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Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry.
J Pharm Biomed Anal. 2011 Dec 15; 56(5):950-61.JP

Abstract

A sensitive HPLC-DAD-ESI-MS/MS method was established to screen and identify the polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata (L.) Jack. 16 PMF standards were first to be analyzed in positive mode by the CID-MS/MS. For polymethoxylated flavones, the fragments of [M+H-n×15](+) produced by loss of one or more methyl radicals from the protonated molecule, as well as [M+H-16](+), [M+H-28](+), [M+H-29](+), [M+H-31](+), [M+H-33](+), [M+H-43](+), [M+H-44](+), [M+H-46](+) and [M+H-61](+) fragment ions were detected, which could be taken as their diagnostic characters. For polymethoxylated flavanones and chalcones, their [M+H](+) ions usually underwent RDA cleavage fragmentation of the C-ring prior to the similar loss of diagnostic fragment ions as polymethoxylated flavones, which could be adopted as a shortcut to distinguish them from ordinary flavones rapidly. For the PMF glycosides, the neutral loss of the similar fragments with polymethoxylated flavones from their [aglycone+H](+) could be adopted as a simple method to screen them out from complex mixture. Based on these characterizations of PMFs and the results of EIC-MS/MS experiment, 70 PMFs including 45 flavones, 17 flavanones or chalcones and 8 PMFs glycosides were screened out from the complex extract of the leaves of M. paniculata. Among them, 16 compounds were unambiguously identified by comparison with reference substances. The results indicated that the developed analysis method could be employed as a rapid, effective technique for structural characterization of PMFs.

Authors+Show Affiliations

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China.No affiliation info availableNo 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

21885228

Citation

Zhang, Jia-Yu, et al. "Characterization of Seventy Polymethoxylated Flavonoids (PMFs) in the Leaves of Murraya Paniculata By On-line High-performance Liquid Chromatography Coupled to Photodiode Array Detection and Electrospray Tandem Mass Spectrometry." Journal of Pharmaceutical and Biomedical Analysis, vol. 56, no. 5, 2011, pp. 950-61.
Zhang JY, Li N, Che YY, et al. Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry. J Pharm Biomed Anal. 2011;56(5):950-61.
Zhang, J. Y., Li, N., Che, Y. Y., Zhang, Y., Liang, S. X., Zhao, M. B., Jiang, Y., & Tu, P. F. (2011). Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 56(5), 950-61. https://doi.org/10.1016/j.jpba.2011.08.019
Zhang JY, et al. Characterization of Seventy Polymethoxylated Flavonoids (PMFs) in the Leaves of Murraya Paniculata By On-line High-performance Liquid Chromatography Coupled to Photodiode Array Detection and Electrospray Tandem Mass Spectrometry. J Pharm Biomed Anal. 2011 Dec 15;56(5):950-61. PubMed PMID: 21885228.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry. AU - Zhang,Jia-Yu, AU - Li,Ning, AU - Che,Yan-Yun, AU - Zhang,Yun, AU - Liang,Shen-Xuan, AU - Zhao,Ming-Bo, AU - Jiang,Yong, AU - Tu,Peng-Fei, Y1 - 2011/08/17/ PY - 2011/04/06/received PY - 2011/08/04/revised PY - 2011/08/11/accepted PY - 2011/9/3/entrez PY - 2011/9/3/pubmed PY - 2012/1/19/medline SP - 950 EP - 61 JF - Journal of pharmaceutical and biomedical analysis JO - J Pharm Biomed Anal VL - 56 IS - 5 N2 - A sensitive HPLC-DAD-ESI-MS/MS method was established to screen and identify the polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata (L.) Jack. 16 PMF standards were first to be analyzed in positive mode by the CID-MS/MS. For polymethoxylated flavones, the fragments of [M+H-n×15](+) produced by loss of one or more methyl radicals from the protonated molecule, as well as [M+H-16](+), [M+H-28](+), [M+H-29](+), [M+H-31](+), [M+H-33](+), [M+H-43](+), [M+H-44](+), [M+H-46](+) and [M+H-61](+) fragment ions were detected, which could be taken as their diagnostic characters. For polymethoxylated flavanones and chalcones, their [M+H](+) ions usually underwent RDA cleavage fragmentation of the C-ring prior to the similar loss of diagnostic fragment ions as polymethoxylated flavones, which could be adopted as a shortcut to distinguish them from ordinary flavones rapidly. For the PMF glycosides, the neutral loss of the similar fragments with polymethoxylated flavones from their [aglycone+H](+) could be adopted as a simple method to screen them out from complex mixture. Based on these characterizations of PMFs and the results of EIC-MS/MS experiment, 70 PMFs including 45 flavones, 17 flavanones or chalcones and 8 PMFs glycosides were screened out from the complex extract of the leaves of M. paniculata. Among them, 16 compounds were unambiguously identified by comparison with reference substances. The results indicated that the developed analysis method could be employed as a rapid, effective technique for structural characterization of PMFs. SN - 1873-264X UR - https://www.unboundmedicine.com/medline/citation/21885228/Characterization_of_seventy_polymethoxylated_flavonoids__PMFs__in_the_leaves_of_Murraya_paniculata_by_on_line_high_performance_liquid_chromatography_coupled_to_photodiode_array_detection_and_electrospray_tandem_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0731-7085(11)00457-2 DB - PRIME DP - Unbound Medicine ER -