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

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
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DOI:
10.1021/jm00002a007
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发表时间:
1995-01-20
影响因子:
7.3
通讯作者:
TORDO, P
TORDO, P
中科院分区:
医学1区
文献类型:
--
作者:
FREJAVILLE, C;KAROUI, H;TORDO, P

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采用两步法合成了一种新型自旋阱5-(二氧基磷酰)-5-甲基-1-吡咯啉n -氧化物(DEPMPO, 2),并对其在生物环境中自旋阱氧自由基的能力进行了研究。在0.1 M的磷酸盐缓冲液中研究了羟基和超氧自由基的体外自旋捕获,并测定了自旋加合物的超精细偶联常数。羟基和超氧自由基的自旋俘获速率与报道的5,5-二甲基-1-吡咯啉n -氧化物(DMPO)接近。然而,depmpo -超氧化物自旋加合物的持久性明显高于dmpo -超氧化物自旋加合物(pH值为7时的15倍)。利用2作为自旋诱捕器,研究了缺血离体大鼠心脏再灌注过程中超氧化物的产生。
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.