A thermally stable {FeNO} 8 complex: Properties and biological reactivity of reduced MNO systems

Ashis K. Patra; Koustubh S. Dube; Brian C. Sanders; Georgia C. Papaefthymiou; Jeanet Conradie; Abhik Ghosh; Todd C. Harrop

doi:10.1039/c1sc00582k

A thermally stable {FeNO} ⁸ complex: Properties and biological reactivity of reduced MNO systems

Ashis K. Patra, Koustubh S. Dube, Brian C. Sanders, Georgia C. Papaefthymiou, Jeanet Conradie, Abhik Ghosh, Todd C. Harrop

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Abstract

Reduced nitrogen oxide ligands such as NO ^-/HNO or nitroxyl participate in chemistry distinct from nitric oxide (NO). Nitroxyl has been proposed to form at heme centers to generate the Enemark-Feltham designated {FeNO} ⁸ system. The synthesis of a thermally stable {FeNO} ⁸ species namely, [Co(Cp*) ₂][Fe(LN ₄)(NO)] (3), housed in a heme-like ligand platform has been achieved by reduction of the corresponding {FeNO} ⁷ complex, [Fe(LN ₄)(NO)] (1), with decamethylcobaltocene [Co(Cp*) ₂] in toluene. This complex readily reacts with metMb, resulting in formation of MbNO via reductive nitrosylation by the coordinated HNO/NO ^-, which can be inhibited with GSH. These results suggest that 3 could serve as a potential HNO therapeutic. Spectroscopic, theoretical, and structural comparisons are made to 1 and the {CoNO} ⁸ complex, [Co(LN ₄)(NO)] (2), an isoelectronic analogue of 3.

Original language	English
Pages (from-to)	364-369
Number of pages	6
Journal	Chemical Science
Volume	3
Issue number	2
DOIs	https://doi.org/10.1039/c1sc00582k
State	Published - Feb 2012
Externally published	Yes

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title = "A thermally stable {FeNO} 8 complex: Properties and biological reactivity of reduced MNO systems",

abstract = "Reduced nitrogen oxide ligands such as NO -/HNO or nitroxyl participate in chemistry distinct from nitric oxide (NO). Nitroxyl has been proposed to form at heme centers to generate the Enemark-Feltham designated {FeNO} 8 system. The synthesis of a thermally stable {FeNO} 8 species namely, [Co(Cp*) 2][Fe(LN 4)(NO)] (3), housed in a heme-like ligand platform has been achieved by reduction of the corresponding {FeNO} 7 complex, [Fe(LN 4)(NO)] (1), with decamethylcobaltocene [Co(Cp*) 2] in toluene. This complex readily reacts with metMb, resulting in formation of MbNO via reductive nitrosylation by the coordinated HNO/NO -, which can be inhibited with GSH. These results suggest that 3 could serve as a potential HNO therapeutic. Spectroscopic, theoretical, and structural comparisons are made to 1 and the {CoNO} 8 complex, [Co(LN 4)(NO)] (2), an isoelectronic analogue of 3.",

author = "Patra, {Ashis K.} and Dube, {Koustubh S.} and Sanders, {Brian C.} and Papaefthymiou, {Georgia C.} and Jeanet Conradie and Abhik Ghosh and Harrop, {Todd C.}",

year = "2012",

month = feb,

doi = "10.1039/c1sc00582k",

language = "English",

volume = "3",

pages = "364--369",

journal = "Chemical Science",

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publisher = "Royal Society of Chemistry",

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T1 - A thermally stable {FeNO} 8 complex

T2 - Properties and biological reactivity of reduced MNO systems

AU - Patra, Ashis K.

AU - Dube, Koustubh S.

AU - Sanders, Brian C.

AU - Papaefthymiou, Georgia C.

AU - Conradie, Jeanet

AU - Ghosh, Abhik

AU - Harrop, Todd C.

PY - 2012/2

Y1 - 2012/2

N2 - Reduced nitrogen oxide ligands such as NO -/HNO or nitroxyl participate in chemistry distinct from nitric oxide (NO). Nitroxyl has been proposed to form at heme centers to generate the Enemark-Feltham designated {FeNO} 8 system. The synthesis of a thermally stable {FeNO} 8 species namely, [Co(Cp*) 2][Fe(LN 4)(NO)] (3), housed in a heme-like ligand platform has been achieved by reduction of the corresponding {FeNO} 7 complex, [Fe(LN 4)(NO)] (1), with decamethylcobaltocene [Co(Cp*) 2] in toluene. This complex readily reacts with metMb, resulting in formation of MbNO via reductive nitrosylation by the coordinated HNO/NO -, which can be inhibited with GSH. These results suggest that 3 could serve as a potential HNO therapeutic. Spectroscopic, theoretical, and structural comparisons are made to 1 and the {CoNO} 8 complex, [Co(LN 4)(NO)] (2), an isoelectronic analogue of 3.

AB - Reduced nitrogen oxide ligands such as NO -/HNO or nitroxyl participate in chemistry distinct from nitric oxide (NO). Nitroxyl has been proposed to form at heme centers to generate the Enemark-Feltham designated {FeNO} 8 system. The synthesis of a thermally stable {FeNO} 8 species namely, [Co(Cp*) 2][Fe(LN 4)(NO)] (3), housed in a heme-like ligand platform has been achieved by reduction of the corresponding {FeNO} 7 complex, [Fe(LN 4)(NO)] (1), with decamethylcobaltocene [Co(Cp*) 2] in toluene. This complex readily reacts with metMb, resulting in formation of MbNO via reductive nitrosylation by the coordinated HNO/NO -, which can be inhibited with GSH. These results suggest that 3 could serve as a potential HNO therapeutic. Spectroscopic, theoretical, and structural comparisons are made to 1 and the {CoNO} 8 complex, [Co(LN 4)(NO)] (2), an isoelectronic analogue of 3.

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DO - 10.1039/c1sc00582k

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VL - 3

SP - 364

EP - 369

JO - Chemical Science

JF - Chemical Science

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ER -

A thermally stable {FeNO} ⁸ complex: Properties and biological reactivity of reduced MNO systems

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