高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (6): 866.

• 论文 • 上一篇    下一篇

阿霉素的光谱电化学研究

冯敏, 何品刚, 杨玉林, 方禹之   

  1. 华东师范大学化学系, 上海 200062
  • 收稿日期:1998-07-13 出版日期:1999-06-24 发布日期:1999-06-24
  • 通讯作者: 方禹之
  • 作者简介:冯敏,女,29岁,博士研究生.
  • 基金资助:

    国家自然科学基金(批准号:29875008)资助课题

Studies on Spectroelectrochemistry of Adriamycin

FENG Min, HE Pin-Gang, YANG Yu-Lin, FANG Yu-Zhi   

  1. Department of Chemistry, East China Normal University, Shanghai, 200062
  • Received:1998-07-13 Online:1999-06-24 Published:1999-06-24

摘要: 利用循环伏安、紫外可见光谱电化学、荧光光谱电化学、圆二色光谱电化学等方法研究了阿霉素(ADM)在石墨电极上的电化学行为.结果发现,阿霉素在+0.2~+0.7V和-0.2~-0.7V范围内分别出现一对氧化还原峰.正电位下,蒽环上的酚羟基发生单电子氧化,并伴随后续化学反应.负电位范围内,阿霉素经历ECE电极反应过程,即蒽醌经单电子还原生成半醌自由基,半醌可发生不可逆的化学反应,脱去配氧糖基,转变为7-去氧柔毛霉醌(7-deoxyadriamycinone),后者在更负的电位下形成一对可逆的新的氧化还原峰.

关键词: 阿霉素, 光谱电化学, 循环伏安, 半醌自由基, 电极反应机理

Abstract: The electrochemical behavior of Adriamycin(ADM) at graphite electrode has been investigated by spectroelectrochemistry and cyclic voltammetry. The electrode reaction mechanism of ADM at different potentials has been described. In the positive potential range, a oneelectron transfer occurs accompanied with a consequent chemical reaction, corresponding to oxidation of hydroquinone functionality to the quinone. At negative potential, Adriamycin involves in a reversible-one electron reduction producing semiquinone species, the latter undergoes a subsequent irreversible chemical reaction with elimination of the glycoside, giving the 7-deoxyadriamycinone, which could be reversibly reduced at more negative potentials. The ECE mechanism has been proposed to explain the electrode reduction process.

Key words: Adriamycin, Spectroelectrochemistry, Cyclic voltammetry, Electrode reaction mechanism

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