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Characterization of fifty-one flavonoids in a Chinese herbal prescription Longdan Xiegan Decoction by high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry and photodiode array detection.
Rapid Commun Mass Spectrom. 2008 Jun; 22(12):1767-78.RC

Abstract

High-performance liquid chromatography coupled to electrospray ionization (ESI) tandem mass spectrometry and photodiode array detection (HPLC-DAD-ESI-MS(n)) was developed to identify and characterize the flavonoids in a Chinese formulated preparation, Longdan Xiegan Decoction (LXD). In total, fifty-one flavonoids (27 flavones, 10 flavanones, 7 chalcones, 5 flavonols and 2 isoflavones) were characterized. Eighteen compounds among them including a newly detected flavonoid, naringin, from the ingredient herbs, were unambiguously determined by comparing the retention times (t(R)), UV spectral data and mass fragmentation behaviors with those of the reference compounds. Another thirty-three compounds were tentatively identified by referencing to the reported data of their UV and MS spectra. The ESI-MS/MS fragmentation behavior of flavones (OMe-substituted, O-glycosides, C-glycosides), chalcones, flavonols and their appropriate characteristic pathways were proposed. In negative ion ESI-MS all the flavonoids yielded prominent [M--H](-) ions in the first order mass spectra. Fragmentation with a loss of mass of 15 Da (CH(3)), 18 Da (H(2)O), 28 Da (CO), 44 Da (CO(2)), 56 Da (2CO) and the residues of glucose and glucuronic acid observed in the MS/MS spectra were useful for aiding the structural identification of the flavonoids investigated.

Authors+Show Affiliations

Shanghai University of Traditional Chinese Medicine, Shanghai 201203, People's Republic of China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18473331

Citation

Wang, Yun, et al. "Characterization of Fifty-one Flavonoids in a Chinese Herbal Prescription Longdan Xiegan Decoction By High-performance Liquid Chromatography Coupled to Electrospray Ionization Tandem Mass Spectrometry and Photodiode Array Detection." Rapid Communications in Mass Spectrometry : RCM, vol. 22, no. 12, 2008, pp. 1767-78.
Wang Y, Yang L, He YQ, et al. Characterization of fifty-one flavonoids in a Chinese herbal prescription Longdan Xiegan Decoction by high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry and photodiode array detection. Rapid Commun Mass Spectrom. 2008;22(12):1767-78.
Wang, Y., Yang, L., He, Y. Q., Wang, C. H., Welbeck, E. W., Bligh, S. W., & Wang, Z. T. (2008). Characterization of fifty-one flavonoids in a Chinese herbal prescription Longdan Xiegan Decoction by high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry and photodiode array detection. Rapid Communications in Mass Spectrometry : RCM, 22(12), 1767-78. https://doi.org/10.1002/rcm.3536
Wang Y, et al. Characterization of Fifty-one Flavonoids in a Chinese Herbal Prescription Longdan Xiegan Decoction By High-performance Liquid Chromatography Coupled to Electrospray Ionization Tandem Mass Spectrometry and Photodiode Array Detection. Rapid Commun Mass Spectrom. 2008;22(12):1767-78. PubMed PMID: 18473331.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Characterization of fifty-one flavonoids in a Chinese herbal prescription Longdan Xiegan Decoction by high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry and photodiode array detection. AU - Wang,Yun, AU - Yang,Li, AU - He,Yu-Qi, AU - Wang,Chang-Hong, AU - Welbeck,Ed W, AU - Bligh,S W Annie, AU - Wang,Zheng-Tao, PY - 2008/5/14/pubmed PY - 2008/7/24/medline PY - 2008/5/14/entrez SP - 1767 EP - 78 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 22 IS - 12 N2 - High-performance liquid chromatography coupled to electrospray ionization (ESI) tandem mass spectrometry and photodiode array detection (HPLC-DAD-ESI-MS(n)) was developed to identify and characterize the flavonoids in a Chinese formulated preparation, Longdan Xiegan Decoction (LXD). In total, fifty-one flavonoids (27 flavones, 10 flavanones, 7 chalcones, 5 flavonols and 2 isoflavones) were characterized. Eighteen compounds among them including a newly detected flavonoid, naringin, from the ingredient herbs, were unambiguously determined by comparing the retention times (t(R)), UV spectral data and mass fragmentation behaviors with those of the reference compounds. Another thirty-three compounds were tentatively identified by referencing to the reported data of their UV and MS spectra. The ESI-MS/MS fragmentation behavior of flavones (OMe-substituted, O-glycosides, C-glycosides), chalcones, flavonols and their appropriate characteristic pathways were proposed. In negative ion ESI-MS all the flavonoids yielded prominent [M--H](-) ions in the first order mass spectra. Fragmentation with a loss of mass of 15 Da (CH(3)), 18 Da (H(2)O), 28 Da (CO), 44 Da (CO(2)), 56 Da (2CO) and the residues of glucose and glucuronic acid observed in the MS/MS spectra were useful for aiding the structural identification of the flavonoids investigated. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/18473331/Characterization_of_fifty_one_flavonoids_in_a_Chinese_herbal_prescription_Longdan_Xiegan_Decoction_by_high_performance_liquid_chromatography_coupled_to_electrospray_ionization_tandem_mass_spectrometry_and_photodiode_array_detection_ L2 - https://doi.org/10.1002/rcm.3536 DB - PRIME DP - Unbound Medicine ER -