Water soluble organotin(IV) complexes with Girard-T reagent-based hydrazones: synthesis, spectral characterization, and antibacterial activity

Abstract

Two ionic hydrazones, 3-methoxysalicylaldehyde and 4-hydroxysalicylaldehyde Girard-T hydrazinim chloride, (3-OMeH₂SalGT)Cl (1) and (4-OHH₂SalGT)Cl (2), respectively, and five new water soluble diorganotin complexes R₂Sn((3-OMeSalGT)Cl [R = Ph (3), Me (4), Bu (5)], and R₂Sn(4-OHSalGT) Cl [R = Ph (6), Me (7)] have been synthesized. Spectroscopic data show that the ligand is deprotonated and coordinated to tin as a zwitterion using the imine nitrogen, and enolic and phenolic oxygens. The in vitro antibacterial activity of ligands and complexes has been evaluated against Gram-positive (Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria. The ligands showed low activity while the organotin(IV) complexes exhibited remarkable inhibitory effects and with water solubility, these compounds have excellent potential to be used as drugs.

Keywords:

• Girard-T
• Organotin
• Water solubility
• Antibacterial activity
• Hydrazone

Acknowledgment

Support of this work by Shahid Chamran University, Ahvaz, Iran is gratefully acknowledged.