Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine

Six new organotin(IV) derivatives [Me3SnL1] (1), [Bu3SnL1] (2), [Ph3SnL1] (3), [Me3SnL2] (4), [Bu3SnL2] (5) and [Ph3SnL2] (6) (where HL1 = = 9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-pyrido[3,2,1-ij]quinoline-2-car-boxylic acid (flumequine) and HL2 = 2-[2-[4-[(4-chlorophenyl)phenylmethyl]--1-piperaz...

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Main Authors: Iftikhar, Syed Hassan, Gilani, Syeda Rubina, Taj, M. Babar, Raheel, Ahmad, Ud-Din-Imtiaz, -, Termizi, Syed Ahmad, Al-Shakban, Mundher, Ali, Hapipah Mohd
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Published: Serbian Chemical Society 2018
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author Iftikhar, Syed Hassan
Gilani, Syeda Rubina
Taj, M. Babar
Raheel, Ahmad
Ud-Din-Imtiaz, -
Termizi, Syed Ahmad
Al-Shakban, Mundher
Ali, Hapipah Mohd
author_facet Iftikhar, Syed Hassan
Gilani, Syeda Rubina
Taj, M. Babar
Raheel, Ahmad
Ud-Din-Imtiaz, -
Termizi, Syed Ahmad
Al-Shakban, Mundher
Ali, Hapipah Mohd
author_sort Iftikhar, Syed Hassan
collection UM
description Six new organotin(IV) derivatives [Me3SnL1] (1), [Bu3SnL1] (2), [Ph3SnL1] (3), [Me3SnL2] (4), [Bu3SnL2] (5) and [Ph3SnL2] (6) (where HL1 = = 9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-pyrido[3,2,1-ij]quinoline-2-car-boxylic acid (flumequine) and HL2 = 2-[2-[4-[(4-chlorophenyl)phenylmethyl]--1-piperazinyl]ethoxy] acetic acid (cetirizine)) were synthesized and characterized by elemental analysis, FT-IR spectroscopy, multinuclear 1H-, 13C- and 119Sn-NMR, mass spectrometry and thermal analysis techniques. The obtained data reveal trigonal-bipyramidal geometry in case of complexes 1, 2, 4 and 5, and tetrahedral geometry for complexes 3 and 6 around the tin atom, whereas in complexes 3 and 6 the carboxylate ligand act as monodentate ligand through one of its oxygen atoms while it acts as bidentate ligand through two oxygen atoms for complexes 1, 2, 4 and 5. The antibacterial and antifungal efficacies of complexes 1–6 were assessed and the majority of the compounds showed good activities. The present research showed that the trimethyltin(IV) derivatives were particularly more effective than tributyltin(IV) and triphenyltin(IV) derivatives against all the bacterial and fungal strains. Antioxidant and DNA binding studies were also performed and promising results were obtained.
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spelling um.eprints-218192019-08-06T03:15:22Z http://eprints.um.edu.my/21819/ Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine Iftikhar, Syed Hassan Gilani, Syeda Rubina Taj, M. Babar Raheel, Ahmad Ud-Din-Imtiaz, - Termizi, Syed Ahmad Al-Shakban, Mundher Ali, Hapipah Mohd Q Science (General) QD Chemistry Six new organotin(IV) derivatives [Me3SnL1] (1), [Bu3SnL1] (2), [Ph3SnL1] (3), [Me3SnL2] (4), [Bu3SnL2] (5) and [Ph3SnL2] (6) (where HL1 = = 9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-pyrido[3,2,1-ij]quinoline-2-car-boxylic acid (flumequine) and HL2 = 2-[2-[4-[(4-chlorophenyl)phenylmethyl]--1-piperazinyl]ethoxy] acetic acid (cetirizine)) were synthesized and characterized by elemental analysis, FT-IR spectroscopy, multinuclear 1H-, 13C- and 119Sn-NMR, mass spectrometry and thermal analysis techniques. The obtained data reveal trigonal-bipyramidal geometry in case of complexes 1, 2, 4 and 5, and tetrahedral geometry for complexes 3 and 6 around the tin atom, whereas in complexes 3 and 6 the carboxylate ligand act as monodentate ligand through one of its oxygen atoms while it acts as bidentate ligand through two oxygen atoms for complexes 1, 2, 4 and 5. The antibacterial and antifungal efficacies of complexes 1–6 were assessed and the majority of the compounds showed good activities. The present research showed that the trimethyltin(IV) derivatives were particularly more effective than tributyltin(IV) and triphenyltin(IV) derivatives against all the bacterial and fungal strains. Antioxidant and DNA binding studies were also performed and promising results were obtained. Serbian Chemical Society 2018 Article PeerReviewed Iftikhar, Syed Hassan and Gilani, Syeda Rubina and Taj, M. Babar and Raheel, Ahmad and Ud-Din-Imtiaz, - and Termizi, Syed Ahmad and Al-Shakban, Mundher and Ali, Hapipah Mohd (2018) Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine. Journal of the Serbian Chemical Society, 83 (4). pp. 425-437. ISSN 0352-5139, DOI https://doi.org/10.2298/JSC161203070I <https://doi.org/10.2298/JSC161203070I>. https://doi.org/10.2298/JSC161203070I doi:10.2298/JSC161203070I
spellingShingle Q Science (General)
QD Chemistry
Iftikhar, Syed Hassan
Gilani, Syeda Rubina
Taj, M. Babar
Raheel, Ahmad
Ud-Din-Imtiaz, -
Termizi, Syed Ahmad
Al-Shakban, Mundher
Ali, Hapipah Mohd
Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title_full Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title_fullStr Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title_full_unstemmed Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title_short Design, synthesis and biological evaluation of organotin(IV) complexes of flumequine and cetirizine
title_sort design synthesis and biological evaluation of organotin iv complexes of flumequine and cetirizine
topic Q Science (General)
QD Chemistry
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