Effect of 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one on oxidative stress in cerebral cortex of rats

Penz, Jordana; Gemelli, Tanise; Carvalho, Carlos Augusto Souza; Guerra, Ricardo; Oliboni, Lívia Soldatelli; Salvador, Mirian; Dani, Caroline; Araújo, Alex Sander; Funchal, Cláudia

doi:10.1016/j.fct.2009.01.004

Cited by 16 publications

(15 citation statements)

References 75 publications

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“…The protective effect of GSH and the time-dependent inhibition of CK activity in mitochondria and not in cytosol are in agreement with this possibility, since mitochondria are the main source of free radical generation (Sas et al, 2007). Data from the literature demonstrate that 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one induces oxidative stress in vitro in human serum and in the cerebral cortex of rats Penz et al, 2009). These authors showed that this organotellurim caused a depletion of sulfhydryl groups, reducing the non-enzymatic antioxidant defenses in human serum and in the cerebral cortex of rats, respectively.…”

Section: Resultssupporting

confidence: 66%

“…in brain development that is associated with oligodendrocyte function and/or myelogenesis (Manos et al, 1991).Taking together these observations and our present findings showing that this organotellurium inhibits Mi-CK, it seems reasonable to postulate that this organochalcogen may induce destabilization of the octameric structure of Mi-CK with consequent loss of its functional capacity by oxidizing groups necessary to maintain its octameric structure (Schuck et al, 2004). Furthermore, we cannot discard the possibility that the reduction of CK activity could at least in part be caused by generation of oxidative stress induced by this compound, since we have recently reported that this organotellurium can causes oxidative stress and cell death in cerebral cortex of rats (Penz et al, 2009). This study showed that CAT and GPx activities were significantly inhibited by 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one.…”

Section: Resultsmentioning

confidence: 90%

“…The toxicology of organotellurium compounds is mediated at least in part by their ability to react with thiol groups from biologically important molecules (Nogueira et al, 2004) and the capacity of the Te compounds to induce the formation of reactive oxygen species (Chen et al, 2001;Penz et al, 2009;Carvalho et al, 2009). However, the molecular mechanism underlying Te toxicity is still not completely understood.…”

Section: Introductionmentioning

confidence: 99%

“…Consequently, occupational exposure is a constant risk for laboratory workers (Petragnani, 1994;Comasseto et al, 1997;Zeni et al, 2003Zeni et al, , 2006. The organotellurium 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one is an a,bunsaturated ketone functionalized vinyl chalcogenide that has been found to be a potential tool in organic synthesis (Lenardão et al, 2007;Penz et al, 2009;Carvalho et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

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Inhibition of creatine kinase activity by 3‐butyl‐1‐phenyl‐2‐(phenyltelluro)oct‐en‐1‐one in the cerebral cortex and cerebellum of young rats

Andrade

Gemelli

Guerra

et al. 2010

J of Applied Toxicology

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In the present study, we investigated the potential in vitro toxicity of the tellurium compound 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one on creatine kinase activity in cerebral cortex and cerebellum of 30-day-old Wistar rats. First, enriched mitochondrial and cytosolic fractions from the two tissues were pre-incubated for 30 min in the presence or absence of 1, 5 or 20 microm of organotellurium and the creatine kinase activity was measured. The organochalcogen reduced creatine kinase activity in a concentration-dependent pattern in the two tissues studied. Furthermore, the enzyme activity was performed after pre-incubation for 30, 60 or 90 min in the presence of 5 microm of the organotellurium. The compound inhibited creatine kinase activity in a time-dependent way in the enriched mitochondrial fraction of both tissues, but not in the cytosolic fraction, indicating different mechanisms for the organochalcogen in the mitochondrial and in the cytosolic creatine kinase. Pre-incubation of tellurium compound with reduced glutathione suggests that creatine kinase activity inhibition might be caused by direct interaction with thiol groups or by oxidative stress. Our findings suggest that creatine kinase inhibition may be one of the mechanisms by which this organotellurium could cause toxicity to the rat brain.

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Section: Resultssupporting

confidence: 66%

Section: Resultsmentioning

confidence: 90%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Inhibition of creatine kinase activity by 3‐butyl‐1‐phenyl‐2‐(phenyltelluro)oct‐en‐1‐one in the cerebral cortex and cerebellum of young rats

Andrade

Gemelli

Guerra

et al. 2010

J of Applied Toxicology

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“…Considering that our group recently reported that the organochalcogen 3-butyl-1-phenyl-2-(phenyltelluro)octen-1-one was able to induce in vitro oxidative stress in the cerebral cortex of rats (Penz et al 2009), and that Te compounds are highly toxic to the central nervous system (CNS) of rodents (Maciel et al 2000;Nogueira et al 2001;WidyTysziewicz et al 2002;Stangherlin et al 2005). The purpose of this study is to evaluate the effect of an acute in vivo treatment with this organochalcogen in the cerebral cortex, the hippocampus, and the cerebellum of 30-day-old Wistar rats.…”

Section: Introductionmentioning

confidence: 98%

Effect of Acute Administration of 3-Butyl-1-Phenyl-2-(Phenyltelluro)Oct-En-1-One on Oxidative Stress in Cerebral Cortex, Hippocampus, and Cerebellum of Rats

et al. 2010

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Organotellurium compounds have been synthesized since 1840, but pharmacological and toxicological studies about them are still incipient. Therefore, the objective of this study was to verify the effect of acute administration of the organochalcogen 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one on some parameters of oxidative stress in the brain of 30-day-old rats. Animals were treated intraperitoneally with a single dose of the organotellurium (125, 250, or 500 μg/kg body weight) and sacrificed 60 min after the injection. The cerebral cortex, the hippocampus, and the cerebellum were dissected and homogenized in KCl. Afterward, thiobarbituric acid reactive substances (TBARS), carbonyl, sulfhydryl, catalase (CAT), superoxide dismutase (SOD), nitric oxide (NO) formation, and hydroxyl radical production were measured in the brain. The organotellurium enhanced TBARS in the cerebral cortex and the hippocampus, and increased protein damage (carbonyl) in the cerebral cortex and the cerebellum. In contrast, the compound provoked a reduced loss of thiol groups measured by the sulfhydryl assay in all the tissues studied. Furthermore, the activity of the antioxidant enzyme CAT was reduced by the organochalcogen in the cerebral cortex and the cerebellum, and the activity of SOD was inhibited in all the brain tissues. Moreover, NO production was increased in the cerebral cortex and the cerebellum by this organochalcogen, and hydroxyl radical formation was also enhanced in the cerebral cortex. Our findings indicate that this organotellurium compound induces oxidative stress in the brain of rats, corroborating that this tissue is a potential target for organochalcogen action.

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Organoselenium and organotellurium compounds: Toxicology and pharmacology

Nogueira

Rocha

2011

Patai's Chemistry of Functional Groups

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In the last three decades, the interest in the field of synthesis and reactivity of organoselenium and organotellurium compounds has increased; particularly, in view of the observations that they can exhibit important biological activities. The data presented in this chapter clearly indicate the potential pharmacological and therapeutic uses of organoselenium and organotellurium compounds. Indeed, these classes of molecules exhibit a variety of interesting biological effects, namely antioxidant properties, which can account for their in vitro and in vivo beneficial effects in a wide range of models of different human pathologies. We can conclude that the future of “medicinal chemistry“ of organoselenium and organotellurium compounds will depend on the rational development of new molecules, which can be guided by chemical and biological approaches. Moreover, the structure‐activity relationship for a given class of organoselenium or organotellurium compounds should be used as a toll for screening molecules with high probability of exhibiting low toxicity and high pharmacological activity in mammals.

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Effect of 3-butyl-1-phenyl-2-(phenyltelluro)oct-en-1-one on oxidative stress in cerebral cortex of rats

Cited by 16 publications

References 75 publications

Inhibition of creatine kinase activity by 3‐butyl‐1‐phenyl‐2‐(phenyltelluro)oct‐en‐1‐one in the cerebral cortex and cerebellum of young rats

Inhibition of creatine kinase activity by 3‐butyl‐1‐phenyl‐2‐(phenyltelluro)oct‐en‐1‐one in the cerebral cortex and cerebellum of young rats

Effect of Acute Administration of 3-Butyl-1-Phenyl-2-(Phenyltelluro)Oct-En-1-One on Oxidative Stress in Cerebral Cortex, Hippocampus, and Cerebellum of Rats

Organoselenium and organotellurium compounds: Toxicology and pharmacology

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