Glycyrrhizol

Last updated
Glycyrrhizol A
Glycyrrhizol A.png
Names
Preferred IUPAC name
1-Methoxy-2,8-bis(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c] [1]benzopyran-3,9-diol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C26H28O5/c1-14(2)6-8-16-10-18-19-13-30-23-12-21(28)17(9-7-15(3)4)25(29-5)24(23)26(19)31-22(18)11-20(16)27/h6-7,10-12,27-28H,8-9,13H2,1-5H3 Yes check.svgY
    Key: CBPFOSMNDISZLV-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C26H28O5/c1-14(2)6-8-16-10-18-19-13-30-23-12-21(28)17(9-7-15(3)4)25(29-5)24(23)26(19)31-22(18)11-20(16)27/h6-7,10-12,27-28H,8-9,13H2,1-5H3
    Key: CBPFOSMNDISZLV-UHFFFAOYAJ
  • o2c1c(cc(c(O)c1)C\C=C(/C)C)c3c2c4c(OC)c(c(O)cc4OC3)C\C=C(/C)C
Properties
C26H28O5
Molar mass 420.50 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Glycyrrhizol A is a prenylated pterocarpan and an isoflavonoid derivative. It is a compound isolated from the root of the Chinese licorice plant (Glycyrrhiza uralensis).[ citation needed ]

It may has in vitro antibacterial properties. [1] In one study, the strongest antibacterial activity was observed against Streptococcus mutans , an organism known to cause tooth decay in humans. [1]

Related Research Articles

<span class="mw-page-title-main">Antibiotic</span> Antimicrobial substance active against bacteria

An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting bacterial infections, and antibiotic medications are widely used in the treatment and prevention of such infections. They may either kill or inhibit the growth of bacteria. A limited number of antibiotics also possess antiprotozoal activity. Antibiotics are not effective against viruses such as the ones which cause the common cold or influenza. Drugs which inhibit growth of viruses are termed antiviral drugs or antivirals. Antibiotics are also not effective against fungi. Drugs which inhibit growth of fungi are called antifungal drugs.

<span class="mw-page-title-main">Liquorice</span> Root of Glycyrrhiza glabra

Liquorice or licorice is the common name of Glycyrrhiza glabra, a flowering plant of the bean family Fabaceae, from the root of which a sweet, aromatic flavouring is extracted.

<i>Glycyrrhiza</i> Genus of plants

Glycyrrhiza is a genus of about 20 accepted species in the legume family (Fabaceae), with a subcosmopolitan distribution in Asia, Australia, Europe, and the Americas.

<i>Glycyrrhiza uralensis</i> Species of legume

Glycyrrhiza uralensis, also known as Chinese liquorice, is a flowering plant native to Asia. It is used as a sweetener and in traditional Chinese medicine.

Shennong Bencaojing is a Chinese book on agriculture and medicinal plants, traditionally attributed to Shennong. Researchers believe the text is a compilation of oral traditions, written between the first and second centuries AD. The original text no longer exists, but is said to have been composed of three volumes containing 365 entries on medicaments and their description.

<span class="mw-page-title-main">Ononin</span> Chemical compound

Ononin is an isoflavone glycoside, the 7-O-β-D-glucopyranoside of formononetin, which in turn is the 4'-O-methoxy derivative of the parent isoflavone daidzein.

<span class="mw-page-title-main">Hyperoside</span> Chemical compound

Hyperoside is a chemical compound. It is the 3-O-galactoside of quercetin.

<i>Cordia dichotoma</i> Species of plant

Cordia dichotoma is a species of flowering tree in the borage family, Boraginaceae, that is native to the Indomalayan realm, northern Australia, and western Melanesia.

<span class="mw-page-title-main">Licochalcone A</span> Chemical compound

Licochalcone A is a chalconoid, a type of natural phenol. It can be isolated from the root of Glycyrrhiza glabra (liquorice) or Glycyrrhiza inflata. It shows antimalarial, anticancer, antibacterial and antiviral properties in vitro.

<span class="mw-page-title-main">Pterocarpan</span> Class of chemical compounds

Pterocarpans are derivatives of isoflavonoids found in the family Fabaceae. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes which can be formed by coupling of the B ring to the 4-one position.

Glycyrrhiza inflata is a plant species in the genus Glycyrrhiza from China, with common name Chinese licorice. A related species, G. uralensis, however, is more likely the licorice species one finds in traditional Chinese medicine.

<span class="mw-page-title-main">Glabridin</span> Chemical compound

Glabridin is a chemical compound that is found in the root extract of licorice. Glabridin is an isoflavane, a type of isoflavonoid. This product is part of a larger family of plant-derived molecules, the natural phenols. Glabridin effectively inhibits platelet activation, so it might become therapeutic agent for thromboembolic disorders.

<span class="mw-page-title-main">Lipase inhibitors</span>

Lipase inhibitors are substances used to reduce the activity of lipases found in the intestine. Lipases are secreted by the pancreas when fat is present. The primary role of lipase inhibitors is to decrease the gastrointestinal absorption of fats. Fats then tend to be excreted in feces rather than being absorbed to be used as a source of caloric energy, and this can result in weight loss in individuals. These inhibitors could be used for the treatment of obesity, which can subsequently lead to Type 2 diabetes and cardiovascular diseases if not managed. An example of a lipase inhibitor is orlistat.

<span class="mw-page-title-main">Liquiritigenin</span> Chemical compound

Liquiritigenin is a flavanone that was isolated from Glycyrrhiza uralensis, and is found in a variety of plants of the Glycyrrhiza genus, including Glycyrrhiza glabra (licorice). It is an estrogenic compound which acts as a selective agonist of the ERβ subtype of the estrogen receptor (ER), though it is also reported to act as an ERα partial agonist at sufficient concentrations. It also has a choleretic effect.

<span class="mw-page-title-main">Liquiritin</span> Chemical compound

Liquiritin is the 4'-O-glucoside of the flavanone liquiritigenin. Liquiritin is one of flavone compounds derived from licorice.

Liquorice or licorice is the root of Glycyrrhiza glabra from which a somewhat sweet flavor can be extracted.

<span class="mw-page-title-main">Mesir macunu</span> Traditional Turkish sweet

Mesir Macunu is a traditional Turkish sweet associated with the city of Manisa. Earlier versions of Mesir macunu were not sweet, but rather spicy in flavor.

Novosphingobium endophyticum is a Gram-negative, rod-shaped and aerobic bacterium from the genus Novosphingobium which has been isolated from the roots of the plant Glycyrrhiza uralensis from Yuli County in China.

Brucella endophytica is a Gram-negative, aerobic, rod-shaped and bacteria from the genus of Brucella which has been isolated from the roots of the plant Glycyrrhiza uralensis from Yuli County in China.

Pseudoclavibacter endophyticus is a Gram-positive, aerobic, rod-shaped and non-motile bacterium from the genus Pseudoclavibacter which has been isolated from the roots of the plant Glycyrrhiza uralensis from Yili County in China.

References

  1. 1 2 He J, Chen L, Shi W, Lu Q-Y (2006). "Antibacterial Compounds from Glycyrrhiza uralensis". Journal of Natural Products. 69 (1): 121–124. CiteSeerX   10.1.1.552.7335 . doi:10.1021/np058069d. PMID   16441081.