman University Riyadh
  • Chemistry Department, College of Science, Jouf University, P.O. Box: 2014, Sakaka, Saudi Arabia
  • Department of Chemistry, Faculty of Science, Zagazig University, Egypt
  • Department of Chemistry, Faculty of Science Helwan University Cairo, Egypt
Bibliografia
  • 1. Sharma, R.C., Giri, P.P., Kumar, D. & Neelam. (2012). Synthesis, spectral and antimicrobial activity of mixed ligand complexes of Co(II), Ni(II), Cu(II) and Zn(II) with N,O and S donor ligands. J. Chem. Pharm. Res., 4(4), 1969–1973.
  • 2. Ajibade, P.A. & Idemudia, O.G. (2013). Synthesis, Characterization, and Antibacterial Studies of Pd(II) and Pt(II) Complexes of Some Diaminopyrimidine Derivatives. Bioinorg. Chem. Appl., 2013, Article ID 549549, 8 pages. DOI: 10.1155/2013/549549.
  • 3. Demirezen, N., Tarınc, D., Polat, D., Cesme, M., Golcu, A. & Tumer, M. (2012). Synthesis of trimethoprim metal complexes: Spectral, electrochemical, thermal, DNA-binding and surface morphology studies. Spectrochim. Acta Part A, 94, 243–255. DOI: 10.1016/j.saa.2012.03.055.
  • 4. Ahmed, M.Z. & Habib, U. (2018). DFT studies of temperature effect on coordination chemistry of Cu(II)-trimethoprim complexes. J. Coord. Chem., 71(8), 1102–1113. DOI: 10.1080/00958972.2018.1447667.
  • 5. Kovala, D., Hadjiliadis, N. & Tsangaris, J. (1986). Complexes of 2,4-diamino-5(3’,4’,5’-trimethovybenvyl)-pyrimidine (trimethoprim) with platinum(II), rhodium(III) and gold(III). J. Less Common Met., 115, 1–8. DOI: 10.1016/0022-5088(86)90365-6.
  • 6. Tsangaris, J., Sotiropoulos, D. & Galinos, A. (1978). Complexes of trimethoprim with CuCl2, NiCl2 and CoCl2. Inorg. Nucl. Chem. Lett., 14, 375–380. DOI: 10.1016/0020-1650(78)80001-4.
  • 7. Demartin, F., Manassero, M., Naldini, L. & Zoroddu, M. (1983). Metal complexes of 2,4-Diamino-5-3(3′,4′,5′-trimethoxybenzyl)pyrimidine, (trimethoprim). Part I. Synthesis and crystal structure of CoCl2(trimethoprim)2. Inorg. Chim. Acta, 77, L213–L214. DOI: 10.1016/S0020-1693(00)82619-5.
  • 8. Naldini, L., Cabras, M., Zoroddu, M., Demartin, F., Manassero, M. & Sansoni, M. (1984). Metal complexes of 2,4-diamino-5-(3′,4′,5′-trimethoxybenzyl)pyrimidine, (trim-ethoprim). Part II. Synthesis, magnetic characterization and X-ray structure of [Cu2(O2CCH3)4(trimethoprim)2]·2C6H6· CH3OH. Inorg. Chim. Acta, 88, 45–50. DOI: 10.1016/S0020-1693(00)81869-1.
  • 9. Zoroddu, M., Naldini, L., Demartin, F. & Masciocchi, N. (1987). Metal complexes of 2,4-diamino-5-(3′,4′,5′-trimethoxybenzyl)pyrimidine (trimethoprim) and 2,4-diamino-5-(pchlorophenyl)-6-ethylpyrimidine (pyrimethamine). Part III. Syntheses and x-ray structures of [Rh2(O2CCH3)4(trimethoprim)2] 2C6H6·CH3OH and [Rh2(O2CCH3)4(pyrimethamine)2]. Inorg. Chim. Acta, 128, 179–183. DOI: 10.1016/S0020-1693(00)86543-3.
  • 10. Demartin, F., Masciocchi, N., Naldini, L., Panzanelli, A. & Zoroddu, M. (1990). Metal complexes of 2,4-diamino-5-(3′,4′,5′-trimethoxybenzyl)pyrimidine (trimethoprim) Part IV. Synthesis and X-ray structure of [CuCl(μ-OCH3)(trimethoprim)]2. Inorg. Chim. Acta, 171, 229–233. DOI: 10.1016/S0020-1693(00)80437-5.
  • 11. Muthiah, P.T. & Robert, J.J. (1999). Metal-pyrimidine interaction: synthesis and crystal structure of a cadmium complex of trimethoprim ([CdBr2(TMP)2(H2O)2]·H2O, TMP = trimethoprim). J. Chem. Crystallogr., 29, 223–226. DOI: 10.1023/A:1009534513987.
  • 12. Habib, U., Badshah, A., Flörke, U., Qureshi, R.A., Mirza, B., Islam, N. & Khan, A. (2009). Synthesis and Structural Characterization of (2,4-Diamino-5-(3′,4′,5′-Trimethoxybenzyl) Pyrimidine Copper (II)) Complex. J. Chem. Crystallogr., 39, 730–734. DOI: 10.1007/s10870-009-9545-9.
  • 13. Habib, U., Badshah, A., Flörke, U., Qureshi, R.A., Mirza, B., Islam, N. & Khan, A. (2009). Synthesis of (2,4-Diamino-5-(3′,4′,5′-trimethoxybenzyl) Pyrimidine) Copper (II) Complex at 20–25oC and its Structural Characterization. J. Chem. Crystal-logr., 39, 607–611. DOI: 10.1007/s10870-009-9547-7.
  • 14. Simo, B., Perello, L., Ortiz, R., Castineiras, A., Latorre, J. & Canton, E. (2000). Interactions of metal ions with a 2,4-diaminopyrimidine derivative (trimethoprim): Antibacterial studies. J. Inorg. Biochem., 81, 275–283. DOI: 10.1016/S0162-0134(00)00118-5.
  • 15. Seekhon, B., Randhawa, H. & Sahai, H. (1999). On the Coordinating Behaviour of Trimethoprim Towards Some Metal Ions. Synth. React. Inorg. Met.-Org. Chem., 29, 309–321. DOI: 10.1080/00945719909349453.
  • 16. Weder, J.E., Dillon, C.T., Hambley, T.W., Kennedy, B.J., Lay, P.A., Biffin, J.R., Regtop, H.L. & Davis, N.M. (2002). Copper complexes of non-steroidal anti-inflammatory drugs: an opportunity yet to be realized. Coord. Chem. Rev., 232, 95–126. DOI: 10.1016/S0010-8545(02)00086-3.
  • 17. Ajibade, P.A. & Kolawole, G.A. (2008). Synthesis, characterization and antiprotozoal studies of some metal complexes of antimalarial drugs. Trans. Met. Chem., 33, 493–497. DOI: 10.1007/s11243-008-9070-2.
  • 18. Clarke, M.J. (2003). Ruthenium metallopharmaceuticals. Coord. Chem. Rev., 236, 207–231. DOI: 10.1016/S0010-8545(02)00025-5.
  • 19. Ajibade, P.A. & Kolawole, G.A. (2010). Cobalt(III) Complexes of Some Antimalarial Drugs: Synthesis, Characterization, and in vitro Antiprotozoal Studies. Synth. React. Inorg. Met.-Org. Chem., 40, 273–278. DOI: 10.1080/15533171003766691.
  • 20. Ajibade, P.A. & Kolawole, G.A. (2008). Synthesis, characterization and in vitro antiprotozoal studies of iron(III) complexes of some antimalarial drugs. J. Coord. Chem., 61, 3367–3374. DOI: 10.1080/00958970802072765.
  • 21. Ajibade, P.A., Kolawole, G.A. & O’Brien, P. (2008). Co(II) and Cu(II) complexes of 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine. J. Coord. Chem., 61, 328–340. DOI: 10.1080/00958970701338770.
  • 22. Lokhande, M.V. (2006). Synthesis and Characterization of Lanthanide (III) Complexes with 2, 4-pyrimidine diamine-5 [(3, 4, 5-trimethoxy phenyl) methyl]. Asian J. Chem., 18, 2662–2668.
  • 23. Ajibade, P.A., Kolawole, G.A. & O’Brien, P. (2006). Synthesis and characterization of Ni(II), Pd(II) and Pt(II) complexes of 2,4-diamino-5-(3, 4, 5-trimethoxybenzyl)pyrimidine complexes. J. Coord. Chem., 59, 1621–1628. DOI: 10.1080/00958970500537838.
  • 24. Ibrahim, F.M., Hammza, R.A. & Fadhil, D.H. (2019). Synthesis and characterization of Trimethoprim metal complexes used as corrosion inhibitors for carbon steel in acid media. Int. J. Corros. Scale Inhib., 8(3), 733–742.
  • 25. Sekhon, B.S., Sahai, H.K. & Randhawa, H.S. (1998). Complex formation equilibria of 2, 4,-diamino-5 (3’, 4’5’,-trimethoxybenzyl) pyrimidine,(trimethoprim) with proton and metal ions. Natl. Acad. Sci. Lett., 21, 76–78.
  • 26. Demartin, F., Manassero, M., Naldini, L. & Zoroddu, M. (1983). Metal complexes of 2,4-Diamino-5-3(3′,4′,5′-trimethoxybenzyl)pyrimidine, (trimethoprim). Part I. Synthesis and crystal structure of CoCl2(trimethoprim)2. Inorg. Chim. Acta, 77, L213–L214. DOI: 10.1016/S0020-1693(00)82619-5.
  • 27. Naldini, L., Cabras, M.A., Zoroddu, M.A., Demartin, F., Manassero, M. & Sansoni, M. (1984). Metal complexes of 2,4-diamino-5-(3′,4′,5′-trimethoxybenzyl)pyrimidine, (trim-ethoprim). Part II. Synthesis, magnetic characterization and X-ray structure of [Cu2(O2CCH3)4(trimethoprim)2]·2C6H6· CH3OH. Inorg. Chim. A: Art. Lett., 88, 45–50. DOI: 10.1016/S0020-1693(00)81869-1.
  • 28. Borowski, A.F. & Cole-Hamilton, D.J. (1993). Structures and properties of anthranilato- and N-phenylanthranilatorhodium(I) complexes containing triphenylphosphine ligands. Polyhedron, 12, 1757–1765. DOI: 10.1016/S0277-5387(00)84609-4.
  • 29. Fayad, N.K., Al-Noor, T.H. & Ghanim, F.H. (2012). Synthesis, characterization, and antibacterial activity of mixed ligand complexes of some metals with 1-nitroso-2-naphthol and Lphenylalanine. J. Chem. Mat. Res., 2(5), 18–29.
  • 30. Al-Noor, T.H., AL-Jeboori, A.T. & Aziz, M.R. (2014). Synthesis, characterization and antimicrobial activities of [Fe(II), Co(II), Ni(II), Cu(II) and Zn(II)] mixed ligand complexes schiff base derived from amoxicillin drug and 4-(dimethylamino) benzaldehyde with nicotinamide. J. Chem. Pharm. Res., 6(4), 1225–1231.
  • 31. El-Shekeil, A., Omer, A., Al-Aghbari, S. & Al-Shuja’a, O. (2013). Anti-Cancer and AntiMicrobial Activity Studies of Some Complexes of Trimethoprim. J. Cancer Res. Updates, 2(1), 14–20.
  • 32. Alaghaz, A.M.A., Farag, R.S., Elnawawy, M.A. & Ekaw, A.D.A. (2016). Synthesis and Spectral Characterization Studies of New Trimethoprim-Diphenylphosphate Metal Complexes. Int. J. Sci. Res. (IJSR), 5(1), 1220–1229.
  • 33. Deacon, G.B. & Philips, R.J. (1980). Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Coord. Chem. Rev., 33, 227.
  • 34. Lever, A.B.P. (1984). “Inorganic Spectroscopy”. 2nd Elsevier Science Publisher, Amsterdam.
  • 35. Liu, H., Wang, H., Gao, F., Niu, D. & Lu, Z. (2007). Self-assembly of copper(II) complexes with substituted aroylhydrazones and monodentate N-heterocycles: synthesis, structure and properties. J. Coord. Chem., 60(24), 2671. DOI: 10.1080/00958970701302404.
  • 36. Singh, D.P., Kumar, R., Malik, V. & Tyagi, P. (2007). Synthesis and characterization of complexes of Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) with macrocycle 3,4,11,12-tetraoxo-1,2,5,6,9,10,13,14-octaaza-cyclohexadeca-6,8,14,16-tetraene and their biological screening. Trans. Met. Chem., 32, 1051. DOI: 10.1007/s11243-007-0279-2.
  • 37. Alaghaz, A.M.A. & Ammar, R.A. (2010). New dimeric cyclodiphosph(V)azane complexes of Cr(III), Co(II), Ni(II), Cu(II), and Zn(II): Preparation, characterization and biological activity studies. Eur. J. Med. Chem., 45, 1314–1322. DOI: 10.1016/j.ejmech.2009.12.008.
  • 38. Alaghaz, A.M.A., Bayoumi, H.A., Ammar, Y.A. & Aldhlmani, S.A. (2013). Synthesis, characterization, and antipathogenic studies of some transition metal complexes with N,O-chelating Schiff’s base ligand incorporating azo and sulfonamide Moieties. J. Mol. Struct., 1035, 383–399. DOI: 10.1016/j.molstruc.2012.11.030.
  • 39. Makode, J.T. & Aswar, A.S. (2003). Transition metal complexes of bis (s-methyldithiocarbazate) resdiacetophenone. J. Ind. Chem. Soc., 80, 44.
  • 40. Hathaway, B.J. & Billing, D.E. (1970). The electronic properties and stereochemistry of mono-nuclear complexes of the copper(II) ion. Coord. Chem. Rev., 6, 143. DOI: 10.1016/S0010-8545(00)80135-6.
  • 41. Coats, A.W. & Redfern, J.P. (1964). Kinetic parameters from thermogravimetric data. Nature, 201, 68.
  • 42. Horowitz, H.W. & Metzger, G. (1963). A New Analysis of Thermogravimetric Traces. Anal. Chem., 35, 1464. DOI: 10.1021/ac60203a013.
  • 43. Maravalli, P.B. & Goudar, T.R. (1999). Thermal and spectral studies of 3-N-methyl-morpholino-4-amino-5-mercapto-1,2,4-triazole and 3-N-methyl-piperidino-4-amino-5-mercapto-1,2,4-triazole complexes of cobalt(II), nickel(II) and copper(II). Thermochim. Acta, 325, 35. DOI: 10.1016/S0040-6031(98)00548-6.
  • 44. Yusuff, K.K.M. & Sreekala, R. (1990). Thermal and spectral studies of 1-benzyl-2- phenylbenzimidazole complexes of cobalt(II). Thermochim. Acta, 159, 357. DOI: 10.1016/0040-6031(90)80121-E.
  • 45. Frost, A.A. & Pearson, R.G. (1961). Kinetics and Mechanisms, Wiley, New York.
Uwagi
Opracowanie rekordu ze środków MNiSW, umowa Nr 461252 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2021).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-81446f63-32dd-400a-a873-ad495a86f9b6
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