Names | |
---|---|
IUPAC name Drim-7-ene-11,12-dial | |
Systematic IUPAC name (1R,4aS,8aS)-5,5,8a-Trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1,2-dicarbaldehyde | |
Other names Poligodial; Tadeodal; Tadeonal | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C15H22O2 | |
Molar mass | 234.339 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Polygodial is chemical compound found in dorrigo pepper, mountain pepper, horopito, canelo, paracress, water-pepper, and Dendrodoris limbata. [1] [2] [3] [4] [5]
Chemically it is a drimane-type sesquiterpene dialdehyde of formula C15H22O2.
Polygodial elicits a warm and pungent flavour.
The compound activates the TRPA1 pain receptor in nerve endings in the mouth that mediate the sensation of pungency. [6]
The in vitro biological activity of polygodial has been reported in the scientific literature to include antifungal and antimicrobial activities, [7] [8] [9] antihyperalgesia, [10] potent attachment-inhibitory activity, [11] insect antifeedant activity, [12] antinociception, [13] [14] vasorelaxing action in vessels of rabbit and guinea pig, [15] anti-inflammatory and antiallergic activities. [16] [17] [18]
Polygodial’s primary antifungal action is as a nonionic surfactant, disrupting the lipid-protein interface of integral proteins nonspecifically, denaturing their functional conformation. It is also likely that polygodial permeates by passive diffusion across the plasma membrane, and once inside the cells may react with a variety of intracellular compounds. [19]
It is also an insecticide with antifeedant properties, which causes insects to starve.
Pseudowintera is a genus of woody evergreen flowering trees and shrubs, part of family Winteraceae. The species of Pseudowintera are native to New Zealand. Winteraceae are magnoliids, associated with the humid Antarctic flora of the southern hemisphere. Horopito can be chewed for a hot, peppery taste.
Linalool refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. Linalool has multiple commercial applications, the majority of which are based on its pleasant scent. A colorless oil, linalool is classified as an acyclic monoterpenoid. In plants, it is a metabolite, a volatile oil component, an antimicrobial agent, and an aroma compound. Linalool has uses in manufacturing of soaps, fragrances, food additives as flavors, household products, and insecticides. Esters of linalool are referred to as linalyl, e.g. linalyl pyrophosphate, an isomer of geranyl pyrophosphate.
Caryophyllene, more formally (−)-β-caryophyllene (BCP), is a natural bicyclic sesquiterpene that is a constituent of many essential oils, especially clove oil, the oil from the stems and flowers of Syzygium aromaticum (cloves), the essential oil of Cannabis sativa, copaiba, rosemary, and hops. It is usually found as a mixture with isocaryophyllene and α-humulene, a ring-opened isomer. Caryophyllene is notable for having a cyclobutane ring, as well as a trans-double bond in a 9-membered ring, both rarities in nature.
The name Catuaba is used for the infusions of the bark of a number of trees native to Brazil. The most widely used barks are derived from the trees Trichilia catigua and Erythroxylum vaccinifolium. Other catuaba preparations use the bark of trees from the following genera or families: Anemopaegma, Ilex, Micropholis, Phyllanthus, Secondatia, Tetragastris and species from the Myrtaceae. Local synonyms are Chuchuhuasha, Tatuaba, Pau de Reposta, Piratancara and Caramuru.
Triterpenes are a class of terpenes composed of six isoprene units with the molecular formula C30H48; they may also be thought of as consisting of three terpene units. Animals, plants and fungi all produce triterpenes, including squalene, the precursor to all steroids.
Helenalin, or (-)-4-Hydroxy-4a,8-dimethyl-3,3a,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione, is a toxic sesquiterpene lactone which can be found in several plants such as Arnica montana and Arnica chamissonis Helenalin is responsible for the toxicity of the Arnica spp. Although toxic, helenalin possesses some in vitro anti-inflammatory and anti-neoplastic effects. Helenalin can inhibit certain enzymes, such as 5-lipoxygenase and leukotriene C4 synthase. For this reason the compound or its derivatives may have potential medical applications.
Drimys winteri, also known as Winter's bark, foye and canelo, is a slender species of tree in the family Winteraceae, growing up to 20 m (66 ft) tall. It is native to the Magellanic and Valdivian temperate forests of Chile and Argentina, where it is a dominant tree in the coastal evergreen forests. It is found below 1,200 m (3,900 ft) between latitude 32° south and Cape Horn at latitude 56°. In its southernmost natural range it can tolerate temperatures down to −20 °C (−4 °F). The plant is renowned for its phenotypic plasticity being able to grow in different sites from "extreme arid zones to wetlands along Chile". The tree does also grow in places with various types and degrees of competition from other plants.
Hodgkinsine is an alkaloid found in plants of the genus Psychotria, particularly Psychotria colorata, although it is also found in Psychotria lyciiflora and probably other species in this family,
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.
Nigrofomes is a genus of fungi in the family Polyporaceae. It was circumscribed by mycologist William Alphonso Murrill in 1904 with N. melanoporus as the type species. This fungus, first described as Polyporus melanoporus from collections made in Cuba, is common in tropical America. N. nigrivineus, found in Papua New Guinea, was added to the genus in 2013 and N. sinomelanoporus from China was added in 2018.
Jatrorrhizine is a protoberberine alkaloid found in some plant species, such as Enantia chlorantha (Annonaceae). Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, and yatrorizine.
Matrine is an alkaloid found in plants from the genus Sophora. It has a variety of pharmacological effects, including anti-cancer effects, as well as κ-opioid and μ-opioid receptor agonism.
Quercus infectoria or the Aleppo oak is a species of oak well known for producing galls that have been traditionally used for centuries in Asia medicinally while also used in softening leather and in making black dye and ink.
Croton lechleri is a species of flowering plant in the spurge family, Euphorbiaceae, that is native to northwestern South America. It is commonly known as sangre de grado, sangre de drago or sangre de grada. They refer to this tree's thick red latex.
Velleral (2,2,8-trimethyl-3,3a,8,8a-tetrahydro-1H-azulene-5,6-dicarbaldehyde) is a sesquiterpene dialdehyde found in certain mushrooms, like Lactarius torminosus and Lactarius vellereus, after which it was named. The compound is thought to be part of a chemical defense system that protects the mushrooms against predation. First isolated in 1969, and characterized structurally in 1973, velleral has antimicrobial activity. Several syntheses have been devised.
Piper marginatum, the cake bush, Anesi wiwiri, marigold pepper, Ti Bombé in Creole or Hinojo, is a plant species in the genus Piper found in moist, shady spots in the Amazon rainforest in Surinam, French Guiana and Brazil.
Psilostachyins are group of chemical compounds isolated from Ambrosia psilostachya.
Quassinoids are degraded triterpene lactones of the Simaroubaceae plant family grouped into C-18, C-19, C-20, C-22 and C-25 types. The prototypical member of the group, quassin, was first described in the 19th century from plants of the genus Quassia from which it gets its name. It was isolated in 1937, and its structure elucidated in 1961.
Sarcococca saligna, the sweet box or Christmas box, is a species of flowering plant in the family Buxaceae. This shrub is native to northern Pakistan. Its common name in Pakistan is sheha.
Filicin is a chemical compound that has been isolated from ferns of the genus Dryopteris. It has been isolated from the male fern. Filicin has been studied for its anthelmintic activity.