Synthesis of new functionalized 5,5-dimethyl-1-pyrroline 1-oxides and their investigation as spin traps

被引：0

作者：

V. A. Golubev

G. V. Shilov

V. D. Sen’

机构：

[1] Russian Academy of Sciences,Institute of Problems of Chemical Physics

来源：

Russian Chemical Bulletin | 2010年 / 59卷

关键词：

nitrones; spin traps; nitroxides; ESR spectroscopy; 5,5-dimethyl-1-pyrroline 1-oxide;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

The reactions of 5,5-dimethyl-3-oxo-1-pyrroline 1-oxide (3-oxo-DMPO, 1) with NH2OH and N2H4 afforded oxime (2a) and hydrazone (2b), respectively. The reaction products were studied as spin traps for the short-lived radicals HO·, Ph·, PhCO2·, NC(Me2)C·, and NC(Me2)CO·. The nitroxides generated in the reactions of the above-mentioned short-lived radicals with nitrones 1 and 2a,b were characterized by ESR spectroscopy. Of these nitrones, oxime 2a is the most effective radical trap.

引用

页码：2081 / 2085

页数：4

共 50 条

[21] Photochemistry of 2-mercaptopyridines. Part 1. An EPR and spin-trapping investigation using 5,5-dimethyl-1-pyrroline N-oxide in aqueous and toluene solutions
Reszka, Krzysztof J.
Chignell, Colin F.
Photochemistry and Photobiology, 1994, 60 (05)
[22] SPIN TRAPPING OF SUPEROXIDE AND HYDROXYL RADICALS WITH SUBSTITUTED PYRROLINE 1-OXIDES
TURNER, MJ
ROSEN, GM
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (12) : 2439 - 2444
[23] SYNTHESIS OF 2H-PYRROLE 1-OXIDES VIA 3-BROMO-1-PYRROLINE 1-OXIDES
BLACK, DSC
BLACKMAN, NA
BROWN, RFC
TETRAHEDRON LETTERS, 1975, (39) : 3423 - 3426
[24] The spin trap 5,5-dimethyl-1-pyrroline N-oxide inhibits lipopolysaccharide-induced inflammatory response in RAW 264.7 cells
Zhai, Zili
Gomez-Mejiba, Sandra E.
Zhu, Hua
Lupu, Florea
Ramirez, Dario C.
LIFE SCIENCES, 2012, 90 (11-12) : 432 - 439
[25] New Insights Into the Detection of Sulfite Radical Anion During the Oxidation of Sulfite in the Presence of 5,5-Dimethyl-1-Pyrroline N-Oxide
Ranguelova, Kalina
Mason, Ronald P.
FREE RADICAL BIOLOGY AND MEDICINE, 2008, 45 : S64 - S65
[26] A NEW RING TRANSFORMATION - SYNTHESIS OF 5,5-DIMETHYL-3-OXO-1-PYRROLINE 1-OXIDES FROM 6,6-DIMETHYL-4-OXO-5,6-DIHYDRO-1,2,4H-OXAZINES
DESHAYES, C
GELIN, S
TETRAHEDRON LETTERS, 1981, 22 (27) : 2557 - 2560
[27] ROUTE FOR STEPWISE SYNTHESIS OF POLY-DELTA1-PYRROLINE 1-OXIDES
GREEN, IR
LAMCHEN, M
SOUTH AFRICAN JOURNAL OF CHEMISTRY, 1977, 30 (03) : 145 - 148
[28] SYNTHESIS OF AZETIDINES BY PHOTOREARRANGEMENT OF 2-CYANO-1-PYRROLINE 1-OXIDES
BLACK, DSC
BLACKMAN, NA
BOSCACCI, AB
TETRAHEDRON LETTERS, 1978, (02) : 175 - 176
[29] The nitrone 5,5-dimethyl-1-pyrroline N-oxide improves adipogenesis and reduces insulin resistance in obese mice
Chacon, Inalen
Florencia Guzman, Carla
Barrera, Florencia
Ramirez, Dario
Gomez-Mejiba, Sandra
FREE RADICAL BIOLOGY AND MEDICINE, 2022, 192
[30] Calculated hyperfine coupling constants for 5,5-dimethyl-1-pyrroline N-oxide radical products in water and benzene
Ş. Nardali
F. Ucun
M. Karakaya
Russian Journal of Physical Chemistry A, 2017, 91 : 2137 - 2148

← 1 2 3 4 5 →