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11B NMR Probes of Copper(II): Finding and Implications of the Cu2+-Promoted Decomposition of ortho-Carborane Derivatives

Tanaka, Tomohiro ; Nishiura, Yukiko ; Araki, Rikita ; Saido, Takaomi ; Abe, Ryo ; Aoki, Shin

European journal of inorganic chemistry, 2016-04, Vol.2016 (12), p.1819-1834 [Periódico revisado por pares]

Weinheim: WILEY-VCH Verlag

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  • Título:
    11B NMR Probes of Copper(II): Finding and Implications of the Cu2+-Promoted Decomposition of ortho-Carborane Derivatives
  • Autor: Tanaka, Tomohiro ; Nishiura, Yukiko ; Araki, Rikita ; Saido, Takaomi ; Abe, Ryo ; Aoki, Shin
  • Assuntos: Boron ; Carboranes ; Cluster compounds ; Copper ; Medicinal chemistry ; MRI detection
  • É parte de: European journal of inorganic chemistry, 2016-04, Vol.2016 (12), p.1819-1834
  • Notas: istex:EAFF571CE6628DB1A914FEB14EBB2A283EC9F0F5
    ArticleID:EJIC201600117
    ark:/67375/WNG-TXJHB8HL-D
  • Descrição: The development of noninvasive methodologies for the detection of d‐block metal ions such as copper (Cu2+), zinc (Zn2+), and manganese (Mn2+) is important for understanding their biological roles and relationship with diseases. We have been interested in the use of 11B NMR probes for the detection of d‐block metal ions, because 11B is an ultratrace element in living systems. o‐Carboranes, which consist of ten boron and two carbon atoms, have been applied to numerous drugs and biological active agents. In this work, we found that the o‐carborane‐pendant cyclens (L3–L5) (cyclen = 1,4,7,10‐tetraazacyclododecane) are decomposed in the presence of Mn2+ or Cu2+ in aqueous solution at neutral pH, accompanied by the release of 4–9 equiv. of B(OH)3. Furthermore, it was found that o‐carborane derivatives that contain hydroxyl groups instead of a cyclen unit also undergo decomposition in the presence of Cu2+ and the corresponding complexes such as Cu(bpy) to afford 10 equiv. of B(OH)3, as confirmed by 11B NMR spectroscopic analysis and an azomethine‐H assay. These reactions are applied to 11B MRI (magnetic resonance imaging) probes for Cu2+. It is found that copper(II) ion promotes full decomposition reactions of o‐carborane derivatives in aqueous solution to release 10 equiv. of B(OH)3. The application of this discovery to 11B NMR/MRI detection of Cu2+ is also presented.
  • Editor: Weinheim: WILEY-VCH Verlag
  • Idioma: Inglês
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