高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (10): 2229.doi: 10.7503/cjcu20120243

• 有机化学 • 上一篇    下一篇

治疗铜中毒的新型高效络合剂对叔丁基硫杂杯[4]芳烃

顾金英, 朱明莉, 施宪法   

  1. 同济大学化学系, 上海 200092
  • 收稿日期:2012-03-19 出版日期:2012-10-10 发布日期:2012-09-12
  • 通讯作者: 顾金英, 女, 博士, 副教授, 主要从事超分子化学和配位化学研究. E-mail: gjy@tongji.edu.cn E-mail:gjy@tongji.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20472065)资助.

p-Tert-butylthiacalix[4]arene——a Potentially Useful Chelating Agent for Copper Poisoning

GU Jin-Ying, ZHU Ming-Li, SHI Xian-Fa   

  1. Department of Chemistry, Tongji University, Shanghai 200092, China
  • Received:2012-03-19 Online:2012-10-10 Published:2012-09-12

摘要:

以超分子化学基本原理为指导, 系统研究了对叔丁基硫杂杯[4]芳烃(简称TCA)作为受体对Cu2+(底物)的分子识别作用. 结果表明, TCA对Cu2+具有优异的识别能力, 且识别能力不受大量K+, Na+和Ca2+等共存离子的影响. TCA对Cu2+的识别作用优于驱铜药物2,3-二巯基丁二酸(DMSA). TCA对Cu2+的作用受竞争配体氨基酸的影响, 在血铜含量超标时, 人体正常浓度的氨基酸对TCA与Cu2+作用的影响很小; 而当Cu2+浓度降到正常血铜值时, 体内氨基酸的存在可使TCA的排铜效率降低, 避免发生铜的过多流失. TCA对Cu2+的作用优于对Zn2+的作用, 但共存离子Zn2+与Cu2+产生协同作用, 使TCA对Cu2+和Zn2+的萃取率均增加. 可通过降低萃取剂的浓度来减弱TCA与Zn2+的结合, 达到驱铜保锌的最佳效果. TCA有望发展为取代DMSA的更有效的驱铜药物.

关键词: 对叔丁基硫杂杯[4]芳烃, 铜离子, 解毒, 分子识别, 选择性

Abstract:

Copper is an essential element for human bodies. Chelating agents are usually used for copper poisoning. In this work, according to the principles of supramolecular chemistry, the molecular recognition of p-tert-butylthiacalix[4]arene(TCA) as a receptor to a special donor such as copper(Ⅱ) ions was studied in order to search for more useful chelating agents for toxic metals. The results showed that the recognition ability of TCA to Cu2+ was very powerful while the presence of K+, Na+ and Ca2+ had no influence on it. Although 2,3-dimercaptosuccinicacid(DMSA) was a therapeutically useful chelating agent for toxic metals, the results of comparative study indicated that the recognition of TCA to Cu2+ surpassed that of DMSA to Cu2+. As competitive receptors, the presence of amino acids played regulating roles on the amount of Cu2+ in human bodies. With the concentration of blood copper exceeding the allowed level, the normal quantity of amino acids in human bodies could influence it weakly. And when the concentration of blood copper dropped to the normal quantity, these amino acids could avoid the excessive excretion of Cu2+. When Zn2+and Cu2+ were mixed as metal ions, TCA displayed a stronger selectivity to Cu2+ while the mixed metal ions showed a cooperation effect. Higher concentration of TCA could increase excretion of Zn2+, so comparatively lower dose of TCA could be used to decrease the side effect. In conclusion, TCA could be a kind of more effective substitute for DMSA to expel copper.

Key words: p-Tert-butylthiacalix[4]arene(TCA), Copper ion, Detoxify, Recognition, Selectivity

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