caa a22 4500 605511519 CHVBK 20210128100651.0 cr unu---uuuuu 210128e20150701xx s 000 0 eng 10.1007/s00894-015-2712-3 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2712-3 Involvement of electron and hydrogen transfers through redox metabolism on activity and toxicity of the nimesulide [Elektronische Daten] [Rosivaldo Borges, Juliana Oliveira, Rafaelle Matos, Antonio Chaves Neto, Agnaldo Carneiro, Marta Monteiro] An electronic study of nimesulide was performed by using density functional theory calculations. The activities of the six different derivatives were related with electron donating or accepting capacities. All compounds which had nitro moiety had low electron donating and high electron accepting capacities. However, the reduced derivative of nimesulide have more electron donating capacity than other compounds. The highest spin density contribution in nitro and lowest spin density contribution on phenoxyl moieties can be related with preferential metabolism by reduction when compared with the oxidation. The redox behavior between nitro and amino groups can be related with anti-inflammatory mechanism of nimesulide. These results explain the redox influence of nitro moiety on biological metabolism and mechanism of nimesulide. Graphical Abstract Electron and hydrogen transfers on redox metabolism of nimesulide Springer-Verlag Berlin Heidelberg, 2015 Nimesulide nationallicence Derivatives nationallicence DFT nationallicence Metabolism nationallicence Oxidation nationallicence Reduction nationallicence Borges Rosivaldo Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Oliveira Juliana Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Matos Rafaelle Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Chaves Neto Antonio Instituto de Ciências Exatas e Naturais, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Carneiro Agnaldo Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Monteiro Marta Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/7(2015-07-01), 1-6 1610-2940 21:7<1 2015 21 894 https://doi.org/10.1007/s00894-015-2712-3 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2712-3 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Borges Rosivaldo Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 700 1- Oliveira Juliana Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 700 1- Matos Rafaelle Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 700 1- Chaves Neto Antonio Instituto de Ciências Exatas e Naturais, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 700 1- Carneiro Agnaldo Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 700 1- Monteiro Marta Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/7(2015-07-01), 1-6 1610-2940 21:7<1 2015 21 894