5-(DIETHOXYPHOSPHORYL)-5-METHYL-1-PYRROLINE N-OXIDE - A NEW EFFICIENT PHOSPHORYLATED NITRONE FOR THE IN-VITRO AND IN-VIVO SPIN-TRAPPING OF OXYGEN-CENTERED RADICALS

被引：456

作者：

FREJAVILLE, C ^{[1
]}

KAROUI, H ^{[1
]}

TUCCIO, B ^{[1
]}

LEMOIGNE, F ^{[1
]}

CULCASI, M ^{[1
]}

PIETRI, S ^{[1
]}

LAURICELLA, R ^{[1
]}

TORDO, P ^{[1
]}

机构：

[1] UNIV AIX MARSEILLE 1, CTR ST JEROME, STRUCT & REACT ESPECES PARAMAGNET LAB,CNRS, URA 1412, F-13397 MARSEILLE, FRANCE

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1995年 / 38卷 / 02期

关键词：

D O I：

10.1021/jm00002a007

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO, 2), a new spin trap, has been synthesized via a two-step synthetic route, and its ability to spin trap oxy radicals in biological milieu has been addressed. The in vitro spin trapping of hydroxyl and superoxide radicals was investigated in a phosphate buffer 0.1 M, and the hyperfine coupling constants of the spin adducts were determined. The rates of spin trapping of hydroxyl and superoxide radicals with 2 were found to be close to those reported for 5,5-dimethyl-1-pyrroline N-oxide (DMPO). However, the DEPMPO-superoxide spin adduct was shown to be significantly more persistent (15 times at pH 7) than the DMPO-superoxide spin adduct. Using 2 as a spin trap, the production of superoxide has been clearly characterized during the reperfusion of ischemic isolated rat hearts.

引用

页码：258 / 265

页数：8

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