Development of a Simple and Sensitive Pre-column Derivatization HPLC Method for the Quantitative Analysis of Miglitol Intermediates View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2021-02-08

AUTHORS

Neng Xiong, Qian Li, Yan Dong, Sheng Wei, Zhongce Hu, Yaping Xue, Yuguo Zheng

ABSTRACT

In the synthesis of hypoglycemic agent miglitol, the quantitative analysis of two key intermediates, N-2-hydroxyethyl glucamine and 6-(N-hydroxyethyl)-amino-6-deoxy-alpha-L-sorbofuranose, has long been a challenge. In this study, derivatization reagents were screened, and then a novel HPLC method coupled with 9-fluorenylmethyl chloroformate derivatization was developed for the quantitative analysis of the two miglitol intermediates. The derivatization was performed by reacting Fmoc-Cl and the intermediates at a molar ratio of 16:1 and sodium borate at a final concentration of 0.2 mol/L at pH 8.0, 35 °C for 40 min, followed by the addition of 1.5 times the volume of acetic acid (0.1%, w/v). The analysis was achieved on Hypersil ODS2 (4.6 mm × 250 mm) column applying an isocratic mobile phase containing acetonitrile and 0.1% acetic acid aqueous solution (45:55, v/v) at 0.8 mL/min flow rate and an injection volume of 10 μL. The analyte was detected at 254 nm. The method showed good linearity, precision, and accuracy. It was capable of detecting both intermediates at low concentrations. Interestingly, we found that a small amount (> 5%) of N-2-hydroxyethyl glucamine was not converted to 6-(N-hydroxyethyl)-amino-6-deoxy-alpha-L-sorbofuranose in the biotransformation. This method was reliable and efficient for the analysis of miglitol intermediates. More... »

PAGES

347-358

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10337-021-04010-5

DOI

http://dx.doi.org/10.1007/s10337-021-04010-5

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