Preparative separation of quaternary ammonium alkaloids from Coptis chinensis Franch by pH-zone-refining counter-current chromatography

Journal of Chromatography A

Volumn 1370, Issue , 2014, Pages 156-161

  Sun, Changlei ^a,b   Li, Jia ^b   Wang, Xiao ^a   Duan, Wenjuan ^a   Zhang, Tianyou ^a   Ito, Yoichiro ^c  

^a QILU UNIVERSITY OF TECHNOLOGY   (China)

^b SHANDONG UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

^c NATIONAL HEART LUNG AND BLOOD INSTITUTE   (United States)

Author keywords

Coptis chinensis Franch; PH zone refining counter current chromatography; Quaternary ammonium alkaloids

Indexed keywords

CHLORINE COMPOUNDS; DRUG PRODUCTS; ELECTROSPRAY IONIZATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; ORGANIC SOLVENTS; REFINING; SEPARATION; ZONE MELTING;

COPTIS CHINENSIS FRANCH; ELECTROSPRAY IONIZATION MASS SPECTROMETRY; METHANOL-WATER; PH-ZONE-REFINING COUNTER-CURRENT CHROMATOGRAPHY; PREPARATIVE SEPARATION; QUATERNARY AMMONIUM; STATIONARY PHASE; TWO-PHASE SOLVENT SYSTEM;

ALKALOIDS;

ALKALOID; BERBERINE; CHLOROFORM; COLUMBAMINE; COPTIS CHINENSIS EXTRACT; COPTISINE; HYDROCHLORIC ACID; JATEORHIZINE; METHANOL; PALMATINE; QUATERNARY AMMONIUM DERIVATIVE; TRIETHYLAMINE; UNCLASSIFIED DRUG; WATER; PLANT EXTRACT; SOLVENT;

ARTICLE; COPTIS CHINENSIS; COUNTER CURRENT CHROMATOGRAPHY; DRUG PURITY; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; PH ZONE REFINING COUNTER CURRENT CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; CHEMISTRY; COPTIS; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH; PROCEDURES;

COPTIS CHINENSIS;

ALKALOIDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COPTIS; COUNTERCURRENT DISTRIBUTION; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; PLANT EXTRACTS; QUATERNARY AMMONIUM COMPOUNDS; SOLVENTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 84919339599     PISSN: 00219673     EISSN: 18733778     Source Type: Journal    
DOI: 10.1016/j.chroma.2014.10.043     Document Type: Article

References (32)

1. Ito Y., Ma Y. pH-zone-refining countercurrent chromatography. J. Chromatogr. A 1996, 753:1-36.
2. Ito Y. Golden rules and pitfalls in selecting optimum conditions for high-speed counter-current chromatography. J. Chromatogr. A 2005, 1065:145-168.
3. Ito Y. pH-zone-refining counter-current chromatography: origin, mechanism, procedure and applications. J. Chromatogr. A 2013, 1271:71-85.
4. Weisz A., Scher A.L., Shinomiya K., Fales H.M., Ito Y. A new preparative-scale purification technique: pH-zone-refining countercurrent chromatography. J. Am. Chem. Soc. 1994, 116:704-708.
5. Pan Y.J., Lu Y.B. Recent progress in countercurrent chromatography. Chromatogr. Relat. Technol. 2007, 30:649-679.
6. Hu R.L., Dai X.J., Lu Y.B., Pan Y.J. Preparative separation of isoquinoline alkaloids from Stephania yunnanensis by pH-zone-refining counter-current chromatography. J. Chromatogr. B 2010, 878:1881-1884.
7. Yu Q., Tong S.Q., Yan J.Z., Hong C.Q., Zhai W.F., Li Y.Q. Preparative separation of quaternary ammonium alkaloids from Corydalis yanhusuo W. T. Wang by pH-zone-refining counter-current chromatography. J. Sep. Sci. 2011, 34:278-285.
8. Wang X., Liu J.H., Geng Y.L., Wang D.J., Dong H.J., Zhang T.Y. Preparative separation of alkaloids from Nelumbo nucifera Gaertn by pH-zone refining counter-current chromatography. J. Sep. Sci. 2010, 33:539-544.
9. Weisz A., Mazzola E.P., Matusik J.E., Ito Y. Preparative separation of isomeric 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione monosulfonic acids of the color additive D&C Yellow No. 10 (Quinoline Yellow) by pH-zone-refining counter-current chromatography. J. Chromatogr. A 2001, 923:87-96.
10. Oka H., Suzuki M., Harada K.I., Iwaya M., Fujii K., Goto T., Ito Y., Matsumoto H., Ito Y. Purification of Food Color Red No. 106 (acid red) using pH-zone refining counter-current chromatography. J. Chromatogr. A 2002, 946:157-162.
11. Tong S.Q., Yan J.Z., Guan Y.X. Preparative separation of isomeric caffeoylquinic acids from Flos Lonicerae by pH-zone-refining counter-current chromatography. J. Chromatogr. A 2008, 1212:48-53.
12. Weisz A., Idina A., Ben-Ari J., Karni M., Mandelbaum A., Ito Y. Preparative separation of isomeric and stereoisomeric dicarboxylic acids by pH-zone-refining counter-current chromatography. J. Chromatogr. A 2007, 1151:82-90.
13. Ma Y., Ito Y. Separation of peptide derivatives by pH-zone-refining countercurrent chromatography. J. Chromatogr. A 1995, 702:197-206.
14. Ma Y., Ito Y. Peptide separation by pH-zone-refining countercurrent chromatography. J. Chromatogr. A 1997, 771:81-88.
15. China Pharmacopoeia Committee Pharmacopoeia of the People's Republic of China 2010, China Chemical Industry Press, Beijing. 2010 ed.
16. Ou M. Chinese-English Manual of Common-used Traditional Medicine 1992, Guangdong Science and Technology Publishing House, Guangzhou. first ed.
17. Bova S., Padrini R., Goldman W.F., Berman D.M., Cargnelli G. On the mechanism of vasodilating action of berberine: possible role of inositol lipid signaling system. J. Pharmacol. Exp. Ther. 1992, 261:318-323.
18. Anis K.V., Kuttan G., Kuttan R. Role of berberine as an adjuvant response modifier during tumour therapy in mice. Pharmacol. Commun. 1999, 5:697-700.
19. Tsai C.S., Ochillo R.F. Pharmacological effects of berberine on the longitudinal muscle of the guinea-pig isolated ileum. Arch. Int. Pharmacodyn. Ther. 1991, 310:116-131.
20. Wang Y.X., Zheng Y.M. Ionic mechanism responsible for prolongation of cardiac action-potential duration by berberine. J. Cardiovasc. Pharmacol. 1997, 30:214-222.
21. Lin S.K., Tsai S.C., Lee C.C., Wang B.W., Liou J.Y., Shyu K.G. Berberine inhibits HIF-1α expression via enhanced proteolysis. Mol. Pharmacol. 2004, 66:612-619.
22. Amin A.H., Subbaiah T.V., Abbasi K.M. Berberine sulfate: antimicrobial activity, bioassay, and mode of action. Can. J. Microbiol. 1969, 15:1067-1076.
23. Akhter M.H., Sabir M., Bhide N.K. Anti-inflammatory effect of berberine in rats injected locally with cholera toxin. Indian J. Med. Res. 1997, 65:133-141.
24. Kong W.J., Wei J., Abidi P., Lin M., Inaba S., Li C., Wang Y.L., Wang Z.Z., Si S.Y., Pan H.N., Wang S.K., Wu J.D., Wang Y., Li Z.R., Liu J.W., Jiang J.D. Berberine is a novel cholesterol-lowering drug working through a unique mechanism distinct from statins. Nat. Med. 2004, 10:1344-1351.
25. Leng S.H., Lu F.E., Xu L.J. Therapeutic effects of berberine in impaired glucose tolerance rats and its influence on insulin secretion. Acta Pharmacol. Sin. 2004, 25:496-502.
26. Zhang Z.H., Deng A.J., Yu J.Q., Li Z.H., Wu L.Q., Wang W.J., Qin H.L. Advance in studies on pharmacological activity of coptisine hydrochloride. China J. Chin. Mater. Med. 2013, 38:2750-2754.
27. Tu Y.S., Jiang Z.Q., Sun D.M., Zhang J.J., Li S.L., Fu J.W. Extraction and purification process of total alkaloids in Rhizome coptidis. Tradit. Chin. Drug Res. Clin. Pharmacol. 2012, 23:208-212.
28. Fang L., Liu Y.Q., Yang B., Wang X., Huang L.Q. Separation of alkaloids from herbs using high-speed counter-current chromatography. J. Sep. Sci. 2011, 34:2545-2558.
29. Yang F.Q., Zhang T.Y., Zhang R., Ito Y. Large-scale separation of resveratrol, anthraglycoside A and anthraglycoside B from Polygonum cuspidatum Sieb. et Zucc by high-speed counter-current chromatography. J. Chromatogr. A 1998, 829:137-141.
30. Zhang H.M., Cheng X.M., Wang C.H., Wang Z.T. Extraction process of alkaloid from Rhizoma coptidis by orthogonal design. Chin. J. Pharm. 2008, 39:588-590.
31. Hsieh T.J., Chia Y.C., Wu Y.C., Chen C.Y. Chemical constituents from the stems of Mahonia japonica. J. Chin. Chem. Soc. 2004, 51:443-446.
32. Yang Y.H., Gan C.L. Isolation and identification of chemical constituents of Coptidis rhizoma. Heilongjiang Med. J. 2009, 22:480-481.