TY - JOUR
T1 - Antioxidant properties of (R)-Se-aryl thiazolidine-4-carboselenoate
AU - Victoria, Francine Novack
AU - Martinez, Débora Martins
AU - Castro, Micheli
AU - Casaril, Angela M.
AU - Alves, Diego
AU - Lenardão, Eder João
AU - Salles, Helena Domingues
AU - Schneider, Paulo H.
AU - Savegnago, Lucielli
N1 - Funding Information:
This work was supported by CNPq , CAPES and FAPERGS (PRONEX 10/0027-4 and 10/0005-1, PqG 1012043, 11/0881-2, PqG 1012974, and PqG 1012043PRONEM 11/2024-9). L.S, D.A, E.J.L and P.H.S. are recipients of CNPq fellowships.
PY - 2013
Y1 - 2013
N2 - The antioxidant potential of organoselenium compounds has been extensively investigated because oxidative stress is a hallmark of a variety of human diseases. In this study, we report the influence of substituent groups on the antioxidant activity of (R)-Se-aryl thiazolidine-4-carboselenoate (Se-PTC) in several in vitro assays. The amino group in the thiazolidine ring affects the antioxidant activity of the compound. Our data revealed that Se-PTC a had higher radical scavenging efficiency in the 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS+) assays compared to other compounds. In the ferric ion reducing antioxidant power (FRAP) assay, Se-PTC a exhibited ferric-reducing ability at concentrations as low as 5 μM. However, this effect was diminished when the amino group was protected with carbamate (Se-PTC d). In the nitric oxide scavenging assay, Se-PTC c presented better NO-scavenging than Se-PTC b. However, Se-PTC a and d did not prevent NO formation at any of the tested concentrations. Se-PTC c decreased the sodium nitroprussate-induced lipid peroxidation in the cortex and hippocampus of mice. In summary, we demonstrate that Se-PTC is a promising antioxidant compound and that the compound's activity is influenced by the amino group and by the characteristics of the arylselenium substituents. Thus, these compounds may be used as synthetic antioxidants that provide protection against oxidative diseases.
AB - The antioxidant potential of organoselenium compounds has been extensively investigated because oxidative stress is a hallmark of a variety of human diseases. In this study, we report the influence of substituent groups on the antioxidant activity of (R)-Se-aryl thiazolidine-4-carboselenoate (Se-PTC) in several in vitro assays. The amino group in the thiazolidine ring affects the antioxidant activity of the compound. Our data revealed that Se-PTC a had higher radical scavenging efficiency in the 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS+) assays compared to other compounds. In the ferric ion reducing antioxidant power (FRAP) assay, Se-PTC a exhibited ferric-reducing ability at concentrations as low as 5 μM. However, this effect was diminished when the amino group was protected with carbamate (Se-PTC d). In the nitric oxide scavenging assay, Se-PTC c presented better NO-scavenging than Se-PTC b. However, Se-PTC a and d did not prevent NO formation at any of the tested concentrations. Se-PTC c decreased the sodium nitroprussate-induced lipid peroxidation in the cortex and hippocampus of mice. In summary, we demonstrate that Se-PTC is a promising antioxidant compound and that the compound's activity is influenced by the amino group and by the characteristics of the arylselenium substituents. Thus, these compounds may be used as synthetic antioxidants that provide protection against oxidative diseases.
KW - Antioxidant
KW - Organoselenium compounds
KW - Selenium
KW - Thiazolidine
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U2 - 10.1016/j.cbi.2013.06.019
DO - 10.1016/j.cbi.2013.06.019
M3 - Article
C2 - 23830813
AN - SCOPUS:84884679907
SN - 0009-2797
VL - 205
SP - 100
EP - 107
JO - Chemico-Biological Interactions
JF - Chemico-Biological Interactions
IS - 2
ER -