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A rapid profiling of gallotannins and flavonoids of the aqueous extract of Rhus coriaria L. by flow injection analysis with high-resolution mass spectrometry assisted with database searching.
J Pharm Biomed Anal. 2013 Jan; 72:202-7.JP

Abstract

Hydrolysable tannins appear to have some extremely important biological roles including antioxidant, antibacterial, anti-inflammatory, anti-hypoglycemic, anti-angiogenic, and anticancer activities. The aim of this work was to set up a flow injection high-resolution mass spectrometric approach combined with database searching to obtain rapidly a profiling of gallotannins and other phenolics in a crude extract from plant tissue. The flow injection analysis (FIA) takes place in an electrospray ionization source of an hybrid orbitrap high resolution mass spectrometry system (ESI-HR-MS/MS(2), resolution 100,000, negative ion mode) and polyphenols are tentatively identified by matching the monoisotopic masses of the spectra with those of polyphenols databases. This leads to the most probable molecular formulas and to the possible structures among those reported in the database. The structures confirmation occurs by the compliance of MS(2) fragments with those of a prediction fragment commercial database. With this method we identified in the aqueous extract of sumac leaves, with a maximum error of 1.7 ppm, a group of ten gallotannins from mono- to deca-galloyl glycosides of the class of hydrolysable tannins and a set of coextracted flavonoid derivatives including myricetin, quercetin-3-O-rhamnoside, myricetin-3-O-glucoside, myricetin-3-O-glucuronide, and myricetin-3-O-rhamnoglucoside. The separation of isomers of gallotannins and flavonoids present in the same extract occurred by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry (HPLC/ESI-HR-MS(2)); this approach allowed the structure resolution of the isobaric flavonoids quercetin-3-O-glucoside and myricetin-3-O-rhamnoside.

Authors+Show Affiliations

Department of Pharmaceutical Sciences Pietro Pratesi, Faculty of Farmacy, University of Milan, Via Mangiagalli 25, 20133 Milan, Italy.No 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

22999301

Citation

Regazzoni, Luca, et al. "A Rapid Profiling of Gallotannins and Flavonoids of the Aqueous Extract of Rhus Coriaria L. By Flow Injection Analysis With High-resolution Mass Spectrometry Assisted With Database Searching." Journal of Pharmaceutical and Biomedical Analysis, vol. 72, 2013, pp. 202-7.
Regazzoni L, Arlandini E, Garzon D, et al. A rapid profiling of gallotannins and flavonoids of the aqueous extract of Rhus coriaria L. by flow injection analysis with high-resolution mass spectrometry assisted with database searching. J Pharm Biomed Anal. 2013;72:202-7.
Regazzoni, L., Arlandini, E., Garzon, D., Santagati, N. A., Beretta, G., & Maffei Facino, R. (2013). A rapid profiling of gallotannins and flavonoids of the aqueous extract of Rhus coriaria L. by flow injection analysis with high-resolution mass spectrometry assisted with database searching. Journal of Pharmaceutical and Biomedical Analysis, 72, 202-7. https://doi.org/10.1016/j.jpba.2012.08.017
Regazzoni L, et al. A Rapid Profiling of Gallotannins and Flavonoids of the Aqueous Extract of Rhus Coriaria L. By Flow Injection Analysis With High-resolution Mass Spectrometry Assisted With Database Searching. J Pharm Biomed Anal. 2013;72:202-7. PubMed PMID: 22999301.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A rapid profiling of gallotannins and flavonoids of the aqueous extract of Rhus coriaria L. by flow injection analysis with high-resolution mass spectrometry assisted with database searching. AU - Regazzoni,Luca, AU - Arlandini,Emanuele, AU - Garzon,Davide, AU - Santagati,Natale Alfredo, AU - Beretta,Giangiacomo, AU - Maffei Facino,Roberto, Y1 - 2012/08/24/ PY - 2012/07/12/received PY - 2012/08/16/revised PY - 2012/08/17/accepted PY - 2012/9/25/entrez PY - 2012/9/25/pubmed PY - 2013/7/19/medline SP - 202 EP - 7 JF - Journal of pharmaceutical and biomedical analysis JO - J Pharm Biomed Anal VL - 72 N2 - Hydrolysable tannins appear to have some extremely important biological roles including antioxidant, antibacterial, anti-inflammatory, anti-hypoglycemic, anti-angiogenic, and anticancer activities. The aim of this work was to set up a flow injection high-resolution mass spectrometric approach combined with database searching to obtain rapidly a profiling of gallotannins and other phenolics in a crude extract from plant tissue. The flow injection analysis (FIA) takes place in an electrospray ionization source of an hybrid orbitrap high resolution mass spectrometry system (ESI-HR-MS/MS(2), resolution 100,000, negative ion mode) and polyphenols are tentatively identified by matching the monoisotopic masses of the spectra with those of polyphenols databases. This leads to the most probable molecular formulas and to the possible structures among those reported in the database. The structures confirmation occurs by the compliance of MS(2) fragments with those of a prediction fragment commercial database. With this method we identified in the aqueous extract of sumac leaves, with a maximum error of 1.7 ppm, a group of ten gallotannins from mono- to deca-galloyl glycosides of the class of hydrolysable tannins and a set of coextracted flavonoid derivatives including myricetin, quercetin-3-O-rhamnoside, myricetin-3-O-glucoside, myricetin-3-O-glucuronide, and myricetin-3-O-rhamnoglucoside. The separation of isomers of gallotannins and flavonoids present in the same extract occurred by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry (HPLC/ESI-HR-MS(2)); this approach allowed the structure resolution of the isobaric flavonoids quercetin-3-O-glucoside and myricetin-3-O-rhamnoside. SN - 1873-264X UR - https://www.unboundmedicine.com/medline/citation/22999301/A_rapid_profiling_of_gallotannins_and_flavonoids_of_the_aqueous_extract_of_Rhus_coriaria_L__by_flow_injection_analysis_with_high_resolution_mass_spectrometry_assisted_with_database_searching_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0731-7085(12)00476-1 DB - PRIME DP - Unbound Medicine ER -