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Toxic metal complexation by 5-hydroxy-2-hydroxymethylpyran-4-one and N-methyl-3-hydroxy-6-hydroxymethylpyridin-4-one

机译：5-羟基-2-羟甲基吡喃-4-酮和N-甲基-3-羟基-6-羟甲基吡啶-4-酮的有毒金属络合

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摘要

The binding of 5-hydroxy-2-hydroxymethyl-4-pyrone (Kojic acid, KA) and 5-hydroxy-l-methyl-2hydroxymethylene-1H-pyridin-4-one (N-methyl kojic acid, N-KA) with environmentally relevant toxic metal ions (e.g Ag+, Al3+, As3+, Cd2+, Co 2+, Cr3+, Cu2+, Fe3+, Ga3+, Gd3+, Hg2+, In3+ , Pb2+) were characterized by isothermal titration calorimetry (ITC). The purpose of this study was two fold: (i) to investigate the thermodynamics of binding of the fungal metabolite, Kojic acid and its derivative, N-methyl-3-hydroxy-6-hydroxymethylpyridin-4-one to these environmentally relevant toxic metals and some other metals (In3+, Ga 3+ and Gd3+) that have applications in radiotherapy and imaging. These metals have been implicated in various disease conditions. (ii) Previous work has established the binding of Kojic acid and its derivatives to iron. We looked at the possibility of binding to these toxic metals. The underlying tenet is that such information will be invaluable for ligand design of the specific chelators for various toxic metals ions since thermodynamic data can be used to design and optimize drugs. From the data obtained, it can be noted that KA and N-KA formed complexes with all the metals titrated. The binding of all the metals to both substrates were enthalpically-driven.
机译：5-羟基-2-羟基甲基-4-吡喃酮（Kojic acid，KA）和5-羟基-1-甲基-2-羟基亚甲基-1H-吡啶-4-酮（N-甲基曲酸，N-KA）与通过等温滴定量热法（ITC）对与环境相关的有毒金属离子（例如Ag +，Al3 +，As3 +，Cd2 +，Co 2 +，Cr3 +，Cu2 +，Fe3 +，Ga3 +，Gd3 +，Hg2 +，In3 +和Pb2 +）进行表征。这项研究的目的有两个方面：（i）研究真菌代谢产物曲酸及其衍生物N-甲基-3-羟基-6-羟基甲基吡啶-4-酮与这些与环境有关的有毒金属结合的热力学以及其他一些在放射治疗和成像中应用的金属（In3 +，Ga 3+和Gd3 +）。这些金属与多种疾病状况有关。 （ii）先前的工作已经确定了曲酸及其衍生物与铁的结合。我们研究了与这些有毒金属结合的可能性。基本原则是，此类信息对于各种有毒金属离子的特定螯合剂的配体设计将是无价的，因为热力学数据可用于设计和优化药物。从获得的数据可以看出，KA和N-KA与所有滴定的金属形成了络合物。所有金属与两种底物的结合均受焓驱动。

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  • 作者

    Obiako, Anthony U.;

  • 作者单位

    University of South Alabama.;

  • 授予单位 University of South Alabama.;
  • 学科 Toxicology.;Environmental science.;Public health.
  • 学位 M.S.
  • 年度 2007
  • 页码 90 p.
  • 总页数 90
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 药物化学;
  • 关键词

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