Horstmann Axel, Menzel Lars, Gäbler Ralph, Jentsch Andreas, Urban Wolfgang, Lehmann Jochen
Institute of Pharmacy, University of Bonn, An der Immenburg 4, D-53121 Bonn, Germany.
Nitric Oxide. 2002 Mar;6(2):135-41. doi: 10.1006/niox.2001.0398.
We describe a technique in which for the first time laser magnetic resonance spectroscopy (LMRS) is used online to monitor the release of nitric oxide from synthetic NO donors. LMRS is a spectroscopic method for selective, sensitive (to 1 ppb), and time-resolved NO gas detection in the far-infrared and midinfrared spectral regions. We used two partly novel sets of diazeniumdiolates, the first set derived from N,N-diethylamine (-->DEA-NO), piperidine ((-->PIPE-NO), 2-methylpiperidine (-->MEPIPE-NO), and 2-ethylpiperidine (-->EPIPE-NO) and the second set derived from 2-, 3-, and 4-piperidine carboxylic acids (-->PIPECO-NO, NIPECO-NO, ISONIPECO-NO). We monitored the acid-catalyzed NO liberation from these compounds as influenced by parameters such as pH, temperature, concentration, and molecular structure. PIPECO-NO turned out to be the fastest donor of the group. The 3- and 4-substituted isomer derivatives were only negligibly faster releasers than unsubstituted PIPE-NO, which on the other hand showed to be faster than the higher homologues MEPIPE-NO and EPIPE-NO. The results demonstrate that varying neighboring groups affect the functional diazeniumdiolate group differently. A vicinal carboxyl group increases and alkyl groups decrease the rate of NO release.
我们描述了一种首次在线使用激光磁共振光谱法（LMRS）监测合成一氧化氮供体释放一氧化氮的技术。LMRS是一种用于在远红外和中红外光谱区域进行选择性、灵敏（至1 ppb）和时间分辨一氧化氮气体检测的光谱方法。我们使用了两组部分新颖的二氮烯二醇盐，第一组衍生自N，N - 二乙胺（→DEA - NO）、哌啶（→PIPE - NO）、2 - 甲基哌啶（→MEPIPE - NO）和2 - 乙基哌啶（→EPIPE - NO），第二组衍生自2 - 、3 - 和4 - 哌啶羧酸（→PIPECO - NO、NIPECO - NO、ISONIPECO - NO）。我们监测了这些化合物在诸如pH、温度、浓度和分子结构等参数影响下酸催化的一氧化氮释放。结果表明PIPECO - NO是该组中释放速度最快的供体。3 - 和4 - 取代的异构体衍生物仅比未取代的PIPE - NO释放速度略快，而PIPE - NO又比更高同系物MEPIPE - NO和EPIPE - NO释放速度快。结果表明，不同的相邻基团对功能性二氮烯二醇盐基团的影响不同。邻位羧基会增加一氧化氮的释放速率，而烷基会降低其释放速率。
