Research output: Contribution to journal › Article › peer-review
Synthesis, structure, antioxidant activity, and water solubility of trolox ion conjugates. / Yushkova, Yuliya V.; Chernyak, Elena I.; Gatilov, Yuriy V. et al.
In: Saudi Pharmaceutical Journal, Vol. 26, No. 1, 01.01.2018, p. 84-92.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Synthesis, structure, antioxidant activity, and water solubility of trolox ion conjugates
AU - Yushkova, Yuliya V.
AU - Chernyak, Elena I.
AU - Gatilov, Yuriy V.
AU - Vasil'ev, Vladimir G.
AU - Morozov, Sergey V.
AU - Grigor'ev, Igor A.
PY - 2018/1/1
Y1 - 2018/1/1
N2 - 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.
AB - 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.
KW - Amines
KW - Antioxidants
KW - Ion conjugates
KW - Mass-spectrometry
KW - Trolox
KW - VITAMIN-E
KW - DESIGN
KW - ANALOGS
KW - IN-VITRO
KW - BIOLOGICAL-ACTIVITY
KW - DRUGS
KW - REPERFUSION ARRHYTHMIAS
KW - X-RAY
KW - AGENTS
KW - DERIVATIVES
UR - http://www.scopus.com/inward/record.url?scp=85045291577&partnerID=8YFLogxK
U2 - 10.1016/j.jsps.2017.10.008
DO - 10.1016/j.jsps.2017.10.008
M3 - Article
C2 - 29379338
AN - SCOPUS:85045291577
VL - 26
SP - 84
EP - 92
JO - Saudi Pharmaceutical Journal
JF - Saudi Pharmaceutical Journal
SN - 1319-0164
IS - 1
ER -
ID: 12560804