Borges Rosivaldo S, Oliveira Juliana P, Matos Rafaelle F, Chaves Neto Antonio M J, Carneiro Agnaldo S, Monteiro Marta C
Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110, Belém, PA, Brazil,
J Mol Model. 2015 Jul;21(7):166. doi: 10.1007/s00894-015-2712-3. Epub 2015 Jun 6.
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.
通过使用密度泛函理论计算对尼美舒利进行了电子学研究。六种不同衍生物的活性与供电子或吸电子能力相关。所有含有硝基部分的化合物具有低供电子能力和高吸电子能力。然而，尼美舒利的还原衍生物比其他化合物具有更强的供电子能力。与氧化相比，硝基上最高的自旋密度贡献和苯氧基部分最低的自旋密度贡献可能与通过还原进行的优先代谢有关。硝基和氨基之间的氧化还原行为可能与尼美舒利的抗炎机制有关。这些结果解释了硝基部分对尼美舒利生物代谢和机制的氧化还原影响。
