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首页> 外文期刊>Journal of Chromatography, Biomedical Applications >High-performance liquid chromatographic determination of erdosteine and its optical active metabolite utilizing a fluorescent chiral tagging reagent, R-(-)-4-(N,N-dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzo xadiazole
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High-performance liquid chromatographic determination of erdosteine and its optical active metabolite utilizing a fluorescent chiral tagging reagent, R-(-)-4-(N,N-dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzo xadiazole

机译：使用荧光手性标记试剂R-（-）-4-（N，N-二甲基氨基磺酰基）-7-（3-氨基吡咯烷-1-基）-2的高效液相色谱法测定厄多司坦及其旋光性代谢物1,3-苯并恶二唑

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Chiral separation of racemic M1 metabolized from erdosteine was investigated by reversed-phase chromatography. The sensitive determination of M1 and erdosteine with UV detection was difficult because of their low absorptivity in the effective wavelength region. To improve the sensitivity and separatability, one thiol and two carboxyl groups in the M1 structure were labelled with DBD-F and R-(-)-DBD-APy, respectively. Non-fluorescent DBD-F quantitatively reacted with thiol in M1 at room temperature for 30 min in berate buffer (pH 9.3) to produce the fluorescent derivative. On the other hand, the labelling of two carboxyls was carried out with a chiral fluorescent reagent, R-(-)-DBD-APy, in acetonitrile containing DPPA. The derivatives corresponding to a pair of the enantiomers were completely separated with water-acetonitrile containing 0.1% TFA as the mobile phase by an ODS column. Erdosteine with a carboxyl group was also labelled with R-(-)-DBD-APy and separated together with M1 derivatives. The detection limits (S/N=3) of erdosteine and M1 were 0.37 and 0.22 pmol, respectively. The proposed derivatization and separation methods were applied to simultaneous determination of racemic M1 and erdosteine in rat plasma after administration of erdosteine. The amounts of both enantiomers of M1 were essentially the same in oral and intravenous administrations. In contrast, total amounts (reduced-form and oxidized-form) of S-(-)-M1 in rat plasma were higher than those of R(+)-M1 in both administrations. (C) 1998 Elsevier Science B.V. All rights reserved. [References: 18]
机译：通过反相色谱法研究了从鄂尔多斯泰因代谢的外消旋M1的手性分离。由于在有效波长范围内的吸收率较低，因此很难通过紫外检测灵敏地测定M1和Erdosteine。为了提高灵敏度和可分离性，分别用DBD-F和R-（-）-DBD-APy标记M1结构中的一个巯基和两个羧基。非荧光DBD-F在室温下在Berate缓冲液（pH 9.3）中与M1中的硫醇定量反应30分钟，生成荧光衍生物。另一方面，两个羧基的标记是用手性荧光试剂R-（-）-DBD-APy在含DPPA的乙腈中进行的。对应于一对对映异构体的衍生物通过ODS色谱柱用含有0.1％TFA作为流动相的水-乙腈完全分离。具有羧基的Erdosteine也用R-（-）-DBD-APy标记，并与M1衍生物一起分离。 Erdosteine和M1的检出限（S / N = 3）分别为0.37和0.22 pmol。拟议的衍生化和分离方法适用于同时测定大鼠血浆中的消旋M1和Erdosteine。 M1的两种对映体的量在口服和静脉内给药时基本相同。相反，大鼠血浆中S-（-）-M1的总量（还原形式和氧化形式）均高于R（+）-M1。 （C）1998 Elsevier Science B.V.保留所有权利。 [参考：18]

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