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Dieckol & Eckol

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GENERAL FEATURES

Name: Dieckol & Eckol
Generic name:
IUPAC name:
Trade name: Seanol® is a polyphenol extract derived from a brown alga, Ecklonia cava, consists of phlorotannins including eckol and dieckol.[1]
Source: Eckol is a component of brown seaweed Ecklonia cava[2]
Dieckol can be isolated from the brown alga Eisenia bicyclis[3]
Structure: Dieckol :
[4],[5],[6]
Eckol :
[7],[5]
Chemical Nature: both eckol and dieckol are brown algal phlorotannins[8],[9]
Eckol has dibenzo-1,4-dioxin skeleton[10]
The intrinsic stability of phenolic structures is suggested to be related to antioxidative activity of eckol[11]
Actions
& Indications:
Pharmcological Action-
Antithrombotic and profibrinolytic activity is possessed by both eckol and dieckol[12]
Dieckol is antidiabeti in diabetic mouse model[13]
Preclinical study-
Diekol is shown to stimulate hair growth in a animal model[14]
In a clinical study, efficacy of dieckol in treatment of diabetes is demonstrated[15]
Notes:
REFERENCES
1. Choi HS et al, Seanol® and its major compound, dieckol suppress lipid accumulation during adipogenesis through inhibition of Mitotic Clonal Expansion (MCE) and cell cycle arrest. The FASEB Journal. 2013; 27 ( 1 Supplement).
http://www.fasebj.org/content/27/1_Supplement/1079.29
2. Park E et al, Radioprotective properties of eckol against ionizing radiation in mice. FEBS Letters 2008;582: 925–930.
http://dx.doi.org/10.1016/j.febslet.2008.02.031
3. Fujii Y et al, Evaluation for antioxidative properties of Phlorotannins isolated from the brown alga Eisenia bicyclis, by the H-ORAC Method. Food and Nutrition Sciences 2013; 4: 78-82.
http://dx.doi.org/10.4236/fns.2013.48A010
4. Park E et al, Dieckol rescues mice from lethal irradiation by accelerating hemopoiesis and curtailing immunosuppression. Int. J. Radiat. Biol. 2010;86(10): 848–859.
http://dx.doi.org/10.3109/09553002.2010.487011
5. Shibata T et al, Inhibitory effects of brown algal phlorotannins on secretory phospholipase A2s, lipoxygenases and cyclooxygenases. Journal of Applied Phycology 2003;15: 61–66.
http://dx.doi.org/10.1023/A:1022972221002
6. Wang H, Fu ZM, Han CC, The potential applications of marine bioactives against diabetes and obesity. American Journal of Marine Science 2014;2(1):1-8.
http://dx.doi.org/10.12691/marine-2-1-1
7. Zhang R et al, Eckol protects V79-4 lung fibroblast cells against γ-ray radiation-induced apoptosis via the scavenging of reactive oxygen species and inhibiting of the c-Jun NH2-terminal kinase pathway. European Journal of Pharmacology 2008;591: 114–123.
http://dx.doi.org/10.1016/j.ejphar.2008.06.086
8. Nineteenth International Seaweed Symposium: Proceedings of the 19th International Seaweed Symposium held in Kobe, Japan, 2007, edited by Borowitzka MA et al, Springer, page no. 259.
https://books.google.com.sg/books?id=19mM4xtgfOMC&pg=PA259
9. Ahn GN et al, Antioxidant activities of phlorotannins purified from Ecklonia cava on free radical scavenging using ESR and H2O2-mediated DNA damage. Eur Food Res Technol 2007;226:71–79.
http://dx.doi.org/10.1007/s00217-006-0510-y
10. Fukuyama Y et al, Structure of an anti-plasmin inhibitor, eckol, isolated from the brown alga Ecklonia kurome Okamura and inhibitory activities of its derivatives on plasma plasmin inhibitors. Chem Pharm Bull (Tokyo). 1989 ;37(2):349-53.
http://doi.org/10.1248/cpb.37.349
11. Kang KA et al, Eckol isolated from Ecklonia cava attenuates oxidative stress induced cell damage in lung fibroblast cells. FEBS Letters 2005;579: 6295–6304.
http://dx.doi.org/10.1016/j.febslet.2005.10.008
12. Kim TH, Ku SK, Bae JS, Antithrombotic and profibrinolytic activities of eckol and dieckol. J Cell Biochem. 2012;113(9):2877-83.
http://dx.doi.org/10.1002/jcb.24163
13. Kang MC et al, Dieckol isolated from brown seaweed Ecklonia cava attenuates type ІІ diabetes in db/db mouse model. Food Chem Toxicol. 2013;53:294-8.
http://dx.doi.org/10.1016/j.fct.2012.12.012
14. Kang JI et al, Effect of Dieckol, a component of Ecklonia cava, on the promotion of hair growth. Int. J. Mol. Sci. 2012; 13:6407-6423.
http://dx.doi.org/10.3390/ijms13056407
15. Lee SH, Jeon YJ, Efficacy and safety of a dieckolrich extract (AGdieckol) of brown algae, Ecklonia cava, in prediabetic individuals: a doubleblind, randomized, placebocontrolled clinical trial. Food Funct. 2015;6(3):853-8.
http://dx.doi.org/10.1039/c4fo00940a