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阿霉素通过与ABTS衍生的自由基反应,抑制乳过氧化物酶/H₂O₂系统对2,2'-联氮-双(3-乙基苯并噻唑啉-6-磺酸)(ABTS)的氧化作用。

Doxorubicin inhibits oxidation of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) by a lactoperoxidase/H(2)O(2) system by reacting with ABTS-derived radical.

作者信息

Reszka Krzysztof J, Britigan Bradley E

机构信息

Research Service, VA Medical Center, Cincinnati, OH 45230, USA.

出版信息

Arch Biochem Biophys. 2007 Oct 15;466(2):164-71. doi: 10.1016/j.abb.2007.06.027. Epub 2007 Jul 10.

Abstract

The effect of doxorubicin on oxidation of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) by lactoperoxidase and hydrogen peroxide has been investigated. It was found that: (1) oxidation of ABTS to its radical cation (ABTS*(+)) is inhibited by doxorubicin as evidenced by its induction of a lag period, duration of which depends on doxorubicin concentration; (2) the inhibition is due to doxorubicin hydroquinone reducing the ABTS*(+) radical (stoichiometry 1: 1.8); (3) concomitant with the ABTS*(+) reduction is oxidation of doxorubicin; only when the doxorubicin concentration decreases to a near zero level, net oxidation of ABTS could be detected; (4) oxidation of doxorubicin leads to its degradation to 3-methoxysalicylic acid and 3-methoxyphthalic acid; (5) the efficacy of doxorubicin to quench ABTS*(+) is similar to the efficacy of p-hydroquinone, glutathione and Trolox C. These observations support the assertion that under certain conditions doxorubicin can function as an antioxidant. They also suggest that interaction of doxorubicin with oxidants may lead to its oxidative degradation.

摘要

研究了阿霉素对乳过氧化物酶和过氧化氢氧化2,2'-联氮-双(3-乙基苯并噻唑啉-6-磺酸)(ABTS)的影响。结果发现:(1)阿霉素抑制ABTS氧化为其自由基阳离子(ABTS*(+)),表现为诱导延迟期,延迟期的持续时间取决于阿霉素浓度;(2)抑制作用是由于阿霉素对苯二酚还原ABTS*(+)自由基(化学计量比为1:1.8);(3)伴随ABTS*(+)还原的是阿霉素的氧化;只有当阿霉素浓度降至接近零水平时,才能检测到ABTS的净氧化;(4)阿霉素的氧化导致其降解为3-甲氧基水杨酸和3-甲氧基邻苯二甲酸;(5)阿霉素淬灭ABTS*(+)的效果与对苯二酚、谷胱甘肽和Trolox C的效果相似。这些观察结果支持了在某些条件下阿霉素可作为抗氧化剂的观点。它们还表明阿霉素与氧化剂的相互作用可能导致其氧化降解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c6b7/2329579/186bfff3d015/nihms32176f1.jpg

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