HNO Donors: Angeli's Salt and Related Diazeniumdiolates

D. Basudhar; G. Bharadwaj; D. J. Salmon; K. M. Miranda

doi:10.1016/B978-0-12-800934-5.00002-5

HNO Donors: Angeli's Salt and Related Diazeniumdiolates

D. Basudhar, G. Bharadwaj, D. J. Salmon, K. M. Miranda

Chemistry (Twin Cities)

Research output: Chapter in Book/Report/Conference proceeding › Chapter

4 Scopus citations

Abstract

Diazeniumdiolates offer a versatile platform for development of both nitric oxide (NO) and nitroxyl (HNO) donors and have been vital to the study of chemical biology of nitrogen oxides. Derivatization of ionic diazeniumdiolates has been shown to improve the purification process, to dramatically slow the rate of spontaneous decomposition and to provide new therapeutic benefits as a function of addition of bioactive moieties. Decomposition of certain derivatized diazeniumdiolates can also yield acyl nitroso compounds as HNO donors. The breadth of HNO generation profiles from this donor class will allow continued analysis of the pharmacological effects of HNO and may facilitate the search for endogenous HNO. This chapter details the synthesis, structure, and mechanism of decomposition of the widely used HNO donor Angeli's salt as well as related compounds in the diazeniumdiolate class.

Original language	English (US)
Title of host publication	The Chemistry and Biology of Nitroxyl (HNO)
Publisher	Elsevier Inc.
Pages	11-36
Number of pages	26
ISBN (Print)	9780128009345
DOIs	https://doi.org/10.1016/B978-0-12-800934-5.00002-5
State	Published - Sep 1 2016

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Keywords

Acyl nitroso compounds
Angeli's salt
Diazeniumdiolate
NONOate
Nitric oxide
Nitroxyl
Prodrug

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10.1016/B978-0-12-800934-5.00002-5

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abstract = "Diazeniumdiolates offer a versatile platform for development of both nitric oxide (NO) and nitroxyl (HNO) donors and have been vital to the study of chemical biology of nitrogen oxides. Derivatization of ionic diazeniumdiolates has been shown to improve the purification process, to dramatically slow the rate of spontaneous decomposition and to provide new therapeutic benefits as a function of addition of bioactive moieties. Decomposition of certain derivatized diazeniumdiolates can also yield acyl nitroso compounds as HNO donors. The breadth of HNO generation profiles from this donor class will allow continued analysis of the pharmacological effects of HNO and may facilitate the search for endogenous HNO. This chapter details the synthesis, structure, and mechanism of decomposition of the widely used HNO donor Angeli's salt as well as related compounds in the diazeniumdiolate class.",

keywords = "Acyl nitroso compounds, Angeli's salt, Diazeniumdiolate, NONOate, Nitric oxide, Nitroxyl, Prodrug",

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T2 - Angeli's Salt and Related Diazeniumdiolates

AU - Basudhar, D.

AU - Bharadwaj, G.

AU - Salmon, D. J.

AU - Miranda, K. M.

PY - 2016/9/1

Y1 - 2016/9/1

N2 - Diazeniumdiolates offer a versatile platform for development of both nitric oxide (NO) and nitroxyl (HNO) donors and have been vital to the study of chemical biology of nitrogen oxides. Derivatization of ionic diazeniumdiolates has been shown to improve the purification process, to dramatically slow the rate of spontaneous decomposition and to provide new therapeutic benefits as a function of addition of bioactive moieties. Decomposition of certain derivatized diazeniumdiolates can also yield acyl nitroso compounds as HNO donors. The breadth of HNO generation profiles from this donor class will allow continued analysis of the pharmacological effects of HNO and may facilitate the search for endogenous HNO. This chapter details the synthesis, structure, and mechanism of decomposition of the widely used HNO donor Angeli's salt as well as related compounds in the diazeniumdiolate class.

AB - Diazeniumdiolates offer a versatile platform for development of both nitric oxide (NO) and nitroxyl (HNO) donors and have been vital to the study of chemical biology of nitrogen oxides. Derivatization of ionic diazeniumdiolates has been shown to improve the purification process, to dramatically slow the rate of spontaneous decomposition and to provide new therapeutic benefits as a function of addition of bioactive moieties. Decomposition of certain derivatized diazeniumdiolates can also yield acyl nitroso compounds as HNO donors. The breadth of HNO generation profiles from this donor class will allow continued analysis of the pharmacological effects of HNO and may facilitate the search for endogenous HNO. This chapter details the synthesis, structure, and mechanism of decomposition of the widely used HNO donor Angeli's salt as well as related compounds in the diazeniumdiolate class.

KW - Acyl nitroso compounds

KW - Angeli's salt

KW - Diazeniumdiolate

KW - NONOate

KW - Nitric oxide

KW - Nitroxyl

KW - Prodrug

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M3 - Chapter

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SN - 9780128009345

SP - 11

EP - 36

BT - The Chemistry and Biology of Nitroxyl (HNO)

PB - Elsevier Inc.

ER -

HNO Donors: Angeli's Salt and Related Diazeniumdiolates

Abstract

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