The scavenging effects of metal complexes of thiacalix[4]arenetetrasulfonate (Me-TCAS[4], Me=H
2, Fe
3+, Mn
3+, Mn
2+, Cu
2+, and Zn
2+) on superoxide anion radicals (O
2−) generated from the xanthine–xanthine oxidase system were investigated by the nitroblue tetrazolium (NBT) method and electron spin resonance (ESR) spin-trapping method using 5,5-dimethyl-1-pyrroline-
N-oxide as a trapping reagent. As a reference, calix[4]arenetetrasulfonate (H
2-CAS[4]), calix[6]arenehexasulfonate (H
2-CAS[6]) and calix[8]areneoctasulfonate (H
2-CAS[8]) were also examined. The results by the NBT method indicated that Fe
3+- and Mn
3+-TCAS[4] exhibited the highest O
2− scavenging activity among Me-TCAS[4] and H
2-CAS[
n] (
n=4, 6, 8) in this study. The IC
50 values of Fe
3+- and Mn
3+-TCAS[4] for O
2− scavenging activity were estimated to be 5.3 and 7.8 μ
M, respectively, and were almost the same as those of tannin acid, catechin and their derivatives, which are known as very effective scavengers of O
2−. Scavenging activities were in the order of Fe
3+- and Mn
3+-TCAS[4]>>Mn
2+-, Cu
2+-, and Zn
2+-TCAS[4]>>H
2-TCAS[4] and H
2-CAS[
n] (
n=4, 6, 8). Each activity of Me-TCAS[4] (Me=Fe
3+, Mn
3+, Mn
2+, Cu
2+, and Zn
2+) was higher than that of the corresponding metal ion, indicating that H
2-TCAS[4] has the ability to raise the activity of the metal ion itself by forming a complex. Also, the ESR spin-trapping method revealed that Fe
3+- and Mn
3+-TCAS[4] showed high O
2− scavenging activities, similarly to the results by the NBT method.
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