Anti-inflammatory and antinociceptive activity of diphenyl diselenide

Nogueira, Cristina W.; Quinhones, Erridison Borin; Jung, Eduardo A.C.; Zeni, Gilson; Rocha, João Batista Teixeira da

doi:10.1007/s000110300001

Cited by 223 publications

(112 citation statements)

References 40 publications

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“…Different from our expectation the effect of diphenyl diselenide was higher than its disubstituted analogs. 65 Motivated by a previous reported study showing that (m-CF 3 -C 6 H 4 Se) 2 , different from (PhSe) 2 , lacks proconvulsant activity when injected to mice, 21 Machado and co-workers 84 have demonstrated that (CF 3 -C 6 H 4 Se) 2 specifically attenuated behavioral features associated with a mouse model of psychosis at a dose that did not affect the behavioral parameters. In a recent study, we provide pharmacological and neurochemical points of evidence for the anxiolytic-like effect elicited by (m-CF 3 -C 6 H 4 Se) 2 in mice.…”

Section: Disubstituted Diselenidesmentioning

confidence: 99%

“…It was also demonstrated for the first time the antinociceptive activity of ebselen. 65 Since oral administration of drugs has some advantages including greater ease and convenience, diphenyl diselenide was screened for antinociceptive action after oral administration in mice. The main results of this study are presented in Table 2.…”

Section: General Pharmacologymentioning

confidence: 99%

“…It is clearly depicted in Table 2 that diphenyl diselenide was as effective at subcutaneous as at oral route for different chemical and thermal models of nociception in mice. 65,66 In an attempt to better understand the mechanisms by which diphenyl diselenide elicits the antinociceptive effect in the formalin test, mice were treated with different drugs. The antinociceptive effect of diphenyl diselenide in the second phase of the formalin test was prevented by intrathecal injection of K + channel blockers.…”

Section: General Pharmacologymentioning

confidence: 99%

“…24 Diphenyl diselenide elicits an anti-inflammatory effect when assessed in models of inflammation in rats, such as carragenin and arachidonic acid-induced paw oedema. 65 Carragenin-induced inflammation in rat paw is mediated by a variety of agents, including vasoactive amines, bradykinin and arachidonic acid metabolites. 68 Diphenyl diselenide inhibited arachidonic acid-induced edema, suggesting that this diselenide blocks the synthesis of mediators of inflammation.…”

Section: General Pharmacologymentioning

confidence: 99%

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Diphenyl diselenide a janus-faced molecule

Nogueira

Rocha

2010

J. Braz. Chem. Soc.

198

106

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Este artigo de revisão aborda uma reflexão sobre o potencial terapêutico ou tóxico de compostos orgânicos de selênio, dando particular ênfase ao disseleneto de difenila e alguns dos seus análogos estruturais. Algumas características moleculares relacionadas com a toxicidade e farmacologia do disseleneto de difenila in vitro e in vivo são abordadas. Os artigos revisados, que abordam experimentos in vivo, indicam que a interação do disseleneto de difenila com tióis pode determinar seu potencial farmacológico ou toxicológico. Além disso, uma limitada ativação da rota de toxicidade, isto é, a oxidação controlada de moléculas de alto peso molecular, que contém grupos tióis, poderia contribuir para os efeitos farmacológicos do disseleneto de difenila. Concluise que a síntese de compostos orgânicos de selênio deve ser direcionada para o desenvolvimento de novos disselenetos de diorganoila que possam interagir com alvos moleculares específicos.In this review, we summarized the potential role of synthetic organoseleno compounds as therapeutic or toxic agents, giving emphasis almost exclusively to diphenyl diselenide, the simplest of the diaryl diselenides, and some of its analogs. We presented the main molecular aspects related to the in vitro toxicity and pharmacology of diphenyl diselenide and also provided in vivo data indicating that the interaction of diphenyl diselenide with thiols can dictate either its toxicological or pharmacological property. The papers covered in this review indicate that a limited activation of the "toxic pathway", i.e., a controlled oxidation of specific high molecular weight thiol-containing molecules could contribute to the pharmacological effects of diphenyl diselenide. In conclusion, this review reinforces the necessity of developing new diorganoyl diselenides that could interact with specific molecular targets.

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Section: Disubstituted Diselenidesmentioning

confidence: 99%

Section: General Pharmacologymentioning

confidence: 99%

Section: General Pharmacologymentioning

confidence: 99%

Section: General Pharmacologymentioning

confidence: 99%

See 2 more Smart Citations

Diphenyl diselenide a janus-faced molecule

Nogueira

Rocha

2010

J. Braz. Chem. Soc.

198

106

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“…Intraperitoneal, but not subcutaneous, administration of DPDS provoked seizures in mice but not in rats. In addition, GABAergic allosteric modulators such as diazepam, phenobarbital and muscimol, and a competitive muscarinic antagonist of the acetylcholine receptor, atropine, were able to consistently abolish or reduce the seizure episodes, suggesting that the modulation of one or more neuronal systems can account for the convulsive effect (33,34).…”

Section: Neurotoxicologymentioning

confidence: 99%

Pharmacology and toxicology of diphenyl diselenide in several biological models

Rosa

Roesler

Braga

et al. 2007

Braz J Med Biol Res

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The pharmacology of synthetic organoselenium compounds indicates that they can be used as antioxidants, enzyme inhibitors, neuroprotectors, anti-tumor and anti-infectious agents, and immunomodulators. In this review, we focus on the effects of diphenyl diselenide (DPDS) in various biological model organisms. DPDS possesses antioxidant activity, confirmed in several in vitro and in vivo systems, and thus has a protective effect against hepatic, renal and gastric injuries, in addition to its neuroprotective activity. The activity of the compound on the central nervous system has been studied since DPDS has lipophilic characteristics, increasing adenylyl cyclase activity and inhibiting glutamate and MK-801 binding to rat synaptic membranes. Systemic administration facilitates the formation of long-term object recognition memory in mice and has a protective effect against brain ischemia and on reserpine-induced orofacial dyskinesia in rats. On the other hand, DPDS may be toxic, mainly because of its interaction with thiol groups. In the yeast Saccharomyces cerevisiae, the molecule acts as a pro-oxidant by depleting free glutathione. Administration to mice during cadmium intoxication has the opposite effect, reducing oxidative stress in various tissues. DPDS is a potent inhibitor of δ-aminolevulinate dehydratase and chronic exposure to high doses of this compound has central effects on mouse brain, as well as liver and renal toxicity. Genotoxicity of this compound has been assessed in bacteria, haploid and diploid yeast and in a tumor cell line.

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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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Anti-inflammatory and antinociceptive activity of diphenyl diselenide

Abstract: The data presented here provide evidence that administration of diphenyl diselenide produced anti-inflammatory and antinociceptive activity.

Cited by 223 publications

References 40 publications

Diphenyl diselenide a janus-faced molecule

Diphenyl diselenide a janus-faced molecule

Pharmacology and toxicology of diphenyl diselenide in several biological models

Organoselenium and organotellurium compounds: Toxicology and pharmacology

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