“…Furthermore, (PhSe)2 was showed to counteract reductions in the content of total thiol and activity of antioxidant enzymes as well the release of reactive oxygen species and TBARS elicited by acute intoxication with manganese in Drosophila melanogaster [47]. The compound was also effective to mitigate protein and lipid oxidative modifications and collaborated to normalize CAT and SOD activities in colon of rats submitted to dextran sulfate-induced colitis [53]. Moreover, (PhSe)2 markedly decreased levels of reactive oxygen species and alleviated inflammation in the spleen of rodents chronically infected with Toxoplasma gondii [47].…”
<p>Herein
we report the synthesis of novel selenocyanates and assessment of their effect
on the oxidative challenge elicited by hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>)
in cultured mouse neurons. First, <i>α</i>-methylene-<i>β</i>-hydroxy esters were prepared
as precursors of allylic bromides. A reaction involving the generated bromides
and sodium selenocyanate was conducted to produce the desired selenocyanates (<b>3a-f</b>). We next prepared cultures of
neurons from 7-day-old-mice (<i>n </i>= 36). H<sub>2</sub>O<sub>2</sub> (10<sup>⁻5</sup>
M) was added into the culture flasks as an oxidative stress inducer, alone or
combined with one of each designed compounds. PhSe)<sub>2</sub> was used as
positive control. It was carried out assessment of lipid (thiobarbituric acid
reactive species, 4-hydroxy-2’-nonenal, 8-isoprostane), DNA
(8-hydroxy-2’-deoxyguanosine) and protein (carbonyl) modification parameters.
Finally, catalase and superoxide dismutase activities were also evaluated.
Among the compounds, <b>3b</b>, <b>3d</b> and <b>3f</b> exhibited the most pronounced pattern of antioxidant activity,
similar to (PhSe)<sub>2</sub>. These novel aromatic selenocyanates could be
promising to be tried in most sophisticated <i>in vitro </i>studies or even at
preclinical level.</p>
“…Furthermore, (PhSe)2 was showed to counteract reductions in the content of total thiol and activity of antioxidant enzymes as well the release of reactive oxygen species and TBARS elicited by acute intoxication with manganese in Drosophila melanogaster [47]. The compound was also effective to mitigate protein and lipid oxidative modifications and collaborated to normalize CAT and SOD activities in colon of rats submitted to dextran sulfate-induced colitis [53]. Moreover, (PhSe)2 markedly decreased levels of reactive oxygen species and alleviated inflammation in the spleen of rodents chronically infected with Toxoplasma gondii [47].…”
<p>Herein
we report the synthesis of novel selenocyanates and assessment of their effect
on the oxidative challenge elicited by hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>)
in cultured mouse neurons. First, <i>α</i>-methylene-<i>β</i>-hydroxy esters were prepared
as precursors of allylic bromides. A reaction involving the generated bromides
and sodium selenocyanate was conducted to produce the desired selenocyanates (<b>3a-f</b>). We next prepared cultures of
neurons from 7-day-old-mice (<i>n </i>= 36). H<sub>2</sub>O<sub>2</sub> (10<sup>⁻5</sup>
M) was added into the culture flasks as an oxidative stress inducer, alone or
combined with one of each designed compounds. PhSe)<sub>2</sub> was used as
positive control. It was carried out assessment of lipid (thiobarbituric acid
reactive species, 4-hydroxy-2’-nonenal, 8-isoprostane), DNA
(8-hydroxy-2’-deoxyguanosine) and protein (carbonyl) modification parameters.
Finally, catalase and superoxide dismutase activities were also evaluated.
Among the compounds, <b>3b</b>, <b>3d</b> and <b>3f</b> exhibited the most pronounced pattern of antioxidant activity,
similar to (PhSe)<sub>2</sub>. These novel aromatic selenocyanates could be
promising to be tried in most sophisticated <i>in vitro </i>studies or even at
preclinical level.</p>
“…Furthermore, (PhSe) 2 was showed to counteract reductions in the content of total thiol and activity of antioxidant enzymes as well the release of reactive oxygen species and TBARS elicited by acute intoxication with manganese in Drosophila melanogaster [ 47 ]. The compound was also effective to mitigate protein and lipid oxidative modifications and collaborated to normalize CAT and SOD activities in the colon of rats submitted to dextran sulfate-induced colitis [ 53 ]. Moreover, (PhSe) 2 markedly decreased levels of reactive oxygen species and alleviated inflammation in the spleen of rodents chronically infected with Toxoplasma gondii [ 54 ].…”
Herein, we report the synthesis of novel selenocyanates and assessment of their effect on the oxidative challenge elicited by hydrogen peroxide (H2O2) in cultured mouse neurons. First, α-methylene-β-hydroxy esters were prepared as precursors of allylic bromides. A reaction involving the generated bromides and sodium selenocyanate was conducted to produce the desired selenocyanates (3a-f). We next prepared cultures of neurons from 7-day-old mice (n=36). H2O2 (10-5 M) was added into the culture flasks as an oxidative stress inducer, alone or combined with one of each designed compounds. (PhSe)2 was used as a positive control. It was carried out assessment of lipid (thiobarbituric acid reactive species, 4-hydroxy-2′-nonenal, 8-isoprostane), DNA (8-hydroxy-2′-deoxyguanosine), and protein (carbonyl) modification parameters. Finally, catalase and superoxide dismutase activities were also evaluated. Among the compounds, 3b, 3d, and 3f exhibited the most pronounced pattern of antioxidant activity, similar to (PhSe)2. These novel aromatic selenocyanates could be promising to be tried in most sophisticated in vitro studies or even at the preclinical level.
“…In this sense, organoselanyl-triazoles constitute an interesting class of molecules, which combine the importance of a triazole nucleus [1][2][3] with an organoselenium moiety [35][36][37][38]. Selenium is an essential nutrient for mammals, playing important roles in metabolic pathways [39,40], and the interest in selenium pharmacology [41][42][43][44][45][46] and chemistry [47][48][49] has increased in this century.…”
In this work, we present a simple way to achieve 4-arylselanyl-1H-1,2,3-triazoles from selenium-containing carbinols in a one-pot strategy. The selenium-containing carbinols were used as starting materials to produce a range of selanyl-triazoles in moderate to good yields, including a quinoline and Zidovudine derivatives. One-pot protocols are crucial to the current concerns about waste production and solvent consumption, avoiding the isolation and purification steps of the reactive terminal selanylalkynes. We could also isolate an interesting and unprecedented by-product with one alkynylselenium moiety connected to the triazole.
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