Norstictic acid

Last updated
Norstictic acid
Norstictic acid.svg
Names
IUPAC name
5,13,17-Trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.03,8.014,18]octadeca-1(11),3,5,7,12,14(18)-hexaene-4-carbaldehyde
Other names
Bryopogonic acid, KBio3_001409
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • InChI=1S/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3
    Key: IEVVSJFLBYOUCJ-UHFFFAOYSA-N
  • InChI=1/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3
    Key: IEVVSJFLBYOUCJ-UHFFFAOYAA
  • CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C4=C(C(=C3C)O)C(=O)OC4O)C=O)O
Properties
C18H12O9
Molar mass 372.285 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

Norstictic acid is a depsidone produced as a secondary metabolites in lichens. [1]

Related Research Articles

<i>Aspicilia</i> Genus of lichens in the family Aspiciliaceae

Aspicilia is a genus of mostly crustose areolate lichens that grow on rock. Most members have black apothecia discs that are slightly immersed in the areolas, hence the common name.

<i>Lobaria pulmonaria</i> Species of lichenised fungus in the family Lobariaceae

Lobaria pulmonaria is a large epiphytic lichen consisting of an ascomycete fungus and a green algal partner living together in a symbiotic relationship with a cyanobacterium—a symbiosis involving members of three kingdoms of organisms. Commonly known by various names like tree lungwort, lung lichen, lung moss, lungwort lichen, oak lungs or oak lungwort, it is sensitive to air pollution and is also harmed by habitat loss and changes in forestry practices. Its population has declined across Europe and L. pulmonaria is considered endangered in many lowland areas. The species has a history of use in herbal medicines, and recent research has corroborated some medicinal properties of lichen extracts.

Depside

A depside is a type of polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond. Depsides are most often found in lichens, but have also been isolated from higher plants, including species of the Ericaceae, Lamiaceae, Papaveraceae and Myrtaceae.

<i>Niebla</i> (lichen) Genus of lichen

Niebla is a genus of yellow-green fruticose lichens that grow on rocks, trees, and shrubs within the fog zone of coastal North America, or more narrowly defined to occur on rocks and soil along the Pacific Coast from Mendocino County in California south to Baja California Sur.

A spot test in lichenology is a spot analysis used to help identify lichens. It is performed by placing a drop of a chemical on different parts of the lichen and noting the colour change associated with application of the chemical. The tests are routinely encountered in dichotomous keys for lichen species, and they take advantage of the wide array of lichen products produced by lichens and their uniqueness among taxa. As such, spot tests reveal the presence or absence of chemicals in various parts of a lichen. They were first proposed by the botanist William Nylander in 1866.

<i>Lobothallia alphoplaca</i> Species of lichen

Lobothallia alphoplaca, the variable sunken disk lichen, is a creamy gray to brown, placoidioid areolate lichen that grows on rock in on rock and sometimes moss. It prefers growing on siliceous rocks. It is found in Europe, central Asia, and North America, where it grows in the southwestern deserts to central California. The center has numerous crowded and deformed apothecia with rims of thallus-like tissue (lecanorine). With dark reddish or grayish brown to black discs. Lichen spot tests on the thallus and apothecia are C−, and KC−, with tests on the cortex K+ red, P+ orange, or K−, P− and on the medulla K+ red, and P+ orange. It produces norstictic acid, constictic acid, or salazinic acid as secondary metabolites.

Depsidones are chemical compounds that are sometimes found as secondary metabolites in lichens. They are esters that are both depsides and cyclic ethers. An example is norstictic acid.

Vermilacinia cephalota is a fruticose lichen usually found on trees, shrubs and wooden fences in the fog regions along the Pacific Coast of North America from southeastern Alaska to the Vizcaíno Peninsula of Baja California.

Vermilacinia cerebra is a fruticose lichen that grows on trees and shrubs in the fog regions along the Pacific Coast of North America from the Channel Islands and mainland California near Los Angeles to southern Baja California, also occurring in South America in the Antofagasta Province of northern Chile. The epithet is in reference to the apical swollen lobes that resemble the cerebrum of the brain.

Vermilacinia leopardina is a fruticose lichen usually that grows abundantly on the branches of shrubs in the fog regions along the Pacific Coast of North America, in the Channel Islands and on the mainland of California from Santa Barbara County south to the Vizcaíno Peninsula of Baja California. The species is also reported to occur in Chile, based on a single specimen mounted on a large index card off to one corner with the type (biology) of Usnea tumidula in the center and bottom ; it is possible that the specimen of V. leopardina was from North America and placed on the card for the purpose of making a comparison to the type for Usnea tumidula, which was annotated Ramalina ceruchis var. gracilior Muell.Arg., a name of uncertain status. The epithet, leopardina, is in reference to the black transverse bands and irregularly shaped black spots commonly seen on the thallus branches that obviously imply a similarity to the leopard animal, while also making comparative distinctions to other black banded species: V. tigrina and V. zebrina, obviously to a tiger and zebra, and to V. leonis, obviously a lion, which has no black stripes.

Vermilacinia tigrina is a fruticose lichen that grows on branches of shrubs and on earth among cactus and shrubs in the fog regions along the Pacific Coast of North America and South America; in North America found in the Channel Islands and near San Diego, California, and in central and southern Baja California; in South America from Peru to Chile. The epithet is in reference to the irregular black spots or bands on the thallus branches.

Niebla arenaria is a fruticose lichen that grows along the Pacific Coast of North America in the fog regions of the northern peninsula of Baja California from near Colonet south to Morro Santo Domingo. The epithet, arenaria, is in regard to the species growing on sand.

Niebla josecuervoi is a fruticose lichen that grows on rock, stony soil and sand along the Pacific Coast of northern Baja California from near Misión San Vicente Ferrer to Punta Santa Rosalilillita. The epithet, josecuervoi is in honor of a field assistant, “Jose Cuervo”.

Niebla spatulata is a fruticose lichen that grows on small rocks along the foggy Pacific Coast of central Baja California in the Vizcaíno Desert. The epithet, spatulata is in reference to the flattened branches of the thallus, in contrast to another similar species, Niebla flabellata.

Remototrachyna is a genus of foliose lichens in the large family Parmeliaceae. It was separated from the genus Hypotrachyna based on the structure of the excipulum and genetic differences.

John Alan (Jack) Elix emeritus professor in chemistry at the Australian National University, is an organic chemist who has contributed in many fields: lichenology, lichen chemotaxonomy, plant physiology and biodiversity and natural product chemistry. He has authored 2282 species names, and 67 genera in the field of mycology.

Japewiella dollypartoniana is a species of crustose lichen in the family Lecanoraceae. It is widely distributed in the Appalachian Mountains of eastern North America, and has also been reported from Ontario, Canada. The lichen grows on tree branches and sapling and shrub stems at middle to high elevations.

Salazinic acid Chemical compound found in some lichens

Salazinic acid is a depsidone with a lactone ring. It is found in some lichens, and is especially prevalent in Parmotrema and Bulbothrix, where its presence or absence is often used to help classify species in those genera.

Psiloparmelia salazinica is a species of foliose lichen in the family Parmeliaceae. It is found in South America.

Subpsoromic acid Chemical compound

Subpsoromic acid is a depsidone with the molecular formula C17H12O8 which has been isolated from the lichen Ocellularia praestans.

References

  1. Markus Hauck; Sascha-René Jürgens; Christoph Leuschner (May 2010). "Norstictic acid: Correlations between its physico-chemical characteristics and ecological preferences of lichens producing this depsidone". Environmental and Experimental Botany. 68 (3): 309–313. doi:10.1016/j.envexpbot.2010.01.003.