Fast determination of harmala alkaloids in edible algae by capillary electrophoresis mass spectrometry
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  • 作者:Marcos Tascon ; Fernando Benavente…
  • 关键词:Capillary electrophoresis ; Mass spectrometry ; MS–MS ; Undaria pinnatifida ; Harmala alkaloids ; Validation
  • 刊名:Analytical and Bioanalytical Chemistry
  • 出版年:2015
  • 出版时间:May 2015
  • 年:2015
  • 卷:407
  • 期:13
  • 页码:3637-3645
  • 全文大小:844 KB
  • 参考文献:1.Adhami H-R, Farsam H, Krenn L (2011) Screening of medicinal plants from Iranian traditional medicine for acetylcholinesterase inhibition. Phytother Res 25:1148-152. doi:10.-002/?ptr.-409 View Article
    2.Arribam AF, Lizcano JM, Balsa MD, Unzeta M (1994) Inhibition of monoamine oxidase from bovine retina by β-carbolines. J Pharm Pharmacol 46:809-13View Article
    3.May T, Pawlik M, Rommelspacher H (1991) [3H]Harman binding experiments. II: regional and subcellular distribution of specific [3H] harman binding and monoamine oxidase subtypes A and B activity in marmoset and rat. J Neurochem 56:500-08View Article
    4.Herraiz T, González D, Ancín-Azpilicueta C et al (2010) beta-Carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO). Food Chem Toxicol 48:839-45. doi:10.-016/?j.?fct.-009.-2.-19 View Article
    5.Kartal M, Altun ML, Kurucu S (2003) HPLC method for the analysis of harmol, harmalol, harmine and harmaline in the seeds of Peganum harmala L. J Pharm Biomed Anal 31:263-69View Article
    6.Frison G, Favretto D, Zancanaro F et al (2008) A case of beta-carboline alkaloid intoxication following ingestion of Peganum harmala seed extract. Forensic Sci Int 179:37-3. doi:10.-016/?j.?forsciint.-008.-5.-03 View Article
    7.Yritia M, Riba J, Castillo A et al (2002) Determination of N, N-dimethyltryptamine and b-carboline alkaloids in human plasma following oral administration of Ayahuasca. J Chromatogr B 779:271-81View Article
    8.McKenna DJ (2004) Clinical investigations of the therapeutic potential of ayahuasca: rationale and regulatory challenges. Pharmacol Ther 102:111-29. doi:10.-016/?j.?pharmthera.-004.-3.-02 View Article
    9.McIlhenny EH, Riba J, Barbanoj MJ et al (2012) Methodology for determining major constituents of ayahuasca and their metabolites in blood. Biomed Chromatogr 26:301-13. doi:10.-002/?bmc.-657
    10.Pfau W, Skog K (2004) Exposure to beta-carbolines norharman and harman. J Chromatogr B 802:115-26. doi:10.-016/?j.?jchromb.-003.-0.-44 View Article
    11.Herraiz T (2000) Tetrahydro-beta-carbolines, potential neuroactive alkaloids, in chocolate and cocoa. J Agric Food Chem 48:4900-904View Article
    12.Herraiz T, Chaparro C (2006) Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee. Life Sci 78:795-02. doi:10.-016/?j.?lfs.-005.-5.-74 View Article
    13.Koleva II, van Beek T, Soffers AEMF et al (2012) Alkaloids in the human food chain–natural occurrence and possible adverse effects. Mol Nutr Food Res 56:30-2. doi:10.-002/?mnfr.-01100165 View Article
    14.Louis ED, Michalec M, Jiang W et al (2014) Elevated blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations in Parkinson’s disease. Neurotoxicology 40:52-6. doi:10.-016/?j.?neuro.-013.-1.-05 View Article
    15.European Food Safety Authority E (2012) Compendium of botanicals reported to contain naturally occuring substances of possible concern for human health when used in food and. EFSA J 10:2663-723. doi:10.-903/?j.?efsa.-012.-663
    16.Perrin DD (1957) The dissociation constants of perlolidene and harmol. N Z J Sci Technol 388:688-94
    17.Douglas KT, Sharma RS, Walmsley JF, Hider RC (1983) Ionization processes of some harmala alkaloids. Mol Pharmacol 23:614-18
    18.Balón M, Hidalgo J, Guardado P et al (1993) Acid-base and spectral properties of b-carbolines. Part 2. Dehydro and fully aromatic b-carbolines. J Chem Soc Perkin Trans 2:99-04. doi:10.-039/?p29930000099 View Article
    19.Herraiz T, Ough CS (1994) Separation and characterization of 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acids by HPLC and GC-MS. Identification in wine samples. Am J Enol Vitic 45:92-01
    20.González-Ruiz V, Olives AI, Martín MA (2011) SPE/RP-HPLC using C1 columns: an environmentally friendly alternative to conventional reverse-phase separations for quantitation of beta-carboline alkaloids in human serum samples. Anal Bioanal Chem 400:395-01. doi:10.-007/?s00216-010-4562-2 View Article
    21.Zhao T, Zheng S-S, Zhang B-F et al (2012) Metabolic pathways of the psychotropic-carboline alkaloids, harmaline and harmine, by liquid chromatography/mass spectrometry and NMR spectroscopy. Food Chem 134:1096-105. doi:10.-016/?j.?foodchem.-012.-3.-24 View Article
    22.Li S, Liu W, Teng L et al (2014) Metabolites identification of harmane in vitro/in vivo in rats by ultra-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J Pharm Biomed Anal 92:53-2. doi:10.-016/?j.?jpba.-014.-1.-03 View Article
    23.Unger M, St?ckigt D, Belder D, St?ckigt J (1997) General approach for the analysis of various alkaloid classes using capillary electrophoresis and capillary electrophoresis-mass spectrometry. J Chromatogr A 767:263-76. doi:10.-016/?S0021-9673(96)01013-8 View Article
    24.Cheng J, Mitchelson KR (1997) Improved se
  • 作者单位:Marcos Tascon (1)
    Fernando Benavente (3)
    Victoria M. Sanz-Nebot (3)
    Leonardo G. Gagliardi (1) (2)

    1. Laboratorio de Investigación y Desarrollo de Métodos Analíticos (LIDMA), Universidad Nacional de La Plata, Calle 47 y 115, 1900, La Plata, Buenos Aires, Argentina
    3. Departamento de Química Analítica, Nutrition and Food Safety Research Institute (INSA-UB), Universidad de Barcelona, Av. Diagonal 645, 08028, Barcelona, Espa?a
    2. Centro de Investigación y Desarrollo en Tecnología de Pinturas (CIDEPINT-CIC-CONICET), Av. 52 y 120, 1900, La Plata, Buenos Aires, Argentina
  • 刊物类别:Chemistry and Materials Science
  • 刊物主题:Chemistry
    Analytical Chemistry
    Food Science
    Inorganic Chemistry
    Physical Chemistry
    Monitoring, Environmental Analysis and Environmental Ecotoxicology
  • 出版者:Springer Berlin / Heidelberg
  • ISSN:1618-2650
文摘
The use of algae as a foodstuff is rapidly expanding worldwide from the East Asian countries, where they are also used for medical care. Harmala alkaloids (HAlk) are a family of bioactive compounds found in the extracts of some plants, including wakame (Undaria pinnatifida), an edible marine invasive algae. HAlks are based on a characteristic β-carboline structure with at least one amino ionizable group. In this work, we report the successful separation of a mixture of six HAlks (harmine, harmaline, harmol, harmalol, harmane, and norharmane) by capillary electrophoresis ion-trap mass spectrometry (CE-IT-MS) in less than 8?min. Optimum separation in fused-silica capillaries and detection sensitivity in positive-ion mode were achieved using a background electrolyte (BGE) with 25?mmol?L? ammonium acetate (pH?7.8) and 10?% (v/v) methanol, and a sheath liquid with 60:40 (v/v) isopropanol–water and 0.05?% (v/v) formic acid. The separation method was validated in terms of linearity, limits of detection and quantification, repeatability, and reproducibility. Later, a sample pretreatment was carefully optimized to determine HAlks in commercial wakame samples with excellent recovery and repeatability. For the complex wakame extracts, the MS–MS fragmentation patterns of the different HAlks were useful to ensure a reliable identification. The complete procedure was validated using the standard-addition calibration method, determining matrix effects on the studied compounds. Harmalol, harmine, and harmaline were naturally present in the samples and were quantified at very low concentrations, ranging from 7 to 24?μg?kg? dry algae.

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