Abstract
Ligusticum chuanxiong Hort., a plant that is frequently used in traditional Chinese medicine, has been studied using HPLC-coupled spectroscopic techniques such as HPLC-UV, HPLC-MS as well as HPLC-NMR. With the aid of these modern spectroscopic techniques, the main constituents, namely senkyunolide A, butylphthalide, neocnidilide and Z-ligustilide, have been characterized and identified. Phthalide dimers, present in smaller amounts, have been identified by HPLC-UV and HPLC-MS analysis and compared with reference compounds. Stereochemical features of some phthalide monomers have been determined by detailed spectroscopic studies for the first time.
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Abbreviations
- APCI-MS:
-
atmospheric pressure chemical ionization mass spectrometry
- DPFGNOESY:
-
double pulsed field gradient enhanced nuclear Overhauser spectroscopy
- GC-MS:
-
gas chromatography-mass spectrometry
- MS:
-
mass spectrometry
- NMR:
-
nuclear magnetic resonance
- HPLC:
-
high performance liquid chromatography
- HPLC-DAD:
-
high performance liquid chromatography with diode array detection
- HPLC-MS:
-
high performance liquid chromatography with mass spectrometry detection
- HPLC-NMR:
-
high performance liquid chromatography with nuclear magnetic resonance detection
- TLC:
-
thin layer chromatography
- TOCSY:
-
total correlation spectroscopy
- TCM:
-
traditional Chinese medicine
- UV:
-
ultraviolet
References
Bauer, R., Pharm. Ztg., 22 (1995) 1929–1941.
Hsu, H.Y., Oriental Healing Arts International Bulletin, 12 (1987) 387–408.
Vanherweghem, L.J., J Altern. Complement Med., 4 (1998) 9–13.
Albert, K., On-line LC-NMR and Related Techniques, John Wiley, 2002.
Wilson, I.D., Morgan, E.D., Lafont, R., Shockcor, J.P., Lindon, J.C., Nicholson, J.K. and Wright B., Chromatographia, 49 (1999) 374.
Mitsuhashi, H., Muramatsu, T., Nagai, U., Nakano, T. and Ueno, K., Chem. Pharm Bull., 11 (1963) 1317–1319.
Mitsuhashi, H. and Muramatsu, T., Tetrahedron, 20 (1964) 1971–1982.
Nagai, U., Shishido, R., Chiba, R. and Mitsuhashi, H., Tetrahedron, 21 (1965) 1701–1709.
Cocker, W., McMurry, T.B.H. and Sainsbury, D.M., J. Chem. Soc. C, (1966) 1152–1155.
Suzuki, H., Tanaka, A. and Yamashita, K., Agric. Biol. Chem., 51 (1987) 3369–3373.
Zhang, X., Xiao, H., Xu, Q., Li, X., Wang, J. and Liang, X., J Chromatogr Sci., 41 (2003) 428–433.
Li, S.L., Chan, S.S., Lin, G., Ling, L., Yan, R., Chung, H.S. and Tam, Y.K., Planta Med., 69 (2003) 445–451.
Stott, K., Keeler, J., Van, Q.N. and Shaka, A.J., J. Magn. Res., 125 (1997) 302–324.
Zschocke, S., Lehner, M. and Bauer, R., Planta Med., 63 (1997) 203–206.
Yamagishi, H., Kaneshima, H. and Yakugaku Z., 97 (1977) 237–243.
Naito, T., Sakata, M., Ikeya, Y., Okada, M. and Maruno, M., Nat. Med., 49 (1995) 425–430.
Wang, P.S., Gao, X.L., Fukuyama, Y. and Kanbara, M., Chin. Trad. Herb. Drugs, 16 (1985) 137–138.
Chen, Y., Zhang, H., Chen, N, Zhao, T. and Wang, M., Kexue tongbao, 29 (1984) 560–562.
Gijbels, M.J.M., Scheffer, J.J.C. and Baerheim Svendsen, A., Planta Med., 44 (1982) 207–211.
Mitsuhashi, H. and Nagai, U., Tetrahedron, 19 (1963) 1277–1283.
Zschocke, S., Liu, J.H., Stuppner, H. and Bauer, R., Phytochem. Anal., 9 (1998) 1–8.
Gijbels, M.J.M., Scheffer, J.J.C. and Baerheim Svendsen, A., Chromatographia, 14 (1982) 452–454.
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Zschocke, S., Klaiber, I., Bauer, R. et al. HPLC-coupled spectroscopic techniques (UV, MS, NMR) for the structure elucidation of phthalides in Ligusticum chuanxiong. Mol Divers 9, 33–39 (2005). https://doi.org/10.1007/s11030-005-1305-y
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DOI: https://doi.org/10.1007/s11030-005-1305-y