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Analysis of minor flavonoids in Piper hostmannianum var. berbicense using liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry.
J Chromatogr A. 2008 Nov 07; 1210(1):45-54.JC

Abstract

The fragmentations of hydroxylated flavanones, chalcones and dihydrochalcones were investigated by direct loop injection using an ion trap mass spectrometry equipped with atmospheric pressure chemical ionization (APCI) probe. Some of them have been isolated from the leaves of Piper hostmannianum var. berbicense and standards were used to confirm their fragmentation behaviour. In negative ion mode, fragmentations of these three types of flavonoids revealed specific diagnostic ions which allowed us to identify aglycones in a crude plant extract. The major fragment ion obtained in MS/MS experiment for methoxylated chalcones is the neutral loss of a methyl radical whereas a H(2)O molecule is lost in the case of methoxylated dihydrochalcones. Methoxylated chalcones and flavanones isomers could be differentiated by the relative intensity ratio of [M-H-CH(3)]*(-) and [M-H-C(2)H(2)O](-) ions. Based on UV and MS data, a decision tree that includes UV lambda(max) absorptions and MS/MS diagnostic ions was built in order to obtain structural information of unknown compounds present in the extract. This tree was used to identify flavonoids in the ethyl acetate extract of P. hostmannianum var. berbicense leaves after analysis by high-performance liquid chromatography-diode array detection-atmospheric pressure chemical ionization ion trap multistage mass spectrometry. A total of 11 flavonoids were tentatively characterized based on the MS fragmentations pattern observed in MS(n) experiments.

Authors+Show Affiliations

Université de Toulouse, UMR-152 IRD-UPS Laboratoire de Pharmacochimie des Substances Naturelles et Pharmacophores Redox, Faculté des Sciences Pharmaceutiques, Université Paul-Sabatier, F-31062 Toulouse cedex 09, France. benedicte.portet@voila.frNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

18838145

Citation

Portet, Bénédicte, et al. "Analysis of Minor Flavonoids in Piper Hostmannianum Var. Berbicense Using Liquid Chromatography Coupled With Atmospheric Pressure Chemical Ionization Mass Spectrometry." Journal of Chromatography. A, vol. 1210, no. 1, 2008, pp. 45-54.
Portet B, Fabre N, Rozenberg R, et al. Analysis of minor flavonoids in Piper hostmannianum var. berbicense using liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry. J Chromatogr A. 2008;1210(1):45-54.
Portet, B., Fabre, N., Rozenberg, R., Habib-Jiwan, J. L., Moulis, C., & Quetin-Leclercq, J. (2008). Analysis of minor flavonoids in Piper hostmannianum var. berbicense using liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry. Journal of Chromatography. A, 1210(1), 45-54. https://doi.org/10.1016/j.chroma.2008.09.055
Portet B, et al. Analysis of Minor Flavonoids in Piper Hostmannianum Var. Berbicense Using Liquid Chromatography Coupled With Atmospheric Pressure Chemical Ionization Mass Spectrometry. J Chromatogr A. 2008 Nov 7;1210(1):45-54. PubMed PMID: 18838145.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Analysis of minor flavonoids in Piper hostmannianum var. berbicense using liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry. AU - Portet,Bénédicte, AU - Fabre,Nicolas, AU - Rozenberg,Raoul, AU - Habib-Jiwan,Jean-Louis, AU - Moulis,Claude, AU - Quetin-Leclercq,Joëlle, Y1 - 2008/09/20/ PY - 2008/04/11/received PY - 2008/09/02/revised PY - 2008/09/08/accepted PY - 2008/10/8/pubmed PY - 2009/1/7/medline PY - 2008/10/8/entrez SP - 45 EP - 54 JF - Journal of chromatography. A JO - J Chromatogr A VL - 1210 IS - 1 N2 - The fragmentations of hydroxylated flavanones, chalcones and dihydrochalcones were investigated by direct loop injection using an ion trap mass spectrometry equipped with atmospheric pressure chemical ionization (APCI) probe. Some of them have been isolated from the leaves of Piper hostmannianum var. berbicense and standards were used to confirm their fragmentation behaviour. In negative ion mode, fragmentations of these three types of flavonoids revealed specific diagnostic ions which allowed us to identify aglycones in a crude plant extract. The major fragment ion obtained in MS/MS experiment for methoxylated chalcones is the neutral loss of a methyl radical whereas a H(2)O molecule is lost in the case of methoxylated dihydrochalcones. Methoxylated chalcones and flavanones isomers could be differentiated by the relative intensity ratio of [M-H-CH(3)]*(-) and [M-H-C(2)H(2)O](-) ions. Based on UV and MS data, a decision tree that includes UV lambda(max) absorptions and MS/MS diagnostic ions was built in order to obtain structural information of unknown compounds present in the extract. This tree was used to identify flavonoids in the ethyl acetate extract of P. hostmannianum var. berbicense leaves after analysis by high-performance liquid chromatography-diode array detection-atmospheric pressure chemical ionization ion trap multistage mass spectrometry. A total of 11 flavonoids were tentatively characterized based on the MS fragmentations pattern observed in MS(n) experiments. SN - 0021-9673 UR - https://www.unboundmedicine.com/medline/citation/18838145/Analysis_of_minor_flavonoids_in_Piper_hostmannianum_var__berbicense_using_liquid_chromatography_coupled_with_atmospheric_pressure_chemical_ionization_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0021-9673(08)01552-5 DB - PRIME DP - Unbound Medicine ER -