Synthesis, characterization, and in vitro antibacterial and antifungal studies of tin(IV) thiohydrazide complexes

Abstract

Reaction of tin dichloride and tin tetrachloride with cyclohexylamine-N-thiohydrazide (ChaThz) [L 1 ] and 1,3-propanediamine-N-thiohydrazide (PdaThz) [L 2 ] results in [Sn(ChaThz) 2 ] (1), Sn(ChaThz) 2 Cl 2 ] (2), [Sn(PdaThz) 2 ] (3), and [Sn(PdaThz) 2 Cl 2 ] (4), in which the thiohydrazide coordinates to tin through imine nitrogen and thioamide sulfur. The ratio metal : ligand was 1 : 2 for all complexes. The tin(IV) thiohydrazide complexes were characterized by elemental analysis, IR, UV-Vis, 1 H-NMR, 119 Sn NMR, and mass spectral studies. Using the disc diffusion method, the ligands and metal complexes were screened for in vitro antibacterial activities against four pathogenic bacteria, Escherichia coli, Staphylococcus aureus, P. aeruginosa, and Bacillus cereus and for antifungal activities against Aspergillus flavus, A. carbonarius, A. niger, and A. fumigatus. While the tin(IV) complexes exhibited moderate antifungal activities, their parent ligands showed much higher and long-lasting broad spectrum of bioactivity against fungal growth. This was particularly the case for L 1 whose fungal inhibitory activity by the end of the experimental period was comparable and, for the most part, more pronounced than that of AmB. This higher activity of L 1 was maintained specifically against S. Aureus but in general, bacteria were more susceptible to complexes than ligands.

Crystal structure of N′-(2-phenylacetyl)thiophene-2-carbohydrazide monohydrate, C13H14N2O3S

“…[5] or under microwave irradiation of N,N′-diacylhydrazines by grafting onto polymer support [6][7][8]. Hydrazides are considered to be an important class of compounds with various types of biological activity such as anti-bacterial [9], anti-in ammatory, anti-cancer [10], anti-microbial [11,12], anti-fungal [9,13] and anti-biotic [13][14][15]. First, 2-phenylacetohydrazide was prepared following the reported method [16]; the product was obtained as white crystals from ethanol in yield 86% (Lit.…”

Domestic Wastewater Treatment: The Influence of Silver Impregnated Polyrhodanine Nanofibers on Gram-Positive and Gram-Negative Bacteria

“…Attention has been directed to the development of point-of-use treatment systems with focus on the synthesis and production and nano-sized antimicrobial agents to improve the overall potency of the treatment technique [29][30][31][32][33]. This development will also contribute to the long-term remediation of overall water quality and facilitate recycling options.…”

Coordination propensity of N-protected amino acids and sterically congested heterocyclic β-diketones toward BuSnCl3: preparation and structural features of some new seven coordinated organic-inorganic hybrid formulations of monobutyltin(IV)

“…Organotin(IV) complexes find applications as wood preservatives (Kizlink et al, 1996), marine antifouling paints (Singh et al, 2011), fungicides (Kizlink, 1991;Dylag et al, 2010;Khan et al, 2010;Mishra et al, 2011), bactericides (Abbas et al, 2013;Sedaghat et al, 2013a,b), surface disinfectants (Singh et al, 2011), and are used as drugs like NASAIDs (Dokorou et al, 2008), etc. It is well documented that organic-inorganic hybrid complexes of organotin(IV) possess superior properties (Najafi et al, 2013), which are important for the technological application of these materials.…”