Vogt Ane G, Voss Guilherme T, de Oliveira Renata L, Paltian Jaini J, Duarte Luis F B, Alves Diego, Jesse Cristiano R, Roman Silvane S, Roehrs Juliano A, Wilhelm Ethel A, Luchese Cristiane
Programa de Pós-graduação em Bioquímica e Bioprospecção, Laboratório de Pesquisa em Farmacologia Bioquímica (LaFarBio), Grupo de Pesquisa em Neurobiotecnologia (GPN), Centro de Ciências Químicas, Farmacêuticas e de Alimentos, Universidade Federal de Pelotas (UFPel), CEP 96010-900, Pelotas, RS, Brazil.
Programa de Pós-graduação em Química, Laboratório de Síntese Orgânica Limpa - LASOL, Centro de Ciências Químicas, Farmacêuticas e de Alimentos, Universidade Federal de Pelotas (UFPel), P.O. Box 354, 96010-900, Pelotas, RS, Brazil.
Chem Biol Interact. 2018 Feb 25;282:7-12. doi: 10.1016/j.cbi.2018.01.003. Epub 2018 Jan 6.
The quinolone compounds have been reported for many biological properties, especially as potent antioxidants. This study investigated the antioxidant effect of 7-chloro-4-phenylselenyl-quinoline (PSQ), a quinolone derivative with organoselenium group, against oxidative stress induced by sodium nitroprusside (SNP) in brains of mice. A second objective was to verify the importance of phenylselenyl group presents at position 4 of the quinoline structure to antioxidant effect of compound. So, it was compared the antioxidant effect of PSQ with a quinoline without organoseleniun group (7-chloroquinoline [QN]). Swiss mice were used and received SNP (0.335 μmol/site, intracerebroventricular) 30 min after treatment with PSQ or QN, at the doses of 50 mg/kg (intragastrically). After 1 h, animals were sacrificed and the brains were removed to biochemistry analysis. Thiobarbituric acid reactive species (TBARS), protein carbonyl (PC) and non-protein thiol (NPSH) levels, as well as catalase (CAT), glutathione S transferase (GST) and δ -aminolevulinic acid (δ-ALA-D) activities were determined. SNP increased TBARS and PC levels, and reduced the enzymatic (CAT and GST activity) and non-enzymatic (NPSH levels) antioxidant defenses and inhibited the δ-ALA-D activity. PSQ avoided the increase in the lipid peroxidation and PC levels, as well as the decrease in the NPSH levels, CAT, GST and δ-ALA-D activities QN partially avoided the increase in lipid peroxidation, but it not protected against alterations induced by SNP. In conclusion, phenylselenyl group present in quinoline structure is critical for antioxidant activity of PSQ.
喹诺酮类化合物具有多种生物学特性，尤其是作为强效抗氧化剂。本研究调查了一种带有有机硒基团的喹诺酮衍生物7-氯-4-苯基硒基喹啉（PSQ）对硝普钠（SNP）诱导的小鼠脑氧化应激的抗氧化作用。第二个目的是验证喹啉结构4位上的苯基硒基对该化合物抗氧化作用的重要性。因此，将PSQ的抗氧化作用与一种不含有机硒基团的喹啉（7-氯喹啉[QN]）进行了比较。使用瑞士小鼠，在以50mg/kg（灌胃）的剂量给予PSQ或QN治疗30分钟后，给予SNP（0.335μmol/部位，脑室内注射）。1小时后，处死动物并取出大脑进行生化分析。测定了硫代巴比妥酸反应性物质（TBARS）、蛋白质羰基（PC）和非蛋白质巯基（NPSH）水平，以及过氧化氢酶（CAT）、谷胱甘肽S转移酶（GST）和δ-氨基乙酰丙酸（δ-ALA-D）活性。SNP增加了TBARS和PC水平，降低了酶促（CAT和GST活性）和非酶促（NPSH水平）抗氧化防御，并抑制了δ-ALA-D活性。PSQ避免了脂质过氧化和PC水平的升高，以及NPSH水平、CAT、GST和δ-ALA-D活性的降低。QN部分避免了脂质过氧化的增加，但不能保护免受SNP诱导的改变。总之，喹啉结构中存在的苯基硒基对PSQ的抗氧化活性至关重要。
