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 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), [Ph3SnL2](6) [where HL1 = 9‑Flu­oro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij] quinoline-2-carbo­xy­lic acid (flumequine) and HL2 = 2-[4-[(4-chlorophenyl) phenylmethyl]-1-pipe­razinyl]ethoxy] acetic acid (cetirizine)] were synthesized and characterized by elemental analysis, FT-IR, multinuclear (1H, 13C and 119Sn) NMR spectroscopy, 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 the oxygen atom (in 3 and 6)/atoms (in 1, 2, 4 and 5) of the carboxylate ligands are attached on one side and alkyl groups are attached on the other side of tin center for all the synthesized complexes. Antibacterial and antifungal efficacies for complexes (1-6) were assessed and found that majority of the compounds show good activities. The research described that triphenyltin(IV) derivatives were particularly more effective than those of trimethyltin(IV) and tri­butyl­tin(IV) derivatives. 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: http://dx.doi.org/10.2298/JSC161203070I

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