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

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&#...

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Autores principales:	Mumtaz,Amara, Arshad,Jahanzaib, Saeed,Aamer, Nawaz,Muhammad Azhar Hyat, Iqbal,Jamshed
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2018
Materias:	Amides Thioureas Metal complexes Ibuprofen Urease
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203934
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spelling	oai:scielo:S0717-970720180002039342018-07-19SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETYMumtaz,AmaraArshad,JahanzaibSaeed,AamerNawaz,Muhammad Azhar HyatIqbal,Jamshed Amides Thioureas Metal complexes Ibuprofen Urease 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(II), Pb(II) and Cu(I). 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 μΜ, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.63 n.2 20182018-06-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203934en10.4067/s0717-97072018000203934
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Amides Thioureas Metal complexes Ibuprofen Urease
spellingShingle	Amides Thioureas Metal complexes Ibuprofen Urease Mumtaz,Amara Arshad,Jahanzaib Saeed,Aamer Nawaz,Muhammad Azhar Hyat Iqbal,Jamshed SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
description	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(II), Pb(II) and Cu(I). 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 μΜ, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.
author	Mumtaz,Amara Arshad,Jahanzaib Saeed,Aamer Nawaz,Muhammad Azhar Hyat Iqbal,Jamshed
author_facet	Mumtaz,Amara Arshad,Jahanzaib Saeed,Aamer Nawaz,Muhammad Azhar Hyat Iqbal,Jamshed
author_sort	Mumtaz,Amara
title	SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
title_short	SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
title_full	SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
title_fullStr	SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
title_full_unstemmed	SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
title_sort	synthesis, characterization and urease inhibition studies of transition metal complexes of thioureas bearing ibuprofen moiety
publisher	Sociedad Chilena de Química
publishDate	2018
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203934
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SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY

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