期刊
STRUCTURAL CHEMISTRY
卷 20, 期 4, 页码 699-707出版社
SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s11224-009-9465-5
关键词
NMR spectroscopy; Complex formation; Protected L-tyrosine; N-acetylprocainamide hydrochloride
In order to reveal the possible mechanism of the recognition of antiarrhythmic agents class I and class III by the amino acid residues, which are responsible for drug binding to the selectivity filters either in the sodium or potassium ion channels, co-crystallizations of procainamide hydrochloride and N-acetylprocainamide hydrochloride with N-acetyl-l-tyrosine methyl ester and N-acetyl-l-phenylalanine methyl ester were performed using various conditions. Because the crystallization of the complexes failed, the intermolecular interactions between the components were evidenced using NMR spectroscopy. Exclusively, in the case of N-acetylprocainamide hydrochloride and N-acetyl-l-tyrosine methyl ester, two-dimensional NMR experiments and Job Plot analysis indicated the formation of the 1:1 complex in DMSO-d (6) solution (with the association constant of 16 M(-1)), whereas for the mixture of procainamide hydrochloride with N-acetyl-l-tyrosine methyl ester, the complex formation was not confirmed. The NMR results were discussed using crystal structure data obtained for N-acetylprocainamide hydrochloride, procainamide hydrochloride, as well as procainamide dihydrochloride, and were compared with the known pharmacological activity of the antiarrhythmic agents.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据