中山大学学报自然科学版 ›› 2011, Vol. 50 ›› Issue (1): 79-84.

• 研究论文 • 上一篇    下一篇

环丙沙星氯化反应的转化产物及机理研究

周海云,欧阳群香,彭敏芝,李 维

  

  1. (中山大学测试中心,广东 广州 510275)
  • 收稿日期:2010-07-20 修回日期:1900-01-01 出版日期:2011-01-25 发布日期:2011-01-25

Investigation on the Reaction of Ciprofloxacin and Chlorine

ZHOU Haiyun, OUYANG Qunxiang, PENG Minzhi, LI Wei

  

  1. (Instrumental Analysis and Research Center, Sun Yatsen University, Guangzhou 510275,China)
  • Received:2010-07-20 Revised:1900-01-01 Online:2011-01-25 Published:2011-01-25

摘要: 环丙沙星在pH=6的条件下与次氯酸钠反应,利用HPLC检测反应产物的生成情况。氯化产物用固相萃取柱进行分离富集,结合质谱和核磁共振分析技术确定了5种产物的化学结构,同时对产物的质谱裂解规律进行研究,解析了主要特征碎片离子的裂解途径。结果表明,环丙沙星的氯化反应过程主要集中在喹诺酮环的3位C上脱羧氯代和8位C上氯代,产生以含一氯、二氯为主的化合物,除此以外,对二氮己环在反应过程中发生了开环反应。

关键词: 环丙沙星, 氯化产物, 质谱, 结构表征

Abstract: In the present study, the reaction of ciprofloxacin with free available chlorine was investigated. The reaction products were concentrated and isolated by solid phase column and analyzed by Mass Spectrometry and NMR. Five products were identified,in which monochloro and dichloroquinolones were the major compounds. Mass fragment pathways of identified products were also elucidated. Chlorination reaction center concentrated on the position C3 and C8 of the quinolone ring. Besides of chlorination, the piperazine ring on the position C7 of the quinolone ring was broken to form amine. The side chain alkylamine was further dealkylation and hydroxylation.

Key words: ciprofloxacin, chlorination product, mass spectrometry, structure analysis

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