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使用 Chiralpak IC(纤维素-三(3,5-二氯苯基氨基甲酸酯)共价键合硅胶)手性柱,建立了采用手性固定相高效液相色谱拆分6种α-芳基萘满酮类衍生物对映体的方法。考察了流动相中有机改性剂的种类和比例、柱温和流速对对映体分离的影响。结果显示6种化合物在异丙醇为改性剂的条件下均可获得较高的对映体分离度。热力学研究表明6种化合物对映体的手性拆分过程均受焓驱动影响,且低温有利于对映体分离。最终推荐分离化合物Ⅰ对映体的流动相是正己烷-异丙醇(90:10,v / v);分离化合物Ⅱ、Ⅲ、Ⅳ对映体的流动相是正己烷-异丙醇(99:1, v / v);分离化合物Ⅴ对映体的流动相是正己烷-异丙醇(85:15,v / v);分离化合物Ⅵ对映体的流动相是正己烷-异丙醇(80:20,v / v)。柱温为25℃,流速为1.0 mL / min。6种化合物对映体均可在 Chiralpak IC 手性固定相上得到完全分离,证明该色谱柱对6种化合物具有较高的对映体选择性。

A high performance liquid chromatographic method( HPLC)was developed for the chiral separation of six α-aryl tetralone derivatives using a Chiralpak IC column. The factors influencing the chiral separation including the type and concentration of organic modifier,col-umn temperature and flow rate were investigated. The results showed that high enantiomeric separation can be obtained with isopropanol as modifier for the six compounds. The thermody-namic study indicated that the enantioseparation was enthalpically driven and showed that low column temperature was beneficial to separation. Complete separation of compound Ⅰ was achieved with a binary solvent mixture of n-hexane-isopropanol(90 : 10,v / v)as the recom-mended mobile phase. The compounds Ⅱ,Ⅲ and Ⅳ were separated with the mobile phase of the mixture of n-hexane-isopropanol(99 :1,v / v)and the compound Ⅴ was separated with the mixture of n-hexane-isopropanol(85 :15,v / v). The compound Ⅵ was separated with the mix-ture of n-hexane-isopropanol(80 :20,v / v). The column temperature was 25 ℃ ,and the flow rate was 1. 0 mL / min. The six tetralone derivative enantiomers were separated on a chiral sta-tionary phase of Chiralpak IC by HPLC. The column has high enantiomeric selectivity to the six tetralone derivative enantiomers.

参考文献

[1] Li L H,Li F F,Xing J M. Technology and Development of Chemical Industry(李亮洪,李芬芳,邢健敏. 化工技术与开发),2011,40(4):15,2011.
[2] Wang L P,Fan H J,Wu K H,et al. Chinese Journal of Chromatography(王李平,范华均,巫坤宏,等. 色谱), 2012,30(12):1265,2012.
[3] Zou H S,Zheng L,Yao S Y,et al. Chinese Journal Modern Application of pharmaceutical(邹华生,郑璐,姚书杨,等.中国现代应用药学),2014,31(4):449,2014.
[4] Tu H S,Fan J,Tan Y,et al. Chinese Journal of Chromatog-raphy(涂鸿盛,范军,谭艺,等. 色谱),2014,32(5):452,2014.
[5] Wang M. Chinese Journal of Chromatography(王敏. 色谱), 2014,32(2):198,2014.
[6] Vaccher M P,Charton J,Guelzim A,et al. J Pharmaceut Biomed,2008,46:920,2008.
[7] Zhai Z D,Zhang H,Shi Y P,et al. Chinese Journal of Ana-lytical Chemistry(翟宗德,张虹,师彦平,等. 分析化学), 2005,33(1):109,2005.
[8] Chankvetadze B. J Chromatogr A,2012,1269:26,2012.
[9] Tang M,Lin H S,Zheng C. Pharmacy Today(唐敏,林汉森,郑澄. 今日药学),2010,20(1):7,2010.
[10] Ferretti R,Gallinella B,Torre F L,et al. J Chromatogr A, 2009,1216(5):5385,2009.
[11] Wang C L,Armstrong D W,Chang C D. J Chromatogr A, 2008,1194(10):172,2008.
[12] Zhou J,Liu Q,Fu G J,et al. J Zhejiang Univ-Sci B(Bi-omed & Biotechnol),2013,14(7):615,2013.
[13] Ferraz H M C,Bianco G G,Teixeira C C,et al. Tetrahed-ron:Asymmetry,2007,18(12):1070,2007.
[14] Wipf P,Jung J K. J Org Chem,2000,65(4):6319,2000.
[15] Lu B. Gansu Science and Technology(路彬. 甘肃科技), 2011,27(20):22,2011.
[16] Hu M R,Chen J D,Li L H,et al. Chinese Journal of New Drugs and Clinical Remedies(胡茂荣,陈晋东,李乐华,等. 中国新药与临床杂志),2009,28(2):81,2009.
[17] Wang D C,Ge H P,Liu Z Y,et al. Chinese Journal of Syn-thetic Chemistry(王德才,葛恒平,刘竺云,等. 合成化学),2011,19(3):287,2011.
[18] Kranich R,Busemann A S,Bock D,et al. J Med Chem, 2007,50(6):1101,2007.
[19] Ameer F,Giles R G F,Green I R,et al. Syn Comm,2004, 34(7):1247,2004.
[20] Lepri L,Cincinelli A,Checchini L,et al. Chromatograph-ia,2010,71(2):685,2010.
[21] Aboul-Enein H Y,Ali I. J Sep Sci,2001,24(9):831,2001.
[22] Aboul-Enein H Y,Ali I. J Pharm Biomed Anal,2002,27 (3):441,2002.
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