Synthesis and analytical characterization of monomeric N-oxidized derivatives of α-tocopheramine

Anjan Patel; Andreas Hofinger; Thomas Rosenau

doi:10.1007/s00706-021-02805-8

Synthesis and analytical characterization of monomeric N-oxidized derivatives of α-tocopheramine

Anjan Patel, Andreas Hofinger, Thomas Rosenau^*

^*Corresponding author for this work

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2 Citations (Scopus)

Abstract

α-Tocopheramine has shown great promises as a stabilizer for synthetic and natural polymers, but is also investigated in various biomedical scenarios. Many studies have been hampered by the fact that the oxidation products of α-tocopheramine have not yet been properly identified and their analytical data are still lacking. In the present study, we synthesized and fully analytically characterized all N-oxidation products that can form upon oxidation of α-tocopheramine in aqueous media, including the hydroxylamine, nitroso, and nitro derivative, in this way providing standards for the identification of the so far elusive byproducts. Synthesis and stability of the derivatives are discussed. Graphic abstract: [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	959-966
Number of pages	8
Journal	Monatshefte fur Chemie
Volume	152
Issue number	8
DOIs	https://doi.org/10.1007/s00706-021-02805-8
Publication status	Published - Aug 2021
MoE publication type	A1 Journal article-refereed

Keywords

ortho-Quinone methide
Oxidation
Reduction
Tocopheramine
Vitamin E

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10.1007/s00706-021-02805-8

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title = "Synthesis and analytical characterization of monomeric N-oxidized derivatives of α-tocopheramine",

abstract = "α-Tocopheramine has shown great promises as a stabilizer for synthetic and natural polymers, but is also investigated in various biomedical scenarios. Many studies have been hampered by the fact that the oxidation products of α-tocopheramine have not yet been properly identified and their analytical data are still lacking. In the present study, we synthesized and fully analytically characterized all N-oxidation products that can form upon oxidation of α-tocopheramine in aqueous media, including the hydroxylamine, nitroso, and nitro derivative, in this way providing standards for the identification of the so far elusive byproducts. Synthesis and stability of the derivatives are discussed. Graphic abstract: [Figure not available: see fulltext.].",

keywords = "ortho-Quinone methide, Oxidation, Reduction, Tocopheramine, Vitamin E",

author = "Anjan Patel and Andreas Hofinger and Thomas Rosenau",

note = "Funding Information: The financial support of the Austrian Biorefinery Center Tulln (ABCT) is gratefully acknowledged. Publisher Copyright: {\textcopyright} 2021, The Author(s).",

year = "2021",

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language = "English",

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TY - JOUR

T1 - Synthesis and analytical characterization of monomeric N-oxidized derivatives of α-tocopheramine

AU - Patel, Anjan

AU - Hofinger, Andreas

AU - Rosenau, Thomas

PY - 2021/8

Y1 - 2021/8

N2 - α-Tocopheramine has shown great promises as a stabilizer for synthetic and natural polymers, but is also investigated in various biomedical scenarios. Many studies have been hampered by the fact that the oxidation products of α-tocopheramine have not yet been properly identified and their analytical data are still lacking. In the present study, we synthesized and fully analytically characterized all N-oxidation products that can form upon oxidation of α-tocopheramine in aqueous media, including the hydroxylamine, nitroso, and nitro derivative, in this way providing standards for the identification of the so far elusive byproducts. Synthesis and stability of the derivatives are discussed. Graphic abstract: [Figure not available: see fulltext.].

AB - α-Tocopheramine has shown great promises as a stabilizer for synthetic and natural polymers, but is also investigated in various biomedical scenarios. Many studies have been hampered by the fact that the oxidation products of α-tocopheramine have not yet been properly identified and their analytical data are still lacking. In the present study, we synthesized and fully analytically characterized all N-oxidation products that can form upon oxidation of α-tocopheramine in aqueous media, including the hydroxylamine, nitroso, and nitro derivative, in this way providing standards for the identification of the so far elusive byproducts. Synthesis and stability of the derivatives are discussed. Graphic abstract: [Figure not available: see fulltext.].

KW - ortho-Quinone methide

KW - Oxidation

KW - Reduction

KW - Tocopheramine

KW - Vitamin E

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DO - 10.1007/s00706-021-02805-8

M3 - Article

AN - SCOPUS:85112349414

SN - 0026-9247

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JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

IS - 8

ER -

Synthesis and analytical characterization of monomeric N-oxidized derivatives of α-tocopheramine

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Keywords

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