Determination and identification of isoflavonoids in Radix astragali by matrix solid-phase dispersion extraction and high-performance liquid chromatography with photodiode array and mass spectrometric detection

Xiao, Hang; Krucker, Manfred; Albert, Klaus; Liang, Xinmiao

doi:10.1016/j.chroma.2003.09.032

Cited by 159 publications

(94 citation statements)

References 14 publications

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“…Another abundant ion at m/z 169 in the MS/MS spectrum could not be explained by previously known fragmentation pathways. We assumed it should result from the simultaneous cleavage of C 2 OO and C [4][5][6][7][8][9][10][11] bonds. This ion could further fragment into m/z 154 by CID.…”

Section: Identification Of Type I Homoisoflavonoidsmentioning

confidence: 99%

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Analysis of homoisoflavonoids in Ophiopogon japonicus by HPLC-DAD-ESI-MS

Guo

Guan

et al. 2005

J. Am. Soc. Mass Spectrom.

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The homoisoflavonoids in Ophiopogon japonicus (Thunb.) Ker-Gawler were analyzed by high-performance liquid chromatography-diode array detection-electrospray ion trap tandem mass spectrometry (HPLC-DAD-ESI-MS n ). Homoisoflavonoids gave prominent [M Ϫ H] Ϫ ions by electrospray ionization monitored in the negative ion mode. They could be classified into two types depending on the fragmentation behavior of their [M Ϫ H] Ϫ ions in the ion trap mass analyzer. The [M Ϫ H] Ϫ ions of homoisoflavonoids with a saturated C 2-3 bond underwent C 3-9 bond cleavage to lose the B-ring, which was followed by the loss of a molecule of CO. The [M Ϫ H] Ϫ ions of homoisoflavonoids with a C 2-3 double bond usually eliminated a CO molecule first, and then underwent the cleavage of C 3-9 or C 9-1= bonds. For homoisoflavonoids with a C-6 formyl group, however, the neutral loss of CO was the first fragmentation step; the presence of a methoxyl group at C-8 could lead to the cleavage of C-ring. No retro Diels-Alder (RDA) fragmentation characteristic for normal flavonoids was observed. The above fragmentation rules were reported for the first time, and were implemented for the analysis of homoisoflavonoids in O. japonicus. The CHCl 3 -MeOH extract was separated on a Zorbax Extend-C 18 column, eluting with a acetonitrile-0.3% acetic acid gradient. A total of 18 homoisoflavonoids, including seven new minor constituents, were identified or tentatively characterized based on the UV spectra and tandem mass spectra of the HPLC peaks. (J Am Soc Mass Spectrom 2005, 16, 234 -243)

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Section: Identification Of Type I Homoisoflavonoidsmentioning

confidence: 99%

“…Flavonoids, especially flavonols, flavones, and their glycosides, are the most frequently reported [5][6][7][8][9][10][11][12]. Electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI) sources are usually used as the interface between HPLC and a mass spectrometer.…”

mentioning

confidence: 99%

Analysis of homoisoflavonoids in Ophiopogon japonicus by HPLC-DAD-ESI-MS

Guo

Guan

et al. 2005

J. Am. Soc. Mass Spectrom.

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“…MSPD is frequently used to determine pesticides in, e. g. fruits, vegetables, beverages, and foods, and application to flavonoid analysis was reported only recently. For the determination of isoflavone aglycones and glycosides in Radix Astragali, MSPD was compared in terms of its extraction capacity to Soxhlet and ultrasonic extraction [79]. For aglycones, MSPD yielded the best extraction efficiency but for glycosides Soxhlet extraction proved to be more efficient.…”

Section: Clean-up -Isolationmentioning

confidence: 99%

Extraction, separation, and detection methods for phenolic acids and flavonoids

Stalikas¹

2007

J of Separation Science

850

539

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ReviewExtraction, separation, and detection methods for phenolic acids and flavonoidsThe impetus for developing analytical methods for phenolic compounds in natural products has proved to be multifaceted. Hundreds of publications on the analysis of this category of compounds have appeared over the past two decades. Traditional and more advanced techniques have come to prominence for sample preparation, separation, detection, and identification. This review provides an updated and extensive overview of methods and their applications in natural product matrices and samples of biological origin. In addition, it critically appraises recent developments and trends, and provides selected representative bibliographic examples.

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“…In recent years, MSPD has been used in the isolation of naturally occurring compounds from complex samples [25,26]. Additionally, this technique also has been applied for the isolation of isoflavones [27][28][29][30] from different plants.…”

Section: Introductionmentioning

confidence: 99%

Selective separation of flavonoid glycosides in Dalbergia odorifera by matrix solid‐phase dispersion using titania

Shi

Liang

et al. 2011

J of Separation Science

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Dalbergia odorifera contains high concentrations of flavonoid aglycones and trace flavonoid glycosides. In this study, trace flavonoid glycosides were separated from D. odorifera by titania with matrix solid-phase dispersion (MSPD). Before the MSPD experiment, four standards, including two isoflavone glycosides (genistin and formononetin-8-C-apiosyl (1-6)-glucoside) and their aglycones (genistein and formononetin), were used to compare their retention on a titania column. The effect of acetonitrile concentration and pH on their retention was investigated and a conclusion was drawn that high acetonitrile concentration and pH lead to the greatest difference in the retention of flavonoid as glycosides and aglycones. Besides hydrophilic interaction and ligand-exchange interaction may exist between sugar moiety of flavonoid glycoside and titania, so that flavonoid glycosides have stronger retention than that of aglycones. Based on the chromatographic rule of flavonoid as glycosides and aglycones on the titania column, the MSPD method was optimized to elute high concentration flavonoid aglycones first with 90% acetonitrile and 10% water containing 100 mM ammonium acetate buffer, and then to elute trace flavonoid glycosides with 20% acetonitrile and 80% water containing 1% trifluoroacetate (TFA). Isolated flavonoid glycosides were further analyzed by UPLC-MS/MS, and their fragmentation in MS 2 showed they are C-glycosyl flavonoids.

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Determination and identification of isoflavonoids in Radix astragali by matrix solid-phase dispersion extraction and high-performance liquid chromatography with photodiode array and mass spectrometric detection

Cited by 159 publications

References 14 publications

Analysis of homoisoflavonoids in Ophiopogon japonicus by HPLC-DAD-ESI-MS

Analysis of homoisoflavonoids in Ophiopogon japonicus by HPLC-DAD-ESI-MS

Extraction, separation, and detection methods for phenolic acids and flavonoids

Selective separation of flavonoid glycosides in Dalbergia odorifera by matrix solid‐phase dispersion using titania

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