Abstract
Five new organotin(IV) complexes of ortho-vanillin-2-hydrazinopyridine hydrazone with formula [RnSnCl4–n(VHP)] [R = Me2, n = 2 (2); R = Ph2, n = 2 (3); R= nBu2, n = 2 (4); R = nBu, n = 2 (5) and R = 1, n = 0 (6)] have been synthesized by direct reaction of ortho-vanillin-2-hydrazinopyridine hydrazone [(VHP), (1)], base and organotin(IV) chloride(s) in absolute methanol. The hydrazone ligand [(VHP), (1)] and its organotin(IV) complexes (2-6) have been characterized by UV-Visible, FT-IR and 1H NMR spectral studies. Spectroscopic data suggested that in the complexes (2-4), the ligand (1) acted as a neutral bidentate ligand and is coordinated to the tin(IV) atom via the azomethine nitrogen and pyridyl nitrogen atoms, whereas the ligand (1) acted as a uninegative tridentate ligand and coordinated to the tin(IV) atom through phenolic-O, azomethine-N and pyridyl-N atoms in complexes (5-6). The toxicity of the ligand (1) and its organotin (IV) complexes (2-6) were determined against Artemia salina. Organotin(IV) complexes showed moderate activity against Artemia salina. The ligand (1) and its organotin(IV) complexes (2-6) were also tested against four types of bacteria namely Bacillus cereus, Staphylococcus aureus, Escherichia coli and Enterobacter aerogenes. All organotin(IV) complexes and the free ligand (1) showed better antibacterial activities against bacteria. Among the organotin(IV) complexes (2-6), diphenyltin(IV) complex (3) showed higher activity against the four types of bacteria.
Highlights
INTRODUCTIONIn the extracts and essential oils of many plants (Figure 1) [1]
Ortho-vanillin is an organic compound which can be found in the extracts and essential oils of many plants (Figure 1) [1]
The author found that all organotin(IV) complexes showed higher activity toward tested bacteria (Bacillus cereus, Nocardia sp. and Enterobacter aerogenes) than the free ligand
Summary
In the extracts and essential oils of many plants (Figure 1) [1] This type of vanillin is differing from ordinary vanillin (4-hydroxy-3-methoxybenzaldehyde) where the hydroxyl group is in the para-position. Thiyagarajan et al [4] were synthesized novel hydrazones from piperidine-4-carboxylic acid methyl ester coupled with 2-chloro pyrimidine along with other vanillin derivatives. They stated that the hydrazone derivatives of vanillin possess antibacterial activities. The authors are interested to synthesize, characterize and to study the biological activities of organotin(IV) complexes of ortho-vanillin-2-hydrazinopyridine derivatives against Artemia salina and different types of bacteria
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