Synthesis, characterization, antimicrobial and theoretical studies of the first main group tris(ephedrinedithiocarbamate) complexes of As(III), Sb(III), Bi(III), Ga(III) and In(III)
Por:
Ariza-Roldán A.O., López-Cardoso E.M., Rosas-Valdez M.E., Roman-Bravo P.P., Vargas-Pineda D.G., Cea-Olivares R., Acevedo-Quiroz M., Razo-Hernández R.S., Alvarez-Fitz P., Jancik V.
Publicada:
25 sep 2017
Resumen:
The synthesis of five new complexes involving the
ephedrinedithiocarbamate ligand (ephedtc) with group 13 and 15 metals
(III) is reported. Complexes [As(ephedtc)(3)] (1), [Sb(ephedtc)(3)]
(2), [Bi(ephedtc)(3)] (3), and [In(ephedtc)3] (5) were obtained from
the ephedrinedithiocarbamate sodium salt [Na(ephedtc)] and the
corresponding trichlorides MCl3, whereas for [Ga(ephedtc)(3)], (4)
Ga(NO3)(3) was used. All compounds were characterized by elemental
analyses, IR, mass spectrometry (FAB(+)) and H-1 and C-13 NMR. In
addition, single crystal structures of 2 and 5 were obtained showing two
different coordination modes for the dithiocarbamate moiety, an
anisobidentate coordination mode for 2 and an isobidentate coordination
for 5 that generates a propeller-type structure. Compound 2 shows a
distorted trigonal antiprismatic geometry around the metal atom while in
5 a distorted octahedral geometry is observed. Additionally, the
crystalline structure of the ionic pair [ephedrinium]
[ephedrinedithiocarbamate] (6) was determined. Antibacterial assay
showed that 5 was the most active against ATCC bacterial strains and
clinical isolate E. coli BLE (MIC 14.6-29.9 mu M), and 3 against MRS
strains (MIC 1.7 and 13.4 mu M). The chemical hardness concept and the
location of the HOMO and LUMO frontier orbitals on the molecular
structures of 1-5 were employed to explain its particular antibacterial
activity, using the OFT calculations. (C) 2017 Elsevier Ltd. All rights
reserved.
Filiaciones:
Ariza-Roldán A.O.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
López-Cardoso E.M.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Rosas-Valdez M.E.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Roman-Bravo P.P.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Vargas-Pineda D.G.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Cea-Olivares R.:
Univ Nacl Autonoma Mexico, Inst Quim, Ciudad Univ, Ciudad De Mexico 10810, Mexico
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México, Ciudad de México 10810, Mexico
Acevedo-Quiroz M.:
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Razo-Hernández R.S.:
Univ Autonoma Estado Morelos, Ctr Invest Dinam Celular, Ave Univ 1001, Cuernavaca, Morelos, Mexico
Centro de Investigación en Dinámica Celular, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 CuernavacaMorelos, Mexico
Alvarez-Fitz P.:
Univ Autonoma Guerrero, Fac Quim, Ave Lazaro Cardenas S-N, Chilpancingo, Guerrero, Mexico
Facultad de Química, Universidad Autónoma de Guerrero, Av. Lázaro Cárdenas S/N Col. La Haciendita, Chilpancingo, Guerrero, Mexico
Jancik V.:
UAEM UNAM, Ctr Conjunto Invest Quim Sustentable, Carr Toluca Atlacomulco Km 14-5, Toluca 50200, Estado De Mexic, Mexico
Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carr. Toluca-Atlacomulco km 14.5, Toluca, Estado de México 50200, Mexico
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