6,6'-Bieckol

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6,6'-Bieckol
6,6'-Bieckol.PNG
Names
IUPAC name
4-(3,5-dihydroxyphenoxy)-9-[6-(3,5-dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-p-dioxin-1-yl]dibenzo-p-dioxin-1,3,6,8-tetrol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
Properties
C36H22O18
Molar mass 742.55 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

6,6'-Bieckol is an eckol-type phlorotannin found in the brown algae Ecklonia cava [1] and Ecklonia stolonifera. [2]

Related Research Articles

Lessoniaceae

Lessoniaceae are a family of kelp. Species of this family have transition zone with intercalary meristem subdivided so that there are a number of secondary stipes in addition to the primary stipe.

Phloroglucinol

Phloroglucinol is an organic compound with the formula C6H3(OH)3. It is a colorless solid. It is used in the synthesis of pharmaceuticals and explosives. Phloroglucinol is one of three isomeric benzenetriols. The other two isomers are hydroxyquinol (1,2,4-benzenetriol) and pyrogallol (1,2,3-benzenetriol). Phloroglucinol, and its benzenetriol isomers, are still defined as "phenols" according to the IUPAC official nomenclature rules of chemical compounds. Many such monophenolics are often termed "polyphenols" by the cosmetic and parapharmaceutical industries, which does not match the scientifically accepted definition.

Arame

Arame, sea oak is a species of kelp, of the brown algae, best known for its use in Japanese cuisine.

Bulbocapnine

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Eisenia arborea, or the southern sea palm, is a dominant species of kelp that is found on the western Pacific coast of North America, from Vancouver Island, Canada south to Mexico's Isla Magdalena and Baja California, as well as in Japan. They are commonly found from the midtidal areas stretching to the subtidal areas. It is an edible seaweed, a source of nutrients for grazing marine invertebrates and a source of alginic acid, a food thickener. Some of the algas have a hollow stipe above its holdfast with two branches terminating in multiple blades. Eisenia arborea is studied in order to predict environmental stress in oceans intertidal zones. Hollow stipes where present when the Eisenia arborea did not receive essential nutrients for its thalli development. Eisenia arborea with hollow stripes are believed to be evolved algae in order to increase their survival in harsh living conditions. They play a huge role in determining environmental stress.

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G-protein coupled receptor 31 also known as 12-(S)-HETE receptor is a protein that in humans is encoded by the GPR31 gene. The human gene is located on chromosome 6q27 and encodes a G-protein coupled receptor protein composed of 319 amino acids.

5-HT<sub>6</sub> receptor

The 5HT6 receptor is a subtype of 5HT receptor that binds the endogenous neurotransmitter serotonin (5-hydroxytryptamine, 5HT). It is a G protein-coupled receptor (GPCR) that is coupled to Gs and mediates excitatory neurotransmission. HTR6 denotes the human gene encoding for the receptor.

<i>Ecklonia cava</i>

Ecklonia cava is an edible marine brown alga species found in the ocean off Japan and Korea. It is used as an herbal remedy in the form of an extract called Seanol, a polyphenolic extract, and Ventol, a phlorotannin-rich natural agent. Phlorotannins, such as fucodiphlorethol G, 7-phloro eckol, 6,6'-bieckol, eckol, 8,8'-bieckol, 8,4"'-dieckol and phlorofucofuroeckol A can be isolated from Ecklonia cava. Other components are common sterol derivatives.

<i>Ecklonia</i>

Ecklonia is a genus of kelp belonging to the family Lessoniaceae.

Phlorotannin

Phlorotannins are a type of tannins found in brown algae such as kelps and rockweeds or sargassacean species, and in a lower amount also in some red algae. Contrary to hydrolysable or condensed tannins, these compounds are oligomers of phloroglucinol (polyphloroglucinols). As they are called tannins, they have the ability to precipitate proteins. It has been noticed that some phlorotannins have the ability to oxidize and form covalent bonds with some proteins. In contrast, under similar experimental conditions three types of terrestrial tannins apparently did not form covalent complexes with proteins.

Eckol

Eckol is a phlorotannin isolated from brown algae in the family Lessoniaceae such as species in the genus Ecklonia such as E. cava or E. kurome or in the genus Eisenia such as Eisenia bicyclis.

Croceitalea is a genus in the phylum Bacteroidetes (Bacteria).

Pedunculagin

Pedunculagin is an ellagitannin. It is formed from casuarictin via the loss of a gallate group.

Phlorofucofuroeckol A

Phlorofucofuroeckol A is a phlorotannin isolated from brown algae species such as Eisenia bicyclis, Ecklonia cava, Ecklonia kurome or Ecklonia stolonifera.

Ecklonia stolonifera is a brown alga species in the genus Ecklonia found in the Sea of Japan. It is an edible species traditionally eaten in Japan.

Ecklonia kurome is a brown alga species in the genus Ecklonia found in the Sea of Japan.

Dieckol

Dieckol is a phlorotannin that can be found in arame, in Ecklonia cava or in Ecklonia stolonifera.

8,8′-Bieckol

8,8'-Bieckol is an eckol-type phlorotannin found in the brown algae Ecklonia cava and Ecklonia kurome.

Eckstolonol

Eckstolonol is a phlorotannin found in the edible brown algae arame and turuarame.

Fucosterol

Fucosterol is a sterol isolated from algae such as Ecklonia cava or Ecklonia stolonifera.

References

  1. Artan, M.; Li, Y.; Karadeniz, F.; Lee, S. H.; Kim, M. M.; Kim, S. K. (2008). "Anti-HIV-1 activity of phloroglucinol derivative, 6,6′-bieckol, from Ecklonia cava". Bioorganic & Medicinal Chemistry. 16 (17): 7921–7926. doi:10.1016/j.bmc.2008.07.078. PMID   18693022.
  2. Lee, M. S.; Shin, T.; Utsuki, T.; Choi, J. S.; Byun, D. S.; Kim, H. R. (2012). "Isolation and Identification of Phlorotannins from Ecklonia stolonifera with Antioxidant and Hepatoprotective Properties in Tacrine-Treated HepG2 Cells". Journal of Agricultural and Food Chemistry. 60 (21): 5340–5349. doi:10.1021/jf300157w. PMID   22587607.