Determination of Resveratrol and Piceid Isomers in Bee Pollen by Liquid Chromatography Coupled to Electrospray Ionization-Mass Spectrometry

Food Analytical Methods

Volumn 8, Issue 6, 2015, Pages 1565-1575

  Ares, Ana M ^a   Soto, María E ^a,b   Nozal, María J ^a   Bernal, José L ^a   Higes, Mariano ^c   Bernal, José ^a  

^a UNIVERSITY OF VALLADOLID   (Spain)

^b National Autonomous University of Nicaragua   (Nicaragua)

^c JCCM   (Spain)

Author keywords

Bee pollen; LC ESI MS; Piceid isomers; Resveratrol isomers; Solid liquid extraction

Indexed keywords

CHROMATOGRAPHY; ELECTROSPRAY IONIZATION; IONIZATION; IONIZATION OF LIQUIDS; ISOMERS; LIQUID CHROMATOGRAPHY; LIQUIDS; MASS SPECTROMETRY; RESVERATROL; SPECTROMETRY;

BEE POLLEN; LC-ESI-MS; LIQUID EXTRACTION; PICEID ISOMERS; RESVERATROL ISOMERS;

EXTRACTION;

APOIDEA;

EID: 84930478435     PISSN: 19369751     EISSN: 1936976X     Source Type: Journal    
DOI: 10.1007/s12161-014-0048-8     Document Type: Article

References (33)

1. Ballard TS, Mallikarjunan P, Zhou K, O’Keefe S (2010) Microwave-assisted extraction of phenolic antioxidant compounds from peanut skins. Food Chem 120:1185–1192
2. Cacho JI, Campillo N, Viñas P, Hernández-Córdoba M (2013) Stir bar sorptive extraction with gas chromatography-mass spectrometry for the determination of resveratrol, piceatannol and oxyresveratrol isomers in wine. J Chromatogr A 1315:21–27
3. Casas L, Mantell C, Rodríguez M, Martínez de la Ossa EJ, Roldán A, De Ory I, Caro I, Blandino A (2010) Extraction of resveratrol from the pomace of Palomino fino grapes by supercritical carbon dioxide. J Food Eng 96:304–308
4. Costa C, Lodesani M, Maistrello L (2010) Effect of thymol and resveratrol administered with candy or syrup on the development of Nosema ceranae and on the longevity of honeybees (Apis mellifera L.) in laboratory conditions. Apidologie 41:141–150
5. Counet C, Callemien D, Collin S (2006) Chocolate and cocoa: new sources of trans-resveratrol and trans-piceid. Food Chem 98:649–657
6. Cvejic JM, Djekic SV, Petrovic AV, Atanackovic MT, Jovic SM, Brceski ID, Gojkovic-Bukarica LC (2010) Determination of trans- and cis-resveratrol in Serbian commercial wines. J Chromatogr Sci 38:229–234
7. Dias F de S, Silva MF, David JM (2013) Determination of quercetin, gallic acid, resveratrol, catechin and malvidin in Brazilian wines elaborated in the vale do São Francisco using liquid-liquid extraction assisted by ultrasound and GC-MS. Food Anal Methods 6:963–968
8. Di Lecce G, Arranz S, Jáuregui O, Tresserra-Rimbau A, Quifer-Rada P, Lamuela-Raventós RM (2014) Phenolic profiling of the skin, pulp and seeds of Albariño grapes using hybrid quadrupole time-of-flight and triple-quadrupole mass spectrometry. Food Chem 145:874–882
9. Fernández-Mar MI, Mateos R, García-Parrilla MC, Puertas B, Cantos-Villar E (2012) Bioactive compounds in wine: resveratrol, hydroxytyrosol and melatonin: a review. Food Chem 130:797–813
10. Franquet-Griell H, Checa A, Núñez O, Saurina J, Hernández-Cassou Puignou L (2012) Determination of polyphenols in Spanish wines by capillary zone electrophoresis. Application to wine characterization by using chemometrics. J Agric Food Chem 60:8340–8349
11. Grippi F, Crosta L, Aiello G, Tolomeo M, Oliveri F, Gebbia N, Curione A (2008) Determination of stilbenes in Sicilian pistachio by high-performance liquid chromatographic diode array (HPLC-DAD/FLD) and evaluation of eventually mycotoxin contamination. Food Chem 107:483–488
12. Hashim SNNS, Schwarz LJ, Boysen RI, Yang Y, Danylec B, Hearn MTW (2013) Rapid solid-phase extraction and analysis of resveratrol and other polyphenols in red wine. J Chromatogr A 1313:284–290
13. International Conference on Harmonization (2005) ICH Topic Q2 (R1), Validation of Analytical Procedures: Text and Methodology. http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_R1__Guideline.pdf. Accessed 05.11.2014
14. Jaitz L, Siegl K, Eder R, Rak G, Abranko L, Koellensperger G, Hann S (2010) LC–MS/MS analysis of phenols for classification of red wine according to geographic origin, grape variety and vintage. Food Chem 122:366–372
15. Ji M, Li Q, Ji H, Lou H (2014) Investigation of the distribution and season regularity of resveratrol in Vitis amurensis via HPLC–DAD–MS/MS. Food Chem 142:61–65
16. Kačániová K, Rovná K, Arpášová H, Hleba L, Petrová J, Haščík P, Čuboň J, Pavelková A, Chlebo R, Bobková A, Stričik M (2013) The effects of bee pollen extracts on the broiler chicken’s gastrointestinal microflora. Res Vet Sci 95:34–37
17. n and HPLC/DAD-UV. Food Chem 127:727–734
18. Leiro JM, Varela M, Piazzon MC, Arranz JA, Noya M, Lamas J (2010) The anti-inflammatory activity of the polyphenol resveratrol may be partially related to inhibition of tumour necrosis factor-α (TNF-α) pre-mRNA splicing. Mol Immunol 47:1114–1120
19. Liu C, Wang L, Wang J, Wu B, Liu W, Fan P, Liang Z, Li S (2013) Resveratrol in Vitis berry skins and leaves: their extraction and analysis by HPLC. Food Chem 136:643–649
20. Maistrello L, Lodesani M, Costa C, Leonardi F, Marani G, Caldon M, Mutinelli F, Granato A (2008) Screening of natural compounds for the control of Nosema disease in honeybees (Apis mellifera). Apidologie 39:436–445
21. Montsko G, Pour Nikfardjam MS, Szabo Z, Boddi K, Lorand T, Ohmacht R, Mark L (2008) Determination of products derived from trans-resveratrol UV photoisomerisation by means of HPLC–APCI-MS. J Photoch Photobio A 196:44–50
22. Moss R, Mao Q, Taylor D, Saucier C (2013) Investigation of monomeric and oligomeric wine stilbenoids in red wine by ultra-high-performance liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Sp 27:1815–1827
23. Nicoletti I, De Rossi A, Giovinazzo G, Corradini D (2007) Identification and quantification of stilbenes in fruits of transgenic tomato plants (Lycopersicon esculentum Mill.) by reversed phase hplc with photodiode array and mass spectrometry detection. J Agric Food Chem 55:3304–3311
24. Piñeiro Z, Palma M, Barroso CG (2006) Determination of trans-resveratrol in grapes by pressurised liquid extraction and fast high-performance liquid chromatography. J Chromatogr A 1110:61–65
25. Piñeiro Z, Guerrero RR, Fernández-Marin MI, Cantos-Villar E, Palma M (2013) Ultrasound-assisted extraction of stilbenoids from grape stems. J Agric Food Chem 61:12549–12556
26. Porrini MP, Fernández NJ, Garrido PM, Gende LB, Medici SK, Eguaras MJ (2011) In vivo evaluation of antiparasitic activity of plant extracts on Nosema ceranae (Microsporidia). Apidologie 42:700–707
27. Rascón B, Hubbard BP, Sinclair DA, Amdam GV (2012) The lifespan extension effects of resveratrol are conserved in the honey bee and may be driven by a mechanism related to caloric restriction. Aging 4:499–508
28. Rodríguez-Cabo T, Rodríguez I, López P, Ramil M, Cela R (2014) Investigation of liquid chromatography quadrupole time-of-flight mass spectrometry performance for identification and determination of hydroxylated stilbene antioxidants in wine. J Chromatogr A 1337:162–170
29. Shukitt-Hale B, Carey A, Simon L, Mark DA, Joseph JA (2006) Effects of Concord grape juice on cognitive and motor deficits in aging. Nutrition 22:295–302
30. Soto ME, Bernal J, Martín MT, Higes M, Bernal JL, Nozal MJ (2012) Liquid chromatographic determination of resveratrol and piceid isomers in honey. Food Anal Methods 5:162–171
31. Thompson M, Ellison SL, Wood R (2002) Harmonized guidelines for single laboratory validation of methods of analysis (IUPAC Technical Report). Pure Appl Chem 74:835–855
32. Viñas P, Campillo N, Hernández-Pérez M, Hernández-Córdoba M (2008) A comparison of solid-phase microextraction and stir bar sorptive extraction coupled to liquid chromatography for the rapid analysis of resveratrol isomers in wines, musts and fruit juices. Anal Chim Acta 611:119–125
33. Weng C-J, Wu C-F, Huang H-W, Wu C-H, Ho C-T, Yen G-C (2010) Evaluation of anti-invasion effect of resveratrol and related methoxy analogues on human hepatocarcinoma cells. J Agric Food Chem 58:2886–2894