European Journal of Chemistry

TD-DFT calculations, electronic structure, natural bond orbital analysis, nonlinear optical properties electronic absorption spectra and antimicrobial activity application of new bis-spiropipridinon/pyrazole derivatives

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Published: Dec 31, 2018
DOI: https://doi.org/10.5155/eurjchem.9.4.287-302.1706
Keywords:
Pyrazole, Bis-spiropipridino, TD-DFT calculations, Antimicrobial activity, NLO and NBO analysis, Solvent and substituent effect
Section
Research Article
Issue
Vol. 9 No. 4 (2018): December 2018
Dates
Received 2018-04-06
Accepted 2018-06-11
Published 2018-12-31
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Shimaa Abdel Halim
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy 11711, Cairo, Egypt
http://orcid.org/0000-0003-3926-193X

Abstract

A new bis-spiropipridinon/pyrazole compound and some of its derivatives are characterized in terms of several theoretical parameters such as density of states (DOS), molecular electrostatic potentials (MEPs), non-linear optical (NLO) properties and electrophilicity. The electronic structure and nonlinear optical properties of the studied compounds 1-5 are investigated theoretically at the DFT-B3LYP/6-311G(d,p) level of theory. The effect of substituents of different strengths on the geometry and energetic are analyzed and discussed. The static dipole moment (µ), polarizability (α), anisotropy polarizability (Δα), and first order hyperpolarizability (βtot), are parameters for NLO of the studied compounds have been calculated at the same level of theory and compared with the prototype para-nitro-aniline (PNA). The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both ethanol and dioxane solvents. The theoretical spectra computed at a new hybrid exchange-correlation functional using the Coulomb-attenuating method (CAM-B3LYP) at the 6-311G(d,p) bases set in gas phase and with the polarizable continuum model (PCM) in dioxane and ethanol indicate a good agreement with the observed spectra. The antimicrobial activity for studied compounds was investigated. The antimicrobial activity results revealed that compound 4 has a good potency against Gram positive bacteria (E. coli) and Gram negative bacteria (P. vulgaris) in comparison with doxymycin standard. The structure activity relationship SAR has been studied for the studied compounds by DFT calculations, moreover, confirmed practical antimicrobial  activity results.


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Halim, S. A. TD-DFT Calculations, Electronic Structure, Natural Bond Orbital Analysis, Nonlinear Optical Properties Electronic Absorption Spectra and Antimicrobial Activity Application of New Bis-Spiropipridinon Pyrazole Derivatives. Eur. J. Chem. 2018, 9, 287-302.

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