Inhibition of free radical-induced erythrocyte hemolysis by 2-O-substituted ascorbic acid derivatives

Inhibition of free radical-induced erythrocyte hemolysis by 2-O-substituted ascorbic acid derivatives
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DOI:
10.1016/j.freeradbiomed.2007.07.002
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发表时间:
2007-10-15
影响因子:
7.4
通讯作者:
Tai, Akihiro
Tai, Akihiro
中科院分区:
医学1区
文献类型:
--
作者:
Takebayashi, Jun;Kaji, Hiroaki;Tai, Akihiro

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研究了2-O-取代抗坏血酸衍生物抗坏血酸2-葡萄糖苷(AA-2G)、抗坏血酸2-磷酸盐(AA-2 P)和抗坏血酸2-硫酸盐(AA-2S)对2,2 ′-偶氮二(2-脒基丙烷)二盐酸盐(AAPH)诱导的绵羊红细胞氧化溶血的抑制作用,并与抗坏血酸(AA)等抗氧化剂进行了比较。抑制效率的顺序为AA_2S>= Trolox=尿酸>-AA-2 P_ AA-2G=AA >谷胱甘肽。虽然AA衍生物对AAPH衍生的过氧自由基(ROO中心点)的反应性远低于AA,但衍生物对AAPH诱导的溶血和膜蛋白氧化产生相等或更有效的保护作用。此外,发现AA衍生物本身与ROO中心点反应,而不是通过AA作为中间体。这些结果表明,AA衍生物自由基和ROO中心点之间的次级反应在溶血抑制中起作用。AAPH诱导的红细胞氧化后延迟加入AA衍生物,与AA相比,对溶血的抑制作用较弱。这些结果表明,AA衍生物本身作为生物学上有效的抗氧化剂在中度氧化应激和AA-2G和AA-2 P可能能够在严重的氧化应激酶转化为AA后,在体内发挥作用。(c)2007年爱思唯尔公司All rights reserved.
Inhibitory effects of 2-O-substituted ascorbic acid derivatives, ascorbic acid 2-glucoside (AA-2G), ascorbic acid 2-phosphate (AA-2P), and ascorbic acid 2-sulfate (AA-2S), on 2,2'-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidative hemolysis of sheep erythrocytes were studied and were compared with those of ascorbic acid (AA) and other antioxidants. The order of the inhibition efficiency was AA2S >= Trolox=uric acid>-AA-2P_ AA-2G=AA > glutathione. Although the reactivity of the AA derivatives against AAPH-derived peroxyl radical (ROO center dot) was much lower than that of AA, the derivatives exerted equal or more potent protective effects on AAPH-induced hemolysis and membrane protein oxidation. In addition, the AA derivatives were found to react per se with ROO center dot, not via AA as an intermediate. These findings suggest that secondary reactions between the AA derivative radical and ROO center dot play a part in hemolysis inhibition. Delayed addition of the AA derivatives after AAPH-induced oxidation of erythrocytes had already proceeded showed weaker inhibition of hemolysis compared to that of AA. These results suggest that the AA derivatives per se act as biologically effective antioxidants under moderate oxidative stress and that AA-2G and AA-2P may be able to act under severe oxidative stress after enzymatic conversion to AA in vivo. (c) 2007 Elsevier Inc. All rights reserved.