TY - JOUR
T1 - Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives
AU - Stolze, Klaus
AU - Rohr-Udilova, Natascha
AU - Rosenau, Thomas
AU - Hofinger, Andreas
AU - Kolarich, Daniel
AU - Nohl, Hans
PY - 2006/5/15
Y1 - 2006/5/15
N2 - In order to develop spin traps with an optimal ratio between hydrophilic and lipophilic properties, low toxicity, and high stability of spin adducts (especially with superoxide radicals), several EMPO-derived spin traps have recently been synthesized forming more stable superoxide adducts (t1/2 > 20 min) than DMPO or DEPMPO. In this study, ESR-, 1H-, and 13C-NMR data of several phenyl- or n-pentyl-substituted EMPO derivatives are presented with full signal assignment. Methyl groups at position 3 or 4 stabilized the superoxide adducts considerably. Spin adducts from other oxygen- and carbon-centered radicals (e.g., derived from methanol or linoleic acid hydroperoxide) are also described.
AB - In order to develop spin traps with an optimal ratio between hydrophilic and lipophilic properties, low toxicity, and high stability of spin adducts (especially with superoxide radicals), several EMPO-derived spin traps have recently been synthesized forming more stable superoxide adducts (t1/2 > 20 min) than DMPO or DEPMPO. In this study, ESR-, 1H-, and 13C-NMR data of several phenyl- or n-pentyl-substituted EMPO derivatives are presented with full signal assignment. Methyl groups at position 3 or 4 stabilized the superoxide adducts considerably. Spin adducts from other oxygen- and carbon-centered radicals (e.g., derived from methanol or linoleic acid hydroperoxide) are also described.
KW - EMPO derivatives
KW - EPR
KW - Spin trapping
KW - Superoxide
UR - http://www.scopus.com/inward/record.url?scp=33645856503&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2005.12.051
DO - 10.1016/j.bmc.2005.12.051
M3 - Article
C2 - 16439134
AN - SCOPUS:33645856503
SN - 0968-0896
VL - 14
SP - 3368
EP - 3376
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 10
ER -