Characterization of tanshinones in the roots of Salvia miltiorrhiza (Dan-shen) by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry.
The qualitative analysis of tanshinones in the roots of Salvia miltiorrhiza (Dan-shen in Chinese) was performed using high-performance liquid chromatography with electrospray ionization tandem mass spectrometry (ESI-MS(n)). Tanshinones are the major bioactive constituents of Dan-shen, which is used in China for the treatment of haematological abnormalities and cardiovascular diseases. The ESI-MS(n) fragmentation behavior of tanshinones was investigated. For tanshinones with the tanshinone I nucleus, the fragmentation was triggered by loss of a molecule of CO except bearing a substituent at C(17) or C(18), followed by sequential eliminations of CO. If C(15-16) was a saturated bond, the fragmentation was triggered by elimination of a molecule of H(2)O. For tanshinones with the tanshinone IIA nucleus, the fragmentation was triggered by loss of a molecule of H(2)O, followed by successive eliminations of CO. Ions corresponding to loss of a molecule of propylene (Deltam = 42) were also observed. Moreover, when C(15-16) was a saturated bond, ions corresponding to losses of CH(3), H(2)O and propylene were more abundant. If no D-ring existed, the presence of isopropyl resulted in an elimination of a molecule of H(2)O with an adjacent CO or OH. In addition, the extension of the pi-conjugation in the A-ring (especially at C(1-2)) induced the fragmentation by loss of a molecule of CO. These fragmentation rules were applied to the identification of tanshinones in a chloroform/methanol (3:7) extract of Dan-shen, which was separated on a C(18) column with gradient elution. A total of 27 tanshinones were identified, including five new constituents. The established method could be used for the sensitive and rapid identification of tanshinones in the Dan-shen drug and its pharmaceutical preparations. Copyright (c) 2006 John Wiley & Sons, Ltd.[1]References
- Characterization of tanshinones in the roots of Salvia miltiorrhiza (Dan-shen) by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry. Yang, M., Liu, A., Guan, S., Sun, J., Xu, M., Guo, D. Rapid Commun. Mass Spectrom. (2006) [Pubmed]
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