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Sensitive Monitoring of Amygdalin and 5-Hydroxytryptamine in Food Supplements Using HILIC OH5 Chromatography

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Abstract

Amygdalin is a cyanogenic glycoside found in pits and kernels of numerous plants especially from the family Rosaceae. Recently, in some countries, food supplements containing amygdalin have been offered for the use in the alternative cancer treatment. The effectivity of amygdalin in the antitumor therapy remained still questionable. Considering the potential toxicity of amygdalin, it is of a high importance to provide the information of its content in available food supplements. A fast hydrophilic interaction liquid chromatography-high performance liquid chromatography (HILIC-HPLC) method was developed for the analysis of amygdalin and 5-hydroxytryptamine (serotonin), using new Ascentis Express OH5 column (100 × 3.0 mm; 2.7 μm). Mobile phase composed of acetonitrile and 10 mM ammonium acetate pH 3.8, 90:10 (v/v) was used. The developed method was applied to the determination of amygdalin and serotonin in capsules containing apricot kernels and sea buckthorn berries as well as to the determination of amygdalin in apricot kernels and serotonin as a minority compound in sea buckthorn samples for food supplements. The method recovery was in the range 95.25–106.09 % for amygdalin and in the range 97.67–104.30 % for 5-hydroxytryptamine, respectively.

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References

  • American Cancer Society (1991) Unproven methods of cancer management. Laetrile CA Cancer J Clin 41:187–192

    Article  Google Scholar 

  • Baranowska I, Plonka J (2015) Simultaneous determination of biogenic amines and methylxanthines in foodstuff—sample preparation with HPLC-DAD-FL analysis. Food Anal Methods 8(4):963–972

    Article  Google Scholar 

  • Batool F, Shah AH, Ahmed SD, Haleem DJ (2009) Oral supplementation of Sea buckthorn (Hippophae rhamnoides L-spp. Turkestanica) fruit extract modifies haloperidol induced behavioral deficits and increases brain serotonin metabolism. J Food Drug Anal 17(4):257–263

    Google Scholar 

  • Bell DS, Cramer H (2013) Retention and Selectivity of Polar Neutral Molecules in Hydrophilic Interaction Liquid Chromatography (HILIC), Reporter, Applications Newsletter 31.2., Sigma-Aldrich (visited 05/2015)

  • Bolarinwa IF, Orfila C, Morgan MRA (2014) Amygdalin content of seeds, kernels and food products commercially-available in the UK. Food Chem 152:133–139

    Article  CAS  Google Scholar 

  • Bolarinwa IF, Orfila C, Morgan MRA (2015) Determination of amygdalin in apple seeds, fresh apples and processed apple juices. Food Chem 170:437–442

    Article  CAS  Google Scholar 

  • Brad I, Vlasceanu GA, Brad IL, Manea S (2007) Characterization of Sea buckthorn fruits and copses in terms of serotonin and microelements. Innovative Romanian Food Biotechnology 1:24–30

  • Cabooter D, Fanigliulo A, Bellazzi G, Allieri B, Rottigni A, Desmet G (2010) Relationship between the particle size distribution of commercial fully porous and superficially porous high-performance liquid chromatography column packings and their chromatographic performance. J Chromatogr A 1217(45):7074–7081

    Article  CAS  Google Scholar 

  • Cao J, Murch SJ, O’Brien R, Saxena PK (2006) Rapid method for accurate analysis of melatonin, serotonin and auxin in plant samples using liquid chromatography-tandem mass spectrometry. J Chromatogr A 1134(1–2):333–337

    Article  CAS  Google Scholar 

  • Cheng YY, Yang CB, Zhao J, Tse HF, Rong JH (2015) Proteomic identification of calcium-binding chaperone calreticulin as a potential mediator for the neuroprotective and neuritogenic activities of fruit-derived glycoside amygdalin. J Nutr Biochem 26(2):146–154

    Article  CAS  Google Scholar 

  • De Benedetto GE, Fico D, Pennetta A, Malitesta C, Nicolardi G, Lofrumento DD et al (2014) A rapid and simple method for the determination of 3,4-dihydroxyphenylacetic acid, norepinephrine, dopamine, and serotonin in mouse brain homogenate by HPLC with fluorimetric detection. J Pharm Biomed Anal 98:266–270

    Article  Google Scholar 

  • European Pharmacopoeia (2015) 8th Edition. EDQM, Strasbourg Cedex

    Google Scholar 

  • Fekete S, Olah E, Fekete J (2012) Fast liquid chromatography: the domination of core-shell and very fine particles. J Chromatogr A 1228:57–71

    Article  CAS  Google Scholar 

  • Gomez E, Burgos L, Soriano C, Marin J (1998) Amygdalin content in the seeds of several apricot cultivars. J Sci Food Agric 77(2):184–186

    Article  CAS  Google Scholar 

  • Gonzalez-Ruiz V, Olives AI, Martin MA (2015) Core-shell particles lead the way to renewing high-performance liquid chromatography. Trac-Trends Anal Chem 64:17–28

    Article  CAS  Google Scholar 

  • Guiochon G, Gritti F (2011) Shell particles, trials, tribulations and triumphs. J Chromatogr A 1218(15):1915–1938

    Article  CAS  Google Scholar 

  • Hemstrom P, Irgum K (2006) Hydrophilic interaction chromatography. J Sep Sci 29(12):1784–1821

    Article  Google Scholar 

  • Hirowatari Y, Hara K, Kamihata H, Iwasaka T, Takahashi H (2004) High-performance liquid chromatographic method with column-switching and post-column reaction for determination of serotonin levels in platelet-poor plasma. Clin Biochem 37(3):191–197

    Article  CAS  Google Scholar 

  • Huang X, Mazza G (2011) Simultaneous analysis of serotonin, melatonin, piceid and resveratrol in fruits using liquid chromatography tandem mass spectrometry. J Chromatogr A 1218(25):3890–3899

    Article  CAS  Google Scholar 

  • Jandera P (2008) Stationary phases for hydrophilic interaction chromatography, their characterization and implementation into multidimensional chromatography concepts. J Sep Sci 31(9):1421–1437

    Article  CAS  Google Scholar 

  • Kennedy D (1977) Laetrile: The Commissioner's Decision. Federal Register. Docket No. 77-22310

  • Lv WF, Ding MY, Zheng R (2005) Isolation and quantitation of amygdalin in Apricot-kernel and Prunus Tomentosa Thunb. by HPLC with solid-phase extraction. J Chromatogr Sci 43(7):383–387

    Article  Google Scholar 

  • McCalley DV, Neue UD (2008) Estimation of the extent of the water-rich layer associated with the silica surface in hydrophilic interaction chromatography. J Chromatogr A 1192(2):225–229

    Article  CAS  Google Scholar 

  • Milazzo S, Lejeune S, Ernst E (2007) Laetrile for cancer: a systematic review of the clinical evidence. Support Care Cancer 15(6):583–595

    Article  Google Scholar 

  • Mirmiranpour H, Khaghani S, Zandieh A, Khalilzadeh OO, Gerayesh-Nejad S, Morteza A et al (2012) Amygdalin inhibits angiogenesis in the cultured endothelial cells of diabetic rats. Indian J Pathol Microbiol 55(2):211–214

    Article  Google Scholar 

  • Pratuangdejkul J, Nosoongnoen W, Guerin GA, Loric S, Conti M, Launay JM et al (2006) Conformational dependence of serotonin theoretical pK(a) prediction. Chem Phys Lett 420(4–6):538–544

    Article  CAS  Google Scholar 

  • Regalado EL, Schafer W, McClain R, Welch CJ (2013) Chromatographic resolution of closely related species: separation of warfarin and hydroxylated isomers. J Chromatogr A 1314:266–275

    Article  CAS  Google Scholar 

  • Sanchez AC, Friedlander G, Fekete S, Anspach J, Guillarme D, Chitty M et al (2013) Pushing the performance limits of reversed-phase ultra high performance liquid chromatography with 1.3 mu m core-shell particles. J Chromatogr A 1311:90–97

    Article  CAS  Google Scholar 

  • Song ZQ, Xu XH (2014) Advanced research on anti-tumor effects of amygdalin. J Cancer Res Ther 10(5):3–7

    Article  Google Scholar 

  • Soukup J, Jandera P (2014) Adsorption of water from aqueous acetonitrile on silica-based stationary phases in aqueous normal-phase liquid chromatography. J Chromatogr A 1374:102–111

    Article  CAS  Google Scholar 

  • Suchard JR, Wallace KL, Gerkin RD (1998) Acute cyanide toxicity caused by apricot kernel ingestion. Ann Emerg Med 32(6):742–744

    Article  CAS  Google Scholar 

  • Syrigos KN, Rowlinson-Busza G, Epenetos AA (1998) In vitro cytotoxicity following specific activation of amygdalin by beta-glucosidase conjugated to a bladder cancer-associated monoclonal antibody. Int J Cancer 78(6):712–719

    Article  CAS  Google Scholar 

  • Tekes K (2008) HPLC determination of serotonin and its metabolites from human platelet-rich plasma; shift to 5-hydroxytryptophol formation following alcohol consumption. J Chromatogr Sci 46(2):169–173

    Article  CAS  Google Scholar 

  • The International Conference on Harmonisation of Technical Requirements for Registration of Pharmaceuticals for Human Use (ICH). (2003). (Accessed 07/2015) http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q1A_R2/Step4/Q1A_R2__Guideline.pdf

  • Yildirim AN, Akinci-Yildirim F, Polat M, San B, Sesli Y (2014) Amygdalin content in kernels of several almond cultivars grown in Turkey. Hortscience 49(10):1268–1270

    CAS  Google Scholar 

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Acknowledgments

The authors would like to acknowledge the financial support of the project GAČR no. 15-10781S. Martina Parmová would like to acknowledge the financial support of specific research, no. SVV 260 184. The authors would like to gratefully acknowledge Lucie Nováková for the idea to use Ascentis Express OH5 column for the simultaneous determination of serotonin and amygdalin.

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Correspondence to Lucie Havlíková.

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Havlíková, L., Parmová, M., Chocholouš, P. et al. Sensitive Monitoring of Amygdalin and 5-Hydroxytryptamine in Food Supplements Using HILIC OH5 Chromatography. Food Anal. Methods 9, 1849–1856 (2016). https://doi.org/10.1007/s12161-015-0362-9

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  • DOI: https://doi.org/10.1007/s12161-015-0362-9

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