The one pot reaction of salicylaldehyde
1,
-amino alcohols
2a-
2c, and di-
n-butyltin
IV oxide
3a or diphenyltin
IVoxide
3b produced five diorganotin
IV 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), and
Desulfomicrobium 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 tin
IV moiety.