Synthesis, structure, antioxidant activity, and water solubility of trolox ion conjugates

The interaction of trolox with ammonia, alkylamines of different classes, and amino derivatives of heterocyclic compounds, including nitroxyl radicals and alkaloids, led to the production of ammonium salts called ion conjugates (ICs). Five ICs were characterised by X-ray diffraction. This is the fir...

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Published inSaudi pharmaceutical journal Vol. 26; no. 1; pp. 84 - 92
Main Authors Yushkova, Yuliya V., Chernyak, Elena I., Gatilov, Yuriy V., Vasil'ev, Vladimir G., Morozov, Sergey V., Grigor'ev, Igor A.
Format Journal Article
LanguageEnglish
Published Saudi Arabia Elsevier B.V 01.01.2018
Elsevier
Springer
Subjects
Amines
Antioxidants
Ion conjugates
Mass-spectrometry
Original
Trolox
Antioxidants
Ion conjugates
Amines
Trolox
Mass-spectrometry
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Summary:The interaction of trolox with ammonia, alkylamines of different classes, and amino derivatives of heterocyclic compounds, including nitroxyl radicals and alkaloids, led to the production of ammonium salts called ion conjugates (ICs). Five ICs were characterised by X-ray diffraction. This is the first time a wide range of ICs were made from trolox with amines, and ESI-MS data demonstrated they have the potential to generate pseudomolecular [(A−B+) + H]+ ions. For all obtained trolox ICs, a significant increase (1–3 orders of magnitude) in water solubility was achieved while retaining high antioxidant activity. ICs synthesised from two biologically active fragments may be used to create polyfunctional agents with varying solubility and bioavailability.
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ISSN:1319-0164
2213-7475
DOI:10.1016/j.jsps.2017.10.008