Research Article
DPPH Free Radical Scavenging Activity, and their Synthetic, Structural, Electronic and Magnetic Studies of Two [CuII2(thb)] Compounds, (thb = N,N,N´,N´-tetrakis-{3-[(2-hydroxibenzyliden)-amine]propyl}-1,4- butanodiamine)]
Elizabeth Baca-Solis1, Marcos Flores-Alamo2, Daniel Ramírez-Rosales3, Rafael Zamorano-Ulloa3, Samuel Hernández-Anzaldo1 and Yasmi Reyes-Ortega1*
1Instituto de Ciencias, Centro de Química, BUAP, Edif. 103H, Complejo de Ciencias, CU, Col. San Manuel, Puebla, C.P. 72570, México
2Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, México D. F. 04510, México
3Escuela Superior de Física y Matemáticas-IPN Av. Instituto Politécnico Nacional, Edif. 9 Unidad Profesional Adolfo Lopez Mateos, Zacatenco, Delegación Gustavo A. Madero, México
- *Corresponding Author:
- Yasmi Reyes Ortega
Centro de Química del Instituto de Ciencias
Benemérita Universidad Autónoma de Puebla
Edif. F103 Complejo de Ciencias
Ciudad Universitaria, Col. San Manuel
Puebla, Pue. 72570, México
Tel: (222)2295500 extn. 7292
E-mail: yasmi.reyes@correo.buap.mx
Received date: March 26, 2016; Accepted date: April 14, 2016; Published date: April 21, 2016
Citation: Baca-Solis E, Flores-Alamo M, Ramírez-Rosales D, Zamorano-Ulloa R, Hernández-Anzaldo S, et al. (2016) DPPH Free Radical Scavenging Activity, and their Synthetic, Structural, Electronic and Magnetic Studies of Two [CuII2(thb)] Compounds, (thb = N,N,N´,N´-tetrakis-{3-[(2-hydroxibenzyliden)-amine]propyl}- 1,4-butanodiamine)]. J Anal Bioanal Tech 7: 315. doi:10.4172/2155-9872.1000315
Copyright: © 2016 Baca-Solis E, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
Abstract
Synthesis, structural, electronic, and magnetic characterization of two [CuII 2(thb)] (thb = N,N,N’,N’- tetrakis-{3-[(2- hydroxibenzyliden)-amine]propyl}-1,4-butanodiamine)]) crystalline phases (1a and 1b) are reported. Both, 1a and 1b, showed free radical scavenging activity, which was quantified by the DPPH free radical scavenging activity assay. 1b crystallized in a P21/c space group. In 1b each molecule contains two CuII-(hidroxibenzyliden) groups bonded in the extremes of the organic DAB-Am nucleus. The CuII-(hidroxibenzyliden) groups of each extreme, form 1D chains along of the b-axis. IR and UV-Vis spectra showed d-d transitions and νCu-O, νCu-N vibrations respectively, confirming the formation of the compound. 1H-NMR spectra of 1a and 1b showed similar spectra, being characteristics of paramagnetic compounds. Bulk magnetization of 1a and 1b from 2 K to 300 K showed paramagnetic behaviour. The best fit for the susceptibility data was obtained using Curie-Weiss and modified Curie-Weiss equations with θ and C values of θ1a/1b C-W = 0 ± 1K, C1a/1b C-W = 0.82/0.66 cm3 K mol-1, and θ1a/1b modified C-W = 0.6 ± 1K and C1a/1b modified C-W = 0.80/0.70 cm3 K mol-1. The X-band ESR spectra of 1a and 1b in solid samples showed a single and a rhombic signals, respectively, with g values around 2.1 at 77 K and 300 K, however, in CH2Cl2 solutions at 77 K the spectra were similar. The spectroscopic and magnetic results allowed us to conclude that 1a and 1b are two different crystalline phases which were proven to act as effective antioxidants showing both an IC50 = 16.5 μM, in contrast with Trolox, IC50 = 39.3 μM, normally used as a vitamin E analog and a strong antioxidant. Additionaly the DPPH free radical is scavened by reduction mechanism of CuII to CuI. The overall electronic, magnetic and structural information about 1a and 1b provide us some characteristics of this kind of transitional metal ionic coordination compounds.