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pH and temperature responsive redox behavior of biologically important aniline derivatives

机译：生物学上重要的苯胺衍生物的pH和温度响应氧化还原行为

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摘要

The redox behavior of two biologically important aniline derivatives, 2-(4-aminophenyl) ethanol and 4-aminobenzoic acid was scrutinized in a wide pH range of 2.0-12.0 using modern electrochemical techniques. The results of cyclic voltammetric experiments conducted at different temperatures were used for the evaluation of kinetic and thermodynamic parameters such as diffusion coefficient, heterogeneous electron transfer rate constant, Gibbs free energy, enthalpy and entropy changes. Differential pulse voltammetry was employed for the determination of the acid-base dissociation constant (pK(a)) and evaluation of the number of electrons and protons involved in redox reactions. The comparatively more rapid and sensitive voltammetric technique, square wave voltammetry allowed the determination of quite a low limit of detection and quantification of the analytes. Computational studies were performed for the identification of the most favorable oxidizable electropores of the compounds and for developing structure-activity relationships in conjunction with the experimental results. On the basis of electrochemical and computational findings a comprehensive redox mechanism was proposed which may provide useful insights about the role by which this class of compounds exert their biological action. The proposed mechanism was found to be in line with the analysis of the product scratched from the electrode surface.
机译：使用现代电化学技术在2.0-12.0的宽pH范围内仔细审查两种生物学上重要的苯胺衍生物，2-（4-氨基苯基）乙醇和4-氨基苯甲酸的氧化还原行为。在不同温度下进行的循环伏安实验的结果用于评估动力学和热力学参数，例如扩散系数，异构电子转移率恒定，吉布斯自由能，焓和熵变化。使用差分脉冲伏安法用于测定酸碱解离常数（PK（a））和氧化还原反应中所涉及的电子和质子的数量的评价。相对更快速敏感的伏安技术，方波伏安法允许确定分析物的检测和定量的相当低限制。进行计算研究，用于鉴定化合物最有利的可氧化电渗透电容和用于结合实验结果的结构活性关系。在电化学和计算结果的基础上，提出了全面的氧化还原机制，这可能提供关于这类化合物发挥其生物学作用的作用的有用见解。发现所提出的机制与从电极表面划伤的产品的分析一致。

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  • 来源
    《RSC Advances》 |2015年第79期|共9页
  • 作者

    Subhan Hanif; Lashin Aref; Rana Usman Ali; Al-Arifi Nassir; Ahmad Khurshid; Hussain Hidayat; Qureshi Rumana; Ali Saqib; Zia Muhammad Abid; Kraatz Heinz-Bernhard; Shah Afzal;

  • 作者单位

    Quaid I Azam Univ Dept Chem Islamabad 45320 Pakistan;

    King Saud Univ Coll Engn Petr &

    Gas Engn Dept Riyadh 11421 Saudi Arabia;

    King Saud Univ Sustainable Energy Technol Ctr Riyadh 11421 Saudi Arabia;

    King Saud Univ Coll Sci Dept Geol &

    Geophys Riyadh 11451 Saudi Arabia;

    Quaid I Azam Univ Dept Chem Islamabad 45320 Pakistan;

    Univ Nizwa UoN Chair Omans Med Plants &

    Marine Nat Prod Birkat Al Mauz 616 Nizwa Oman;

    Quaid I Azam Univ Dept Chem Islamabad 45320 Pakistan;

    Quaid I Azam Univ Dept Chem Islamabad 45320 Pakistan;

    Univ Educ Attock Pakistan;

    Univ Toronto Dept Phys &

    Environm Sci Toronto ON M1C 1A4 Canada;

    Quaid I Azam Univ Dept Chem Islamabad 45320 Pakistan;

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  • 正文语种 eng
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