Tetrafucol A

Last updated
Tetrafucol A
Tetrafucol A.svg
Names
Preferred IUPAC name
[11,21:23,31:33,41-Quaterphenyl]-12,14,16,22,24,26,32,34,36,42,44,46-dodecol
Other names
Tetrafucol-A
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/C24H18O12/c25-7-1-9(27)17(10(28)2-7)19-13(31)5-15(33)21(23(19)35)22-16(34)6-14(32)20(24(22)36)18-11(29)3-8(26)4-12(18)30/h1-6,25-36H
    Key: OZBVFMWAUXWMKV-UHFFFAOYSA-N
  • Oc3cc(O)cc(O)c3-c4c(O)c(c(O)cc4O)-c(c1O)c(O)cc(O)c1-c2c(O)cc(O)cc2O
Properties
C24H18O12
Molar mass 498.392 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrafucol A is a fucol-type phlorotannin found in the brown algae Ascophyllum nodosum , [1] Analipus japonicus [2] and Scytothamnus australis . [3]

In A. japonicus, 5'-bromo- and 5'-chlorotetrafucol-A can also be detected.

Related Research Articles

<i>Fucus vesiculosus</i> Species of Phaeophyceae

Fucus vesiculosus, known by the common names bladder wrack, black tang, rockweed, ‘’’sea grapes’’’, bladder fucus, sea oak, cut weed, dyers fucus, red fucus and rock wrack, is a seaweed found on the coasts of the North Sea, the western Baltic Sea and the Atlantic and Pacific Oceans. It was the original source of iodine, discovered in 1811, and was used extensively to treat goitre, a swelling of the thyroid gland related to iodine deficiency.

<i>Ascophyllum</i> Species of seaweed

Ascophyllum nodosum is a large, common cold water seaweed or brown alga (Phaeophyceae) in the family Fucaceae, being the only species in the genus Ascophyllum. It is a seaweed that only grows in the northern Atlantic Ocean, also known in localities as feamainn bhuí, rockweed, Norwegian kelp, knotted kelp, knotted wrack or egg wrack. It is common on the north-western coast of Europe including east Greenland and the north-eastern coast of North America, its range further south of these latitudes being limited by warmer ocean waters.

Arame Species of edible kelp

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

<i>Fucus spiralis</i> Species of Phaeophyceae

Fucus spiralis is a species of seaweed, a brown alga, living on the littoral shore of the Atlantic coasts of Europe and North America. It has the common names of spiral wrack and flat wrack.

Wrack (seaweed) Index of plants with the same common name

Wrack is part of the common names of several species of seaweed in the family Fucaceae. It may also refer more generally to any seaweeds or seagrasses that wash up on beaches and may accumulate in the wrack zone.

<i>Ecklonia cava</i> Species of seaweed

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.

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.

The epithallium or epithallus is the outer layer of a crustose coralline alga, which in some species is periodically shed to prevent organisms from attaching to and overgrowing the alga.

<i>Fucus gardneri</i> Species of Phaeophyceae

Fucus gardneri is a species of seaweed, a brown alga living on the littoral shore of the Pacific coasts of North America. It has the common names of rockweed and bladderwrack.

Phlorofucofuroeckol A Chemical compound

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.

Tetraphlorethol C Chemical compound

Tetraphlorethol C is a phlorethol-type phlorotannin found in the brown alga Ascophyllum nodosum. chemically, it is a tetramer of 1,2,3,5-Tetrahydroxybenzene

8,8′-Bieckol Chemical compound

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

Eckstolonol Chemical compound

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

<i>Scytothamnus</i> Genus of algae

Scytothamnus is a brown algae genus in the family Splachnidiaceae.

<i>Scytothamnus australis</i> Species of alga

Scytothamnus australis is a brown alga species in the genus Scytothamnus found in New Zealand. It is a sulphated polysaccharide and the type species in the genus.

<i>Analipus japonicus</i> Species of alga

Analipus japonicus, or sea fir, is a brown alga species in the genus Analipus.

<i>Cystophora retroflexa</i> Species of seaweed

Cystophora retroflexa is a brown alga species in the genus Cystophora. It found is found off the coasts of New Zealand and Australia. It is the type species of the genus. Prefers more sheltered environments compared to other Cystophora species, often found in sheltered reefs from 0 to 12 m in depth.

Fucophlorethol A Chemical compound

Fucophlorethol A is a phlorotannin found in the brown alga Fucus vesiculosus.

Trifucol Chemical compound

Trifucol is a phlorotannin found in the brown algae Scytothamnus australis and Analipus japonicus.

References

  1. Wang, Y.; Xu, Z.; Bach, S.J.; McAllister, T.A. (2008). "Effects of phlorotannins from Ascophyllum nodosum (brown seaweed) on in vitro ruminal digestion of mixed forage or barley grain". Animal Feed Science and Technology. 145 (1–4): 375–395. doi:10.1016/j.anifeedsci.2007.03.013.
  2. Glombitza, KW; Zieprath, G (1989). "Phlorotannins from the Brown Alga Analipus japonicus1". Planta Medica. 55 (2): 171–5. doi:10.1055/s-2006-961916. PMID   17262334.
  3. Glombitza, K.-W.; Pauli, K. (2003). "Fucols and Phlorethols from the Brown Alga Scytothamnus australis Hook. Et Harv. (Chnoosporaceae)". Botanica Marina. 46 (3). doi:10.1515/BOT.2003.028. S2CID   85823627.