Synthesis, Characterization, Biocide and Toxicological Activities of Di-n-butyl- and Diphenyl-tinIV-Salicyliden-
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The one pot reaction of salicylaldehyde 1, -amino alcohols 2a-2c, and di-n-butyltinIV oxide 3a or diphenyltinIVoxide 3b produced five diorganotinIV compounds, 4a-4c, 5a, and 5c, in good yields. All compounds were characterizedby IR, 1H, 13C, and 119Sn NMR spectroscopy, and elemental analysis; furthermore, compounds 4b, 4c, 5a, and 5cwere characterized by X-ray diffraction analysis. After the structural characterization, all of the compounds weretested in vitro against Bacillus subtilis (Gram-positive, strain ATCC 6633), Escherichia coli (Gram-negative, strainDH5), Pseudomonas aeruginosa (Gram-negative, strain BH3), Desulfovibrio longus (strain DSM 6739), andDesulfomicrobium aspheronum (strain DSM 5918) to assess their antimicrobial activity. Compounds 4 and 5demonstrated a wide range of bactericidal activities against the tested aerobic (one Gram-positive and two Gram-negative subtypes) and anaerobic bacteria (two sulfate-reducing bacteria, SRB). Compound 5 had better bactericidalperformances than compound 4. For all of the compounds, the acute toxicity was measured using luminescentbacteria toxicity (LBT-Microtox) tests to track their further environmental impact. According to these results and inorder to fulfill environmental regulations, the toxicity of the compounds studied herein can be modulated throughthe proper selection of the disubstituted tinIV moiety.

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