MASS-SPECTROMETRIC CHARACTERIZATION OF SOME HUMAN METABOLITES OF FLUMECINOL

MASS-SPECTROMETRIC CHARACTERIZATION OF SOME HUMAN METABOLITES OF FLUMECINOL
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DOI:
10.1002/bms.1200150407
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发表时间:
1988-02-15
期刊:
BIOMEDICAL AND ENVIRONMENTAL MASS SPECTROMETRY
影响因子:
--
通讯作者:
TOTH, E
TOTH, E
中科院分区:
其他
文献类型:
--
作者:
TAMAS, J;MAK, M;TOTH, E

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通过在α-羟化酶的不同位置羟化形成的六种人代谢物的质谱行为乙基或/和3-三氟甲基-α-已经研究了乙基-二苯甲醇(氟美酚)和七种相关化合物。这些化合物的电子轰击质谱(EI)显示出显着的和特征的取代基的影响,但他们中的许多人遭受的弱点,甚至从缺乏M+。由于α-β的非常容易的主要损失,脂溶性链,即不能获得关于分子大小和该链大小的直接信息。这对于具有羟基化α-的衍生物得到了证明乙基基团,由于M+的缺乏或弱,在结构表征上的困难。和[M+H]+峰,分别在其EI和化学电离质谱可以克服通过研究其硅烷化或硼化衍生物。此外,甲硅烷基化使我们能够获得一个明确的基础,区分这种类型的伯和仲醇。
The mass spectrometric behaviour of six human metabolites formed by hyroxylation in various positions of the .alpha.-ethyl group or/and on the phenyl ring of 3-trifluoromethyl-.alpha.-ethyl-benzhydrol (flumecinol) and seven related compounds has been studied. The electron impact mass (EI) spectra of these compounds show significant and characteristic effects of substituents, but many of them suffer from weakness or even from absence of the M+. peak owing to the very facile primary loss of the .alpha.-alipathic chain, i.e. no direct information can be obtained about the size of the molecule and that of this chain. It is demonstrated for derivatives possessing a hydroxylated .alpha.-ethyl group that the difficulties in structural characterization due to the lack or weakness of M+. and [M+H]+ peaks in their EI and chemical ionization mass spectra, respectively, can be overcome by studying their silylated or boronated derivatives. Furthermore, silylation enables us to obtain a clear base for distinction of the primary and secondary alcohols of this type.