Quercinol

Last updated
Quercinol
Quercinol.svg
Names
Preferred IUPAC name
(2S)-2-Methoxy-2-methyl-2H-1-benzopyran-6-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • InChI=1S/C11H12O3/c1-11(13-2)6-5-8-7-9(12)3-4-10(8)14-11/h3-7,12H,1-2H3/t11-/m0/s1
    Key: DLZKKUHAZDHCSL-NSHDSACASA-N
  • C[C@]1(C=CC2=C(O1)C=CC(=C2)O)OC
Properties
C11H12O3
Molar mass 192.214 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Quercinol (a chromene derivative), isolated from the mushroom Daedalea quercina , has in vitro anti-inflammatory activity, and inhibits the enzymes cyclooxygenase 2, xanthine oxidase, and horseradish peroxidase. [1]

Related Research Articles

Nonsteroidal anti-inflammatory drugs (NSAIDs) are members of a drug class that reduces pain, decreases fever, prevents blood clots, and in higher doses, decreases inflammation. Side effects depend on the specific drug but largely include an increased risk of gastrointestinal ulcers and bleeds, heart attack, and kidney disease.

Naproxen A nonsteroidal anti-inflammatory drug (NSAID) used to treat pain, menstrual cramps, inflammatory diseases such as rheumatoid arthritis, gout, and fever

Naproxen, sold under the brand name Aleve among others, is a nonsteroidal anti-inflammatory drug (NSAID) used to treat pain, menstrual cramps, inflammatory diseases such as rheumatoid arthritis, gout and fever. It is taken orally. It is available in immediate and delayed release formulations. Onset of effects is within an hour and last for up to twelve hours.

Anti-inflammatory is the property of a substance or treatment that reduces inflammation or swelling. Anti-inflammatory drugs also called anti-inflammatories, make up about half of analgesics, remedying pain by reducing inflammation as opposed to opioids, which affect the central nervous system to block pain signaling to the brain.

Lactucarium is the milky fluid secreted by several species of lettuce, especially Lactuca virosa, usually from the base of the stems. It is known as lettuce opium because of its putative sedative and analgesic properties. It has also been reported to promote a mild sensation of euphoria. Because it is a latex, lactucarium physically resembles opium, in that it is excreted as a white fluid and can be reduced to a thick smokable solid.

Benzopyran Chemical compound

Benzopyran is a polycyclic organic compound that results from the fusion of a benzene ring to a heterocyclic pyran ring.

Ajulemic acid

Ajulemic acid (AB-III-56, HU-239, IP-751, CPL 7075, CT-3, JBT-101, Anabasum, Resunab) is a synthetic cannabinoid derivative of the THC metabolite 11-nor-9-carboxy-THC that shows anti-fibrotic and anti-inflammatory effects in pre-clinical studies without causing a subjective "high". It is being developed for the treatment of inflammatory and fibrotic conditions such as systemic sclerosis, dermatomyositis and cystic fibrosis. It does not share the anti-emetic effects of some other cannabinoids, but may be useful for treating chronic inflammatory conditions where inflammation fails to resolve. Side effects include dry mouth, tiredness, and dizziness. The mechanism of action is through activation of the CB2 receptor leading to production of specialized proresolving eicosanoids such as lipoxin A4 and Prostaglandin J2. Studies in animals at doses up to 40 mg/kg show minimal psychoactivity of ajulemic acid, compared to that produced by tetrahydrocannabinol. A composition of ajulemic acid named Lenabasum (formerly Anabasum, Resunab) is being developed by Corbus Pharmaceuticals (formerly JB Therapeutics) for the treatment of orphan chronic life-threatening inflammatory diseases.

<i>Daedaleopsis confragosa</i>

Daedaleopsis confragosa, commonly known as the thin walled maze polypore or the blushing bracket, is a species of polypore fungus in the family Polyporaceae. A plant pathogen, it causes a white rot of injured hardwoods, especially willows. The fruit bodies are semicircular and tough, have a concentrically zoned brownish upper surface, and measure up to 20 cm (8 in) in diameter. The whitish underside turns gray-brown as the fruit body ages, but bruises pink or red. It is found all year and is common in northern temperate woodlands of eastern North America, Europe, and Asia. The species was first described from Europe in 1791 as a form of Boletus, and has undergone several changes of genus in its taxonomic history. It acquired its current name when Joseph Schröter transferred it to Daedaleopsis in 1888.

Tolmetin

Tolmetin is a nonsteroidal anti-inflammatory drug (NSAID) of the heterocyclic acetic acid derivative class. It is used primarily to reduce hormones that cause pain, swelling, tenderness, and stiffness in conditions such as osteoarthritis and rheumatoid arthritis, including juvenile rheumatoid arthritis. In the United States it is marketed as Tolectin and comes as a tablet or capsule.

COX-inhibiting nitric oxide donators (CINODs), also known as NO-NSAIDs, are a new class of nonsteroidal anti-inflammatory drug (NSAID) developed with the intention of providing greater safety than existing NSAIDs.

Salsalate

Salsalate is a medication that belongs to the salicylate and nonsteroidal anti-inflammatory drug (NSAID) classes.

Pranoprofen

Pranoprofen (INN) is a nonsteroidal anti-inflammatory drug (NSAID) used in ophthalmology.

Eupatorium toppingianum is a plant species in the family Asteraceae. It contains substituted chromenes which have anti-microbial properties.

<i>Nemapogon cloacella</i> Species of moth

Nemapogon cloacella, the cork moth, is a species of tineoid moth. It belongs to the fungus moth family (Tineidae), and therein to the subfamily Nemapogoninae. Its junior synonym N. infimella was established by G.H. Heydenreich in the 1851 volume of his Lepidopterorum Europaeorum Catalogus Methodicus, but many sources still attribute it to G.A.W. Herrich-Schäffer, who supposedly narrowly beat Heidenreich in (re)describing the species. But as it seems, Herrich-Schäffer was merely one of the first to use the name proposed by Heydenreich, as the volume of his Systematische Bearbeitung der Schmetterlinge von Europa where he discussed the cork moth was not published until 1853 or 1854. That all nonwithstanding, the species had been already validly described by A.H. Haworth in the 1828 volume of Lepidoptera Britannica.

<i>Daedalea</i> Genus of fungi

Daedalea is a genus of fungi in the family Fomitopsidaceae. The genus was circumscribed in 1801 by mycologist Christian Hendrik Persoon, based on the type D. quercina and four other species. The generic name is derived from the Ancient Greek δαιδαλεος.

<i>Daedalea quercina</i>

Daedalea quercina is a species of mushroom in the order Polyporales, and the type species of the genus Daedalea. Commonly known as the oak mazegill or maze-gill fungus, the specific epithet refers to the oak genus Quercus, upon which it frequently grows, causing a brown rot. It is found in Europe, Asia, Northern Africa and Australasia. Though inedible, it can be used as a natural comb and has been the subject of chemical research.

<i>Lenzites warnieri</i> Species of fungus

Lenzites warnieri is a species of fungus in the family Polyporaceae found in parts of Europe, Asia, and northern Africa. The species is a white rot pathogen on living wood. Its corky fruiting bodies in the shape of semicircular plates form on the trunks of several types of deciduous trees growing near water bodies in regions of moist sub-Mediterranean climate. The fruiting body, which has a lamellar fruit layer, produces spores only once.

Sargachromanol Chemical compound

Sargachromanols are a group of related chemical compounds isolated from the brown alga Sargassum siliquastrum. At least 20 members of the class have been identified, named sargachromanol A through T. Sargachromanol G has in vitro anti-inflammatory effects in isolated mouse macrophage cells.

Nemapogon fungivorella is a moth of the family Tineidae. It is found in Denmark, Germany, Poland, Austria, the Czech Republic, Slovakia, Norway, Sweden, Finland, Estonia, Latvia, Ukraine and Russia.

<i>Platygyra daedalea</i> Species of coral

Platygyra daedalea, sometimes known as the lesser valley coral, is a colonial species of stony coral in the family Merulinidae. It occurs on reefs in shallow water in the Indo-Pacific region. It is a common species and the International Union for Conservation of Nature has assessed its conservation status as being of "least concern".

A drug class is a set of medications and other compounds that have similar chemical structures, the same mechanism of action, a related mode of action, and/or are used to treat the same disease.

References

  1. Gebhardt P, Dornberger K, Gollmick FA, Gräfe U, Härtl A, Görls H, Schlegel B, Hertweck C (May 2007). "Quercinol, an anti-inflammatory chromene from the wood-rotting fungus Daedalea quercina (Oak Mazegill)". Bioorg. Med. Chem. Lett. 17 (9): 2558–60. doi:10.1016/j.bmcl.2007.02.008. PMID   17346963.