Metabolic studies on phencyclidine: characterization of a phencyclidine iminium ion metabolite.

Metabolic studies on phencyclidine: characterization of a phencyclidine iminium ion metabolite.
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苯环己哌啶的代谢研究:苯环己哌啶亚胺离子代谢物的表征。

DOI:
10.1021/tx00002a007
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发表时间:
1988
影响因子:
4.1
通讯作者:
CastagnoliJr,N
CastagnoliJr,N
中科院分区:
医学3区
文献类型:
--
作者:
Hoag,MK;Schmidt-Peetz,M;Lampen,P;Trevor,A;CastagnoliJr,N

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通过对一种新代谢物的表征,对拟精神病胺苯环利定的代谢生物活化进行了研究,该新代谢物是通过初始细胞色素P-450催化母体药物氧化为相应的亚胺物质而形成的。Cl质谱和二极管阵列UV和NMR光谱分析为共轭氨基烯酮化合物1-(1-苯基环己基)-2,3-二氢-4-吡啶酮提供了证据。通过比较代谢分离物的NMR和高分辨率E1质谱特性与真实合成样品的相应光谱来确认拟定结构。可能的中间体参与形成的dihydropyridone代谢物从苯环己哌啶亚胺离子进行了讨论,在结构类比的黑质纹状体毒素1-甲基-4-苯基-1,2,3,6-四氢吡啶(MPTP)的生物活化中形成的活性中间体。
Studies on the metabolic bioactivation of the psychotomimetic amine phencyclidine have been pursued through the characterization of a new metabolite which is formed via initial cytochrome P-450 catalyzed oxidation of the parent drug to the corresponding iminium species. Cl mass spectrometric and diode array UV and NMR spectral analyses provided evidence for the conjugated amino enone compound, l-(l-phenylcyclohexyl)-2, 3-dihydro-4-pyridone. Confirmation of the proposed structure was achieved by comparing the NMR and high-resolutionEl mass spectral properties of the metabolic isolate with the corresponding spectra of an authentic synthetic sample. Possible intermediates involved in the formation of the dihydropyridone metabolite from the phencyclidine iminium ion are discussed in terms of structural analogies to reactive intermediates formed in the bioactivation of the nigrostriatal toxin l-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP).
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发表时间: 1975
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