Synthesis, characterization, biocide and toxicological activities of di-n-butyl- and diphenyl-tinIV-salicyliden-ß-amino alcohol derivatives
Por:
Zamudio-Rivera L.S., George-Tellez R., López-Mendoza G., Morales-Pacheco A., Flores E., Höpfl H., Barba V., Fernández F.J., Cabirol N., Beltrán H.I.
Publicada:
1 ene 2005
Resumen:
The one pot reaction of salicylaldehyde 1, ?-amino alcohols 2a-2c, and di-n-butyltinIV oxide 3a or diphenyltinIV oxide 3b produced five diorganotinIV compounds, 4a-4c, 5a, and 5c, in good yields. All compounds were characterized by IR, 1H, 13C, and 119Sn NMR spectroscopy, and elemental analysis; furthermore, compounds 4b, 4c, 5a, and 5c were characterized by X-ray diffraction analysis. After the structural characterization, all of the compounds were tested in vitro against Bacillus subtilis (Gram-positive, strain ATCC 6633), Escherichia coli (Gram-negative, strain DH5?), 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 5 demonstrated 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 bactericidal performances than compound 4. For all of the compounds, the acute toxicity was measured using luminescent bacteria toxicity (LBT-Microtox) tests to track their further environmental impact. According to these results and in order to fulfill environmental regulations, the toxicity of the compounds studied herein can be modulated through the proper selection of the disubstituted tinIV moiety. © 2005 American Chemical Society.
Filiaciones:
Zamudio-Rivera L.S.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
George-Tellez R.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
López-Mendoza G.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
Morales-Pacheco A.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
Flores E.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
Höpfl H.:
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C. P. 62210 Cuernavaca, Mexico
Barba V.:
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C. P. 62210 Cuernavaca, Mexico
Fernández F.J.:
Departamento de Biotecnología, Universidad Autónoma Metropolitana-Iztapalapa, Apdo. Postal 55-535, 09340 México, D.F., Mexico
Cabirol N.:
Instituto de Ingeniería, Universidad Nacional Autónoma de México, Ciudad Universitaria, México, D.F., Mexico
Beltrán H.I.:
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas No.152, Apartado Postal 14-805, 07730 México, D.F., Mexico
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