Analysis of alkylamides in echinacea plant materials and dietary supplements by ultrafast liquid chromatography with diode array and mass spectrometric detection

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 15, 2011, Pages 8086-8094

  Mudge, Elizabeth ^a   Lopes Lutz, Daise ^a   Brown, Paula ^b   Schieber, Andreas ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

^b BRITISH COLUMBIA INSTITUTE OF TECHNOLOGY   (Canada)

Author keywords

alkylamides; dietary supplements; Echinacea spp.; mass spectrometry; ultrafast liquid chromatography

Indexed keywords

AERIAL PARTS; ALKYLAMIDES; ANALYSIS TIME; ASTERACEAE; CLINICAL TRIAL; COMMERCIAL PRODUCTS; COMPLEX PROFILES; DIETARY SUPPLEMENTS; DIODE ARRAY DETECTION; DIODE ARRAYS; ECHINACEA PURPUREA; ECHINACEA SPP.; ELECTROSPRAY IONIZATION MASS SPECTROMETRY; IMMUNOMODULATORY EFFECTS; MASS SPECTROMETRIC DETECTION; PLANT MATERIAL; ROOT MATERIAL; ULTRA-FAST LIQUID CHROMATOGRAPHY; VERSATILE METHODS;

BIOCHEMISTRY; BLENDING; CHARACTERIZATION; ELECTROSPRAY IONIZATION; ESSENTIAL OILS; FOOD ADDITIVES; LIQUID CHROMATOGRAPHY; LIQUIDS; MASS SPECTROMETRY; NUTRITION; VITAMINS;

QUALITY CONTROL;

AMIDE; PLANT EXTRACT;

ARTICLE; CHEMISTRY; DIET SUPPLEMENTATION; ECHINACEA; ELECTROSPRAY MASS SPECTROMETRY; EVALUATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INSTRUMENTATION; METHODOLOGY;

AMIDES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIETARY SUPPLEMENTS; ECHINACEA; PLANT EXTRACTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

ASTERACEAE; ECHINACEA (ASTERACEAE); ECHINACEA ANGUSTIFOLIA; ECHINACEA PURPUREA;

EID: 79961145002     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf201158k     Document Type: Article

References (30)

1. Blumenthal, M.; Ferrier, G.; Cavaliere, C. Total sales of herbal supplements in United States show steady growth HerbalGram 2006, 71, 64-66
2. Cavaliere, C.; Rea, P.; Lynch, M. E.; Blumenthal, M. Herbal supplement sales experience slight increase in 2008 HerbalGram 2009, 78, 58-61
3. Binns, S. E.; Baum, B. R.; Arnason, J. T. A taxonomic revision of Echinacea (Asteracea:Helianthea) Syst. Bot. 2002, 27, 610-632
4. Wills, R. B. H.; Stuart, D. L. Levels of active constituents in manufactured Echinacea products Chem. Aust. 1998, 65, 17-19
5. Wills, R. B. H.; Stuart, D. L. Alkylamide and cichoric acid levels in Echinacea purpurea grown in Australia Food Chem. 1999, 67, 385-388 (Pubitemid 29469596)
6. Wills, R. B. H.; Stuart, D. L. Effect of handling and storage on alkylamides and cichoric acid in Echinacea purpurea J. Sci. Food Agric. 2000, 80, 1402-1406 (Pubitemid 30411345)
7. Linde, K.; Barrett, B.; Bauer, R.; Melchart, D.; Woelkart, K. Echinacea for preventing and treating the common cold Cochrane Database Syst. Rev. 2006, 25, CD000530
8. Shah, S. A.; Sander, S.; White, C. M.; Rinaldi, M.; Coleman, C. J. Evaluation of Echinacea for the prevention and treatment of the common cold: a meta-analysis Lancet Infect. Dis. 2007, 7, 473-480 (Pubitemid 46962345)
9. Bauer, R.; Remiger, P. TLC and HPLC analysis of alkamides in Echinacea drugs Planta Med. 1989, 55, 367-371
10. Perry, N. B.; Van Klink, J. W.; Burgess, E. J.; Parmenter, C. A. Alkamide levels in Echinacea purpurea: a rapid analytical method revealing differences among roots, rhizomes, stems, leaves and flowers Planta Med. 1997, 63, 58-62 (Pubitemid 27112441)
11. 2 production in RAW264.7 mouse macrophage cells J. Agric. Food Chem. 2007, 55, 7314-7322 (Pubitemid 47492284)
12. Woelkart, K.; Xu, W.; Pei, Y.; Makriyannis, A.; Picone, R. P.; Bauer, R. The endocannabinoid system as a target for alkamides from Echinacea angustifolia roots Planta Med. 2005, 71, 701-705 (Pubitemid 41306187)
13. Hinz, B.; Woelkart, K.; Bauer, R. Alkamides from Echinacea inhibit cyclooxygenase-2 activity in human neuroglioma cells Biochem. Biophys. Res. Commun. 2007, 360, 441-446 (Pubitemid 47030362)
14. Woelkart, K.; Koidl, C.; Grisold, A.; Gangemi, J. D.; Turner, R. B.; Marth, E.; Bauer, R. Bioavailability and pharmacokinetics of alkamides from the roots of Echinacea angustifolia in humans J. Clin. Pharmacol. 2005, 45, 683-689 (Pubitemid 40696211)
15. Cech, N. B.; Eleazer, M. S.; Shoffner, L. T.; Crosswhite, M. R.; Davis, A. C.; Mortenson, A. M. High performance liquid chromatography/electrospray ionization mass spectrometry for simultaneous analysis of alkamides and caffeic acid derivatives from Echinacea purpurea extracts J. Chromatogr., A 2006, 1103, 219-228 (Pubitemid 43071228)
16. Gocan, S.; Radu, L.; Hadaruga, M. Simultaneous analysis by high performance liquid chromatography of hydrophilic compounds and lipophilic compounds (alkamides) from pharmaceutical preparations of Echinacea purpurea root Chromatographia 2003, 57, 677-679 (Pubitemid 36609457)
17. He, X. G.; Lin, L. Z.; Bernart, M. W.; Lian, L. Z. Analysis of alkamides in roots and achenes of Echinacea purpurea by liquid chromatography-electrospray mass spectrometry J. Chromatogr., A 1998, 815, 205-211 (Pubitemid 28352352)
18. Laasonen, M.; Wennberg, T.; Harmia-Pulkkinen, T.; Vuorela, H. Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots Planta Med. 2002, 68, 572-574 (Pubitemid 34774763)
19. Luo, X. B.; Chen, B.; Yao, S. Z.; Zeng, J. G. Simultaneous analysis of caffeic acid derivatives and alkamides in roots and extracts of Echinacea purpurea by high-performance liquid chromatography-photodiode array detection-electrospray mass spectrometry J. Chromatogr., A 2003, 986, 73-81 (Pubitemid 36071536)
20. Mølgaard, P.; Johnsen, S.; Christensen, P.; Cornett, C. HPLC method validated for the simultaneous analysis of cichoric acid and alkamides in Echinacea purpurea plants and products J. Agric. Food Chem. 2003, 51, 6922-6933
21. Spelman, K.; Wetschler, M. H.; Cech, N. B. Comparison of alkylamide yield in ethanolic extracts prepared from fresh versus dry Echinacea purpurea utilizing HPLC-ESI-MS J. Pharm. Biomed. Anal. 2009, 49, 1141-1149
22. Laasonen, M.; Harmia-Pulkkinen, T.; Simard, C. L.; Michiels, E.; Räsänen, M.; Vuorela, H. Fast identification of Echinacea purpurea dried root using near-infrared spectroscopy Anal. Chem. 2002, 74, 2493-2499 (Pubitemid 34602518)
23. Swartz, M. E. UPLC: an introduction and review J. Liq. Chromatogr. Relat. Technol. 2005, 28, 1253-1263
24. Swartz, M. E. Ultra performance liquid chromatography (UPLC): an introduction LCGC North Am. 2005, 5, 8-14 (Pubitemid 40769401)
25. Lopes-Lutz, D.; Mudge, E.; Ippolito, R.; Brown, P.; Schieber, A. Purification of alkylamides from Echinacea angustifolia (DC.) Hell. roots by high-speed counter-current chromatography J. Agric. Food Chem. 2011, 59, 491-494
26. Bauer, R.; Remiger, P.; Wagner, H. Alkamides from the roots of Echinacea angustifolia Phytochemistry 1989, 28, 505-508
27. Bauer, R.; Remiger, P.; Wagner, H. Alkamides from the roots of Echinacea purpurea Phytochemistry 1988, 27, 2339-2342
28. Hiserodt, R. D.; Pope, B. M.; Cossette, M.; Dewis, M. L. Proposed mechanisms for the fragmentation of doubly allylic alkenamides (tingle compounds) by low energy collisional activation in a triple quadrupole mass spectrometer J. Am. Soc. Mass Spectrom. 2004, 15, 1462-1470 (Pubitemid 39311697)
29. Matthias, A.; Blanchfield, J. T.; Penman, K. G.; Toth, I.; Lang, C. S.; De Voss, J. J.; Lehmann, R. P. Permeability studies of alkylamides and caffeic acid conjugates from Echinacea using a Caco-2 cell monolayer model J. Clin. Pharm. Ther. 2004, 29, 7-13 (Pubitemid 38253531)
30. Binns, S. E.; Livesey, J. F.; Arnason, J. T.; Baum, B. R. Phytochemical variation in Echinacea from roots and flowerheads of wild and cultivated populations J. Agric. Food Chem. 2002, 50, 3673-3687 (Pubitemid 34640689)