Conformational analysis, electronic properties and molecular electrostatic potential of nitrofurans derivatives with antibacterial activity

The present investigation includes a combined computational study using the Molecular Mechanics and Quantum Mechanics methods, in 5-nitrofurane derivatives aiming to find the structural, electronic and electrostatic requirements they need to elicit antibacterial activity. Among the structural and el...

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Bibliographic Details
Published in:Journal of molecular structure 2005-06, Vol.748 (1), p.49-55
Main Authors: Monasterios, Melina, Escorche, Marilu, Avendaño, Milagros
Format: Article
Language:English
Subjects:
Conformational analysis
Electronic properties
Electrostatic molecular potential
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Summary:The present investigation includes a combined computational study using the Molecular Mechanics and Quantum Mechanics methods, in 5-nitrofurane derivatives aiming to find the structural, electronic and electrostatic requirements they need to elicit antibacterial activity. Among the structural and electronic requirements for a potent biological activity in these derivatives, there is a common spatial orientation that was named ‘bioactive conformation’, electronic deficiency, low energy and low electronic density in the LUMO, a negative electrostatic potential in both oxygens of the nitro group and in the nitrogenated ring present in the lateral chain over C2 and a positive electrostatic potential region from the nitrogen atom in the nitro group to the hydrogen atoms attached to the carbon atoms in the furane ring.
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2005.03.019