JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 63 No 2 (2018): Journal of the Chilean Chemical Society
Original Research Papers

SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY

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  • Amara Mumtaz,
  • Jahanzaib Arshad,
  • Aamer Saeed,
  • Muhammad Azhar Hyat Nawaz,
  • Jamshed Iqbal
Amara Mumtaz
Department of Chemistry, COMSATS University, Abbottabad Campus
Jahanzaib Arshad
Department of Chemistry, COMSATS University, Abbottabad Campus
Aamer Saeed
Department of Chemistry, Quaid-i-Azam University
Muhammad Azhar Hyat Nawaz
Department of Chemistry, COMSATS University, Abbottabad Campus
Jamshed Iqbal
Department of Pharmacy, COMSATS University, Abbottabad Campus Centre for Advanced Drug Research, COMSATS University, Abbottabad Campus
Published June 25, 2018
Keywords
  • Amides,
  • Thioureas,
  • Metal complexes,
  • Ibuprofen,
  • Urease
How to Cite
Mumtaz, A., Arshad, J., Saeed, A., Hyat Nawaz, M. A., & Iqbal, J. (2018). SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY. Journal of the Chilean Chemical Society, 63(2). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/673

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Abstract

Starting from ibuprofen, a non-steroidal anti-inflammatory drug, N,N’-disubstituted thiourea derivatives were synthesized by refluxing the acid chloride of ibuprofen with potassium thiocyanate followed by substituted anilines to get N-2-(4-(2-methylpropyl)phenyl)propionoyl-N´-(2´-bromophenyl) thiourea (1), N-2- (4-(2-methylpropyl)phenyl)propionoyl-N´-(2´-chlorophenyl) thiourea (2) and N-2-(4-(2-methylpropyl)phenyl)propionoyl-N´-(3´,4´-dichlorophenyl) thiourea (3). Metal complexes (4-15) of (1-3) were synthesized by refluxing it with one equivalence salts of Co (ΙΙ), Ni(ΙΙ), Pb(ΙΙ) and Cu(Ι). Structures of all the synthesized thiourea ligands and their metal complexes were determined by FTIR and 1HNMR spectroscopy. Shift in stretching frequency in FTIR and resonance frequency in 1HNMR spectroscopic data suggested that the ligands and metal are coordinated to afford respective metal complexes M[L]n. The synthesized compounds were tested against urease enzyme and the results were compared with standard thiourea, as positive control. Most of the investigated compounds showed potential inhibitory activity against Jack bean urease. Compound 5 was found to be the most potent urease inhibitor with IC50 of 14.6 μM, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.

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