UPLC-MS profiling of low molecular weight phlorotannin polymers in Ascophyllum nodosum, Pelvetia canaliculata and Fucus spiralis

Metabolomics

Volumn 10, Issue 3, 2014, Pages 524-535

  Tierney, Michelle S ^a,b   Soler Vila, Anna ^c   Rai, Dilip K ^a   Croft, Anna K ^b,e   Brunton, Nigel P ^d   Smyth, Thomas J ^a  

^a TEAGASC FOOD RESEARCH CENTRE   (Ireland)

^b BANGOR UNIVERSITY   (United Kingdom)

^c NATIONAL UNIVERSITY OF IRELAND   (Ireland)

^d UNIVERSITY COLLEGE DUBLIN   (Ireland)

^e UNIVERSITY OF NOTTINGHAM   (United Kingdom)

Author keywords

Brown macroalgae; Phlorotannins; Polymers; UPLC MS MS profiling

Indexed keywords

ALCOHOL; ALGAL EXTRACT; ASCOPHYLLUM NODOSUM EXTRACT; FUCOTETRAPHLORETHOL A; FUCOTETRAPHLORETHOL D; FUCOTETRAPHLORETHOL J; FUCUS SPIRALIS EXTRACT; HEXAFUCOL B; ION; PELVETIA CANALICULATA EXTRACT; PHLOROGLUCINOL; PHLOROTANNIN; POLYMER; TANNIN DERIVATIVE; TRIFUCODIPHLORETHOL A; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL STRUCTURE; DRUG PURIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERIZATION; MASS SPECTROMETRY; METABOLITE; METABOLOMICS; MOLECULAR WEIGHT; NONHUMAN; SOLID PHASE EXTRACTION; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

ASCOPHYLLUM NODOSUM; FUCUS SPIRALIS; PELVETIA CANALICULATA;

EID: 84898544487     PISSN: 15733882     EISSN: 15733890     Source Type: Journal    
DOI: 10.1007/s11306-013-0584-z     Document Type: Article

References (27)

1. Bell, D. S., & Jones, A. D. (2005). Solute attributes and molecular interactions contributing to "U-shape" retention on a fluorinated high-performance liquid chromatography stationary phase. Journal of Chromatography A, 1073, 99-109.
2. Blahová, E., Jandera, P., Cacciola, F., & Mondello, L. (2006). Two-dimensional and serial column reversed-phase separation of phenolic antioxidants on octadecyl-, polyethyleneglycol-, and pentafluorophenylpropyl-silica columns. Journal of Separation Science, 29, 555-566.
3. Boettcher, A. A., & Targett, N. M. (1993). Role of polyphenolic molecular size in reduction of assimilation efficiency in Xiphister mucosus. Ecology, 74, 891-903.
4. Colliec, S., Boisson-vidal, C., & Jozefonvicz, J. (1994). A low molecular weight fucoidan fraction from the brown seaweed Pelvetia canaliculata. Phytochemistry (Elsevier), 35, 697-700.
5. Eom, S.-H., Lee, S.-H., Yoon, N.-Y., et al. (2012). α-Glucosidase- and α-amylase-inhibitory activities of phlorotannins from Eisenia bicyclis. Journal of the Science of Food and Agriculture, 92, 2084-2090.
6. n: Approaches to hyaluronidase inhibitory capacity and antioxidant properties. Marine Drugs, 10, 2766-2781.
7. Glombitza, K. W., & Klapperich, K. (1985). Antibiotics from algae. XXXIV. Cleavage of the high-molecular-weight methylated phlorotannin fraction from the brown alga Pelvetia canaliculata. Botanica Marina, XXVIII, 139-144.
8. Grebenstein, N., & Frank, J. (2012). Rapid baseline-separation of all eight tocopherols and tocotrienols by reversed-phase liquid-chromatography with a solid-core pentafluorophenyl column and their sensitive quantification in plasma and liver. Journal of Chromatography A, 1243, 39-46.
9. Kang, S.-M., Heo, S.-J., Kim, K.-N., Lee, S.-H., & Jeon, Y.-J. (2012). Isolation and identification of new compound, 2, 7″-phloroglucinol-6, 6′-bieckol from brown algae, Ecklonia cava and its antioxidant effect. Journal of Functional Foods, 4, 158-166.
10. Koivikko, R., Loponen, J., Pihlaja, K., & Jormalainen, V. (2007). High-performance liquid chromatographic analysis of phlorotannins from the brown alga Fucus Vesiculosus. Phytochemical Analysis, 18, 326-332.
11. Li, Y., Qian, Z.-J., Kim, M.-M., & Kim, S.-K. (2011). Cytotoxic activities of phlorethol and fucophlorethol derivatives isolated from Laminariaceae Ecklonia cava. Journal of Food Biochemistry, 35, 357-369.
12. Marais, M.-F., & Joseleau, J.-P. (2001). A fucoidan fraction from Ascophyllum nodosum. Carbohydrate Research, 336, 155-159.
13. Nagayama, K., Iwamura, Y., Shibata, T., Hirayama, I., & Nakamura, T. (2002). Bactericidal activity of phlorotannins from the brown alga Ecklonia kurome. Journal of Antimicrobial Chemotherapy, 50, 889-890.
14. Novakova, L., Matysova, L., & Solich, P. (2006). Advantages of application of UPLC in pharmaceutical analysis. Talanta, 68, 908-918.
15. Núñeza, O., Gallart-Ayalaa, H., Martinsb, C. P. B., & Luccic, P. (2012). New trends in fast liquid chromatography for food and environmental analysis. Journal of Chromatography A, 1228, 298-323.
16. Nwosu, F., Morris, J., Lund, V. A., Stewart, D., Ross, H. A., & McDougall, G. J. (2010). Anti-proliferative and potential anti-diabetic effects of phenolic-rich extracts from edible marine algae. Food Chemistry, 126, 1006-1012.
17. Pavia, H., Cervin, G., Lindgren, A., & Aberg, P. (1997). Effects of UV-B radiation and simulated herbivory on phlorotannins in the brown alga Ascophyllum nodosum. Marine Ecology Progress Series, 157, 139-146.
18. Ragan, M. A., & Glombitza, K. W. (1986). Phlorotannins, brown algal polyphenols. Progress in Phycological Research, 4, 129-241.
19. Shibata, T., Ishimaru, K., Kawaguchi, S., Yoshikawa, H., & Hama, Y. (2008). Antioxidant activities of phlorotannins isolated from Japanese Laminariaceae. Journal of Applied Phycology, 20, 705-711.
20. Steevensz, A. J., MacKinnon, S. L., Hankinson, R., et al. (2012). Profiling phlorotannins in brown macroalgae by liquid chromatography-high resolution mass spectrometry. Phytochemical Analysis, 3, 547-553.
21. Stern, J. L., Hagerman, A. E., Steinberg, P. D., & Mason, P. K. (1996). Phlorotannin-protein interactions. Journal of Chemical Ecology, 22, 1877-1899.
22. Targett, N. M., Boettcher, A. A., Targett, T. E., & Vrolijk, N. H. (1995). Tropical marine herbivore assimilation of phenolic-rich plants. Oecologia, 103, 170-179.
23. Tierney, M. S., Croft, A. K., & Hayes, M. (2010). A review of antihypertensive and antioxidant activities in macroalgae. Botanica Marina, 53, 387-408.
24. Tierney, M. S., Smyth, T. J., Hayes, M., Soler-Vila, A., Croft, A. K., & Brunton, N. (2013a). Influence of pressurised liquid extraction and solid-liquid extraction on the phenolic content and antioxidant activities of Irish macroalgae. International Journal of Food Science and Technology, 48, 860-869.
25. Tierney, M. S., Smyth, T. J., Rai, D. K., Soler-Vila, A., Croft, A. K., & Brunton, N. (2013b). Enrichment of polyphenol contents and antioxidant activities of Irish brown macroalgae using food-friendly techniques based on polarity and molecular size. Food Chemistry, 139, 753-761.
26. Wang, T., Jónsdóttir, R., Liu, H., et al. (2012). Antioxidant capacities of phlorotannins extracted from the brown algae Fucus vesiculosus. Journal of Agricultural and Food Chemistry, 60, 5874-5883.
27. Wijesinghe, W. A. J. P., Ko, S.-C., & Jeon, Y.-J. (2011). Effect of phlorotannins isolated from Ecklonia cava on angiotensin I-converting enzyme (ACE) inhibitory activity. Nutrition Research and Practice, 5, 93-100.