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

Syed Hassan Iftikhar, Syeda Rubina Gilani, M. Babar Taj, Ahmad Raheel, Imtiaz ud Din, Syed Ahmad Tirmizi, Mundher Al-Shakban, Hapipah Mohd Alie

Abstract


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-car­bo­xylic 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 16 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.


Keywords


organotin(IV) complexes; spectroscopy; antioxidant; antimicrobial; DNA binding

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DOI: https://doi.org/10.2298/JSC161203070I

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