Browse > Article
http://dx.doi.org/10.5657/KFAS.2015.0301

Isolation of Eckol from Ecklonia cava via Centrifugal Partition Chromatography (CPC) and Characterization of it's Anti-inflammatory Activity  

Kim, Yoon Taek (Department of Marine Life Sciences, Jeju National University)
Lee, Ji-Hyeok (Department of Marine Life Sciences, Jeju National University)
Ko, Ju-Young (Department of Marine Life Sciences, Jeju National University)
Oh, Jae-Young (Department of Marine Life Sciences, Jeju National University)
Lee, Won-U (Department of Marine Life Sciences, Jeju National University)
Sok, Chang Hyun (College of Pharmacy, Chungbuk National University)
Hong, Jin Tae (College of Pharmacy, Chungbuk National University)
Jeon, You-Jin (Department of Marine Life Sciences, Jeju National University)
Publication Information
Korean Journal of Fisheries and Aquatic Sciences / v.48, no.3, 2015 , pp. 301-307 More about this Journal
Abstract
Phlorotannins and marine algal polyphenols, including dieckol, 6,6-bieckol, phloroglucinol, phlorofucofuroeckol-A, and eckol, were isolated from brown seaweeds. These compounds have beneficial bioactivities, and Ecklonia cava has become widely used for the extraction and isolation of phlorotannins. Eckol, in particular, has been to shown to have antioxidant, anti-inflammatory, anticoagulatory, and photoprotective properties. However, due to its low abundance in weaweed, the isolation and purification of eckol are difficult. Its limited availability renders the isolation and purification of eckol labor-intensive processes. Centrifugal partition chromatography (CPC) is an efficient technique for the isolation and purification of eckol. In this study, eckol was isolated from the ethyl acetate fraction of the 70% ethanol extract of E. cava using CPC with a two-phase solvent system of a n-hexane:EtOAc:methanol:water (2:8:3:7, v/v) solution. The purity and anti-inflammatory activity of the isolated eckol were verified by high-performance liquid chromatography and by assaying lipopolysaccharide-induced inflammatory responses in an immortalized murine BV2 microglial cell line, respectively. In conclusion, CPC is a useful technique for simple and efficient isolation of eckol from E. cava.
Keywords
Ecklonia cava; Centrifugal Partition Chromatography; Phlorotannin; Eckol; Anti-inflammation;
Citations & Related Records
Times Cited By KSCI : 4  (Citation Analysis)
연도 인용수 순위
1 Balboa EM, Conde E, Moure A, Falque E and Dominguez H. 2013. In vitro antioxidant properties of crude extracts and compounds from brown algae. Food Chem 138, 1764-1785. http://dx.doi.org/10.1016/j.foodchem.2012.11.026.   DOI   ScienceOn
2 Delaunay JC, Castagnino C, Cheze C and Vercauteren J. 2002. Preparative isolation of polyphenolic compounds from Vitis vinifera by centrifugal partition chromatography. J Chromatogr A 964, 123-128.   DOI   ScienceOn
3 Heo SJ, Ko SC, Cha SH, Kang DH, Park HS, Choi YU, Kim DK, Jung WK and Jeon YJ. 2009. Effect of phlorotannins isolated from Ecklonia cava on melanogenesis and their protective effect against photo-oxidative stress induced by UV-B radiation. Toxicol In Vitro 23, 1123-1130. http://dx.doi.org/10.1016/j.tiv.2009.05.013.   DOI
4 Joe MJ, Kim SN, Choi HY, Shin WS, Park GM, Kang DW and Kim YK. 2006. The Inhibitory Effects of eckol and dieckol from Ecklonia stolonifera on the expression of matrix metalloproteinase-1 in human dermal fibroblasts. Biol Pharm Bull 29, 1735-1739.   DOI
5 Jung HA, Hyun SK, Kim HR and Choi JS. 2006. Angiotensinconverting enzyme I inhibitory activity of phlorotannins from Ecklonia stolonifera. Fish Sci 72, 1292-1299.   DOI
6 Jung SA, Kim KBWR, Kim MJ, Kim DH, Chan SW, Kim HJ, Jeong DH, Jeong HY, Kim TW, Cho YJ and Ahn DH. 2012. Trypsin inhibitory activity of water extracts from Ecklonia cava as affected by temperature and pH. J Korean Soc Food Sci Nutr 41, 840-845. http://dx.doi.org/10.3746/jkfn.2012.41.6840.   DOI   ScienceOn
7 Kang KA, Lee KH, Chae SW, Zhang R, Jung MS, Lee YK, Kim SY, Kim HS, Joo HG, Park JW, Ham YM, Lee NH and Hyun JW. 2005. Eckol isolated from Ecklonia cava attenuates oxidative stress induced cell damage in lung fibroblast cells. Febs Lett 579, 6295-6304. http://dx.doi.org/10.1016/j.febslet.2005.10.008.   DOI
8 Kang MC, Wijesinghe W.A.J.P, Lee SH, Kang SM, Ko SC, Yang XD, Kang NL, Jeon BT, Kim JI, Lee DH and Jeon YJ. 2013. Dieckol isolated from brown seaweed Ecklonia cava attenuates type II diabetes in db/db mouse model. Food Chem Toxicol 53, 294-298. http://dx.org/10.1016/j.fct.2012.12.012.   DOI   ScienceOn
9 Kim HS, Zhang C, Lee JH, Ko JY, Kim EA, Kang NL and Jeon YJ. 2014. Evaluation of the biological activities of marine bacteria collected from Jeju Island, Korea, and isolation of active compounds from their secondary metabolites. Fish Aquat Sci 17, 215-222. http://dx.doi.org/10.5657/FAS.2014.0215.   DOI
10 Kim KN, Heo SJ, Yoon WJ, Kang SM, Ahn GN, Yi TH and Jeon YJ. 2010. Fucoxanthin inhibits the inflammatory response by suppressing the activation of $NF-{\kappa}B$ and MAPKs in lipopolysaccharide-induced RAW 264.7 macrophages. Eur J Pharmacol 649, 369-375. http://dx.doi.org/10.1016/j.ejphar.2010.09.032.   DOI
11 Kim SY, Kim EA, Kang MC, Lee JH, Yang HW, Lee JS, Lim TI and Jeon YJ. 2014. Polyphenol-rich fraction from Ecklonia cava (a brown alga) processing by-product reduces LPS-induced inflammation in vitro and in vivo in a zebrafish model. Algae 29, 165-174. http://dx.doi.org/10.4490/algae.2014.29.2.165.   DOI
12 Kim TH and Bae JS. 2010. Ecklonia cava extracts inhibit lipopolysaccharide induced inflammatory responses in human endothelial cells. Food Chem Toxicol 48, 1682-1687. http://dx.doi.org/10.1016/j.fct.2010.03.045.   DOI   ScienceOn
13 Lee JH, Ko JY, Oh JY, Kim CY, Lee HJ, Kim JI and Jeon YJ. 2014. Preparative isolation and purification of phlorotannins from Ecklonia cava using centrifugal partition chromatography by one-step. Food Chem 158, 433-437. http://dx.doi.org/10.1016/j.foodchem.2014.02.112.   DOI   ScienceOn
14 Lee SH, Kim KN, Cha SH, Ahn GN and Jeon YJ. 2006. Comparison of antioxidant activities of enzymatic and methanolic extracts from Ecklonia cava stem and leave. J Korean Soc Food Sci Nutr 35, 1139-1145.   DOI
15 Lee JH, Ko JY, Samarakoon K, Oh JY, Heo SJ, Kim CY, Nah JW, Jang MK and Jeon YJ. 2013. Preparative isolation of sargachromanol E from Sargassum siliquastrum by centrifugal partition chromatography and its anti-inflammatory activity. Food Chem Toxicol 62, 54-60. http://dx.doi.org/10.1016/j.fct.2013.08.010.   DOI   ScienceOn
16 Lee SH, Yong L, Fatih K, Kim MM and Kim SK. 2009. $\alpha$-Glucosidase and $\alpha$-amylase inhibitory activities of phloroglucinal derivatives from edible marine brown alga, Ecklonia cava. J Sci Food Agric 89, 1552-1558. http://dx.doi.org/10.1002/jsfa.3623.   DOI
17 Lee SH, Han JS, Heo SJ, Hwang JY and Jeon YJ. 2010. Protective effects of dieckol isolated from Ecklonia cava against high glucose-induced oxidative stress in human umbilical vein endothelial cells. Toxicol In Vitro 24, 375-381. http://dx.doi.org/10.1016/j.tiv.2009.11.002.   DOI
18 Li Y, Qian ZJ, Ryu BM, Lee SH, Kim MM and Kim SK. 2009. Chemical components and its antioxidant properties in vitro: An edible marine brown alga, Ecklonia cava. Bioorgan ed Chem 17, 1963-1973. http://dx.doi.org/10.1016/j.bmc.2009.01.031.   DOI
19 Moon CJ, Kim SH, Kim JC, Hyun JW, Lee NH, Park JW and Shin TK. 2008. Protective effect of phlorotannin components phloroglucinol and eckol on radiation-induced intestinal injury in mice. Phytother Res 22, 238-242. http://dx.doi.org/10.1002/ptr.2298.   DOI