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从黄连中分离得到的异喹啉生物碱的羟自由基清除活性。

Hydroxyl radical scavenging activities of isoquinoline alkaloids isolated from Coptis chinensis.

作者信息

Jang Moon Hee, Kim Hyun Young, Kang Ki Sung, Yokozawa Takako, Park Jeong Hill

机构信息

Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, 151-742, Korea.

出版信息

Arch Pharm Res. 2009 Mar;32(3):341-5. doi: 10.1007/s12272-009-1305-z. Epub 2009 Apr 23.

Abstract

The hydroxyl radical (*OH) scavenging and ferrous ion chelating activities of four isoquinoline alkaloids isolated from Coptis chinensis Franch were studied for the identification of their structural characteristics to scavenge *OH. The *OH was generated via Fe(II)-catalazed Fenton reaction in this study and the reliable measurement of *OH scavenging activities of isoquinoline alkaloids were achieved using electron spin resonance (ESR) spectrometry method. At the 1 mM concentration, berberrubine (85%) showed the strongest *OH scavenging activity and the next were in the decreasing order of coptisine (79%), berberine (23%), and palmatine (22%). The ferrous ion chelating effects of the alkaloids showed similar pattern with their *OH scavenging effects. These results suggest that *OH scavenging effects of the alkaloids were closely related to their ferrous ion chelating activities. In addition, metal chelating functional groups such as hydroxy group at C-9 and methylenedioxy group at C-9 and C-10 were thought to contribute to the *OH scavenging activities of the isoquinoline alkaloids.

摘要

研究了从黄连中分离得到的四种异喹啉生物碱的羟自由基(OH)清除能力和亚铁离子螯合活性,以确定它们清除OH的结构特征。本研究通过Fe(II)催化的芬顿反应产生OH,并采用电子自旋共振(ESR)光谱法可靠地测定了异喹啉生物碱的OH清除活性。在1 mM浓度下,小檗红碱(85%)表现出最强的OH清除活性,其次是黄连碱(79%)、黄连素(23%)和巴马汀(22%),呈递减顺序。生物碱的亚铁离子螯合作用与其OH清除作用呈现相似的模式。这些结果表明,生物碱的OH清除作用与其亚铁离子螯合活性密切相关。此外,C-9位的羟基以及C-9和C-10位的亚甲二氧基等金属螯合官能团被认为有助于异喹啉生物碱的OH清除活性。

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