Please wait a minute...
Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology)  2013, Vol. 14 Issue (7): 615-620    DOI: 10.1631/jzus.B1200361
    
Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase
Jie Zhou, Qian Liu, Guang-jun Fu, Zhen-zhong Zhang
Key Laboratory of State Ministry of Education for Pharmaceutical Technology, School of Pharmacy, Zhengzhou University, Zhengzhou 450001, China
Download:     PDF (0 KB)     
Export: BibTeX | EndNote (RIS)      

Abstract  A new liquid chromatographic method has been developed for the chiral separation of the enantiomers of mandelic acid and their derivatives 2-chloromandelic acid, 4-hydroxymandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid. The enantiomers were separated by a CHIRALPAK® IC (250 mm×4.6 mm, 5 μm). Mandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid were baseline resolved (resolution factor (RS)=2.21, RS=2.14, and RS=3.70, respectively). In contrast, the enantioselectivities between CHIRALPAK® IC and 2-chloromandelic acid and 4-hydroxymandelic acid investigated were low. By comparing the chromatographs of mandelic acid enantiomers and mandelic acid spiked with (R)-mandelic acid, it was determined that the first effluent was (R)-mandelic acid.

Key wordsCHIRALPAK® IC      Enantiomeric separation      High-performance liquid chromatography (HPLC)      Mandelic acid      Derivatives     
Received: 27 December 2012      Published: 04 July 2013
CLC:  R917  
Cite this article:

Jie Zhou, Qian Liu, Guang-jun Fu, Zhen-zhong Zhang. Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2013, 14(7): 615-620.

URL:

http://www.zjujournals.com/xueshu/zjus-b/10.1631/jzus.B1200361     OR     http://www.zjujournals.com/xueshu/zjus-b/Y2013/V14/I7/615

[1] Hui Zhang, Lu Zhang, Li-juan Peng, Xiao-wu Dong, Di Wu, Vivian Chi-Hua Wu, Feng-qin Feng. Quantitative structure-activity relationships of antimicrobial fatty acids and derivatives against Staphylococcus aureus[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2012, 13(2): 83-93.
[2] Yuan-yuan Wu, Wei Li, Yi Xu, En-hui Jin, You-ying Tu. Evaluation of the antioxidant effects of four main theaflavin derivatives through chemiluminescence and DNA damage analyses[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2011, 12(9): 744-751.
[3] Jin-zhong XU, Jie SHEN, Yi-yu CHENG, Hai-bin QU. Simultaneous detection of seven phenolic acids in Danshen injection using HPLC with ultraviolet detector[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2008, 9(9): 728-733.
[4] Pei-xi ZHU, Dan-hua WANG, Cui-rong SUN, Zhi-quan SHEN. Characterization of impurities in the bulk drug lisinopril by liquid chromatography/ion trap spectrometry[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2008, 9(5): 385-390.
[5] ZHOU Jie, YANG Yi-wen, WEI Feng, WU Ping-dong. Comparison of the performance of chiral stationary phase for separation of fluoxetine enantiomers[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2007, 8(1): 56-59.