A new triazine bearing a pyrazolone group capable of copper, nickel, and zinc chelation.

A new triazine bearing a pyrazolone group capable of copper, nickel, and zinc chelation.
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DOI:
10.1039/c7ra09459k
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发表时间:
2018
期刊:
影响因子:
3.9
通讯作者:
Green KN
Green KN
中科院分区:
化学3区
文献类型:
--
作者:
Yepremyan A;Mehmood A;Brewer S;Barnett MM;Janesko BG;Akkaraju G;Simanek EE;Green KN

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三嗪在无机应用中的兴趣正在增长。在这份报告中,金属络合物的铜(II),镍(II),和锌(II)和一类新的螯合物组成的三嗪环取代的肼基和吡唑酮使用分光光度法,单晶X-射线衍射法,和电化学进行评估。与铜(ii)的配合物包括一个单一的螯合物和氯离子(S)/水,以满足三角双锥配位球。镍(ii)和锌(ii)络合物由两个螯合基团组成,所述螯合基团在金属离子周围采用八面体几何形状。观察到不可逆的氧化还原活性与铜(II)配合物,但没有观察到氧化还原活性与单独的配体或锌(II)和镍(II)配合物。香豆素羧酸测定的使用表明,配体基序能够防止生物条件下铜的氧化还原循环,因此可以用作抗氧化剂预防剂。细胞毒性研究表明,新的三嗪分子可以在μM浓度范围内具有治疗应用,基于测得的EC 50 = 1.183 ± 0.002 mM。总之,这项工作表明,通过将三嗪化学合并到无机化合物中,由于新的结构,有可能探索一系列应用。一种新的三嗪轴承吡唑啉酮部分和金属化与第一行过渡金属,铜(ii),镍(ii),和锌(ii)进行了探索。
Interest in inorganic applications of triazines is growing. In this report, metal complexes of copper(ii), nickel(ii), and zinc(ii) and a novel class of chelates composed of a triazine ring substituted with a hydrazine group and pyrazolone are evaluated using spectrophotometric methods, single crystal X-ray diffractometry, and electrochemistry. Complexes with copper(ii) include a single chelate and chloride ion(s)/water to satisfy a trigonal bipyramidal coordination sphere. The nickel(ii) and zinc(ii) complexes are composed of two chelating groups that adopt an octahedral geometry around the metal ion. Irreversible redox activity was observed with the copper(ii) complex but no redox activity was observed with the ligand alone or zinc(ii) and nickel(ii) complexes. Use of the coumarin carboxylic acid assay shows that the ligand motif is capable of preventing redox cycling of copper in biological conditions and could thus serve as an antioxidant preventative agent. Cellular toxicity studies show that the new triazine molecule could have therapeutic applications in the μM concentration range based on the measured EC50 = 1.183 ± 0.002 mM. Altogether this work shows that by merging triazine chemistry into inorganic compounds, there is potential to explore a range applications thanks to the new architecture. A new triazine bearing a pyrazolone moiety and metalation with first row transition metals, copper(ii), nickel(ii), and zinc(ii) is explored.
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