| Erysimum crepidifolium | |
|---|---|
 | |
Scientific classification  | |
| Kingdom: | Plantae |
| Clade: | Tracheophytes |
| Clade: | Angiosperms |
| Clade: | Eudicots |
| Clade: | Rosids |
| Order: | Brassicales |
| Family: | Brassicaceae |
| Genus: | Erysimum |
| Species: | E. crepidifolium |
| Binomial name | |
| Erysimum crepidifolium | |
Erysimum crepidifolium, the pale wallflower, is a plant species in the crucifer family, Brassicaceae. It is a member of the genus Erysimum , which includes between 150 and 350 species in the Northern Hemisphere. [1]
Erysimum crepidifolium is an annual to short-lived perennial herbaceous plant that has upright stems, reaching a height of up to 60 cm. The leaves are hirsute, with margins ranging from dentate to entire.
Flowering occurs primarily from April until July. More rarely, E. crepidifolium plants also produce flowers in the fall.The odorless flowers are relatively large, reaching lengths of 9 to 15 mm. The four petals have a pale yellow color. There are six anthers. The 20 to 70 mm seed pods are gray-green, four-sided with rounded corners, and have 3 to 5 mm stems.
The species has a 2n = 14 chromosome number. [2]
E. crepidifolium is most easily confused with Erysimum odoratum Ehrh. (syn. Erysimum hieraciifolium L.), [3] [4] and with Erysimum marschallianum Andrz. ex DC. (E. marschallianum, itself, is cited by Malyschev and Peschkova as E. hieraciifolium) [a] The latter, E. marschallianum, is differentiated primarily by the shape of the trichomes.
Erysimum crepidifolium grows in dry meadows, preferring warm, rocky soils. [2] The species occurs naturally from the Balkans and Italy [6] to southern and central Germany. However, it is uncommon in Germany, where it is found most frequently in the middle Saale and Nahe river valleys. [7] [8] Other reported sites are in northern Bavaria and southwestern Germany. It is not native in Switzerland [9] or Austria. [10]
Like most members of the genus Erysimum , E. crepidifolium contains both cardiac glycosides (cardenolides), [11] [12] [13] and glucosinolates. [14]
All parts of E. crepidifolium are toxic due to their cardenolide content. There are at least 20 different cardenolides in the seeds, making up ~3.5% of the total mass. Among these, the most common are erysimoside (~2.3%) and its deglycosylated form helveticoside (0.5–1.2%). [11] [12] The highest concentrations of erysimoside and helveticoside are found during ripening and in drying seeds. [15] Among 48 tested Erysimum species,E. crepidifolium had the highest cardenolide content in the leaves, at least three-fold higher than any of the other species. [16]
Toxicity in humans has not been reported, though mass die-offs of geese are known. Consumption of E. crepidifolium by geese leads to muscle paralysis from which the animals eventually die (hence the German common name "Gänsesterbe“, or geese death, for this species). Rabbits are also considered susceptible, but chickens are reportedly resistant to E. crepidifolium toxicity. [15] [17]
Due to its close phylogenetic relationship with the well-studied model plant species Arabidopsis thaliana, E. crepidifolium has been proposed as a suitable system for investigating the cardenolide biosynthetic pathway. [18] Progesterone 5β-reductase, which was initially proposed as an enzyme of cardenolide biosynthesis in Digitalis, also has been cloned from E. crepidifolium. [18] However, the natural substrate of this E. crepidifolium enzyme has not yet been identified. 3β-Hydroxysteroid dehydrogenases represent another enzyme class that is predicted to be involved in cardenolide biosynthesis. Comparison to A. thaliana genes identified three predicted 3β-hydroxysteroid dehydrogenases in E. crepidifolium (EcHSD1,EcHSD2, and EcHSD3). [19] In vitro assays showed that all three enzymes catalyze the dehydrogenation of pregnenolone and the 3-reduction of 5-α/β-pregnane-3,20-dione. Whereas EcHSD1 expression was not induced by tested stress conditions, EcHSD2 expression was upregulated by osmotic stress, and EcHSD3 expression was upregulated by both osmotic stress and treatment with methyl jasmonate, an endogenous elicitor of chemical defenses in many plant species. [20] Successful propagation of E. crepidifolium as shoot cultures allows the production of uniform plant material for in vitro assays. [21] Expression of two progesterone 5β-reductase and three 3β-hydroxysteroid dehydrogenase genes was detected in shoot cultures. [21]
Erysimum, or wallflower, is a genus of flowering plants in the cabbage family, Brassicaceae. It includes more than 150 species, both popular garden plants and many wild forms. Erysimum is characterised by star-shaped and/or two-sided) trichomes growing from the stem, with yellow, red, pink or orange flowers and multiseeded seed pods.
Androsterone, or 3α-hydroxy-5α-androstan-17-one, is an endogenous steroid hormone, neurosteroid, and putative pheromone. It is a weak androgen with a potency that is approximately 1/7 that of testosterone. Androsterone is a metabolite of testosterone and dihydrotestosterone (DHT). In addition, it can be converted back into DHT via 3α-hydroxysteroid dehydrogenase and 17β-hydroxysteroid dehydrogenase, bypassing conventional intermediates such as androstanedione and testosterone, and as such, can be considered to be a metabolic intermediate in its own right.
3β-Hydroxysteroid dehydrogenase/Δ5-4 isomerase (3β-HSD) is an enzyme that catalyzes the biosynthesis of the steroid progesterone from pregnenolone, 17α-hydroxyprogesterone from 17α-hydroxypregnenolone, and androstenedione from dehydroepiandrosterone (DHEA) in the adrenal gland. It is the only enzyme in the adrenal pathway of corticosteroid synthesis that is not a member of the cytochrome P450 family. It is also present in other steroid-producing tissues, including the ovary, testis and placenta. In humans, there are two 3β-HSD isozymes encoded by the HSD3B1 and HSD3B2 genes.
In enzymology, a 20-α-hydroxysteroid dehydrogenase (EC 1.1.1.149) is an enzyme that catalyzes the chemical reaction
In enzymology, a 3beta-hydroxy-5beta-steroid dehydrogenase (EC 1.1.1.277) is an enzyme that catalyzes the chemical reaction
Erysimum cheiranthoides, the treacle-mustard,wormseed wallflower, or wormseed mustard is a species of Erysimum native to most of central and northern Europe and northern and central Asia. Like other Erysimum species, E. cheiranthoides accumulates two major classes of defensive chemicals: glucosinolates and cardiac glycosides.
Aldo-keto reductase family 1 member C3 (AKR1C3), also known as 17β-hydroxysteroid dehydrogenase type 5 or 3α-hydroxysteroid dehydrogenase type 2 (3α-HSD2) is a steroidogenic enzyme that in humans is encoded by the AKR1C3 gene.
17β-Hydroxysteroid dehydrogenase 2 (17β-HSD2) is an enzyme of the 17β-hydroxysteroid dehydrogenase (17β-HSD) family that in humans is encoded by the HSD17B2 gene.
Aldo-keto reductase family 1 member C4, also known as 3α-Hydroxysteroid dehydrogenase type 1 (3α-HSD1), is an enzyme that in humans is encoded by the AKR1C4 gene. It is known to be necessary for the synthesis of the endogenous neurosteroids allopregnanolone, tetrahydrodeoxycorticosterone, and 3α-androstanediol. It is also known to catalyze the reversible conversion of 3α-androstanediol (5α-androstane-3α,17β-diol) to dihydrotestosterone and vice versa.
Pregnanolone, also known as eltanolone, is an endogenous inhibitory neurosteroid which is produced in the body from progesterone. It is closely related to allopregnanolone, which has similar properties.
5α-Dihydroprogesterone is an endogenous progestogen and neurosteroid that is synthesized from progesterone. It is also an intermediate in the synthesis of allopregnanolone and isopregnanolone from progesterone.
Isopregnanolone, also known as isoallopregnanolone and epiallopregnanolone, as well as sepranolone, and as 3β-hydroxy-5α-pregnan-20-one or 3β,5α-tetrahydroprogesterone (3β,5α-THP), is an endogenous neurosteroid and a natural 3β-epimer of allopregnanolone. It has been reported to act as a subunit-selective negative allosteric modulator of the GABAA receptor, and antagonizes in animals and humans some but not all of the GABAA receptor-mediated effects of allopregnanolone, such as anesthesia, sedation, and reduced saccadic eye movements, but not learning impairment. Isopregnanolone has no hormonal effects and appears to have no effect on the GABAA receptor by itself; it selectively antagonizes allopregnanolone and does not affect the effects of other types of GABAA receptor positive allosteric modulators such as benzodiazepines or barbiturates.
Epipregnanolone, also known as 3β-hydroxy-5β-pregnan-20-one, 3β,5β-tetrahydroprogesterone, or 3β,5β-THP, is an endogenous neurosteroid. It acts as a negative allosteric modulator of the GABAA receptor and reverses the effects of potentiators like allopregnanolone. Epipregnanolone is biosynthesized from progesterone by the actions of 5β-reductase and 3β-hydroxysteroid dehydrogenase, with 5β-dihydroprogesterone as the intermediate in this two-step transformation.
3α-Dihydroprogesterone (3α-DHP), also known as 3α-hydroxyprogesterone, as well as pregn-4-en-3α-ol-20-one, is an endogenous neurosteroid. It is biosynthesized by 3α-hydroxysteroid dehydrogenase from progesterone. 3α-DHP has been found to act as a positive allosteric modulator of the GABAA receptor and is described as being as active as allopregnanolone in regard to this action. In accordance, it has anxiolytic effects in animals. 3α-DHP has also been found to inhibit the secretion of follicle-stimulating hormone (FSH) from the rat pituitary gland, demonstrating possible antigonadotropic properties. Unlike the case of most other inhibitory neurosteroids, 3α-DHP production is not blocked by 5α-reductase inhibitors like finasteride. No data were available on the progestogenic activity of 3α-DHP as of 1977. Levels of 5α-DHP have been quantified.
3β-Dihydroprogesterone (3β-DHP), also known as 3β-hydroxyprogesterone, or pregn-4-en-3β-ol-20-one, is an endogenous steroid. It is biosynthesized by 3β-hydroxysteroid dehydrogenase from progesterone. Unlike 3α-dihydroprogesterone (3α-DHP), 3β-DHP does not act as a positive allosteric modulator of the GABAA receptor, which is in accordance with the fact that other 3β-hydroxylated progesterone metabolites such as isopregnanolone and epipregnanolone similarly do not act as potentiators of this receptor and instead inhibit it as well as reverse the effects of potentiators like allopregnanolone. 3β-DHP has been reported to possess about the same potency as progesterone in a bioassay of progestogenic activity, whereas 3α-DHP was not assessed.
Epietiocholanolone, also known as 3β-hydroxy-5β-androstan-17-one or as etiocholan-3β-ol-17-one, is an etiocholane (5β-androstane) steroid as well as an inactive metabolite of testosterone that is formed in the liver. The metabolic pathway is testosterone to 5β-dihydrotestosterone, 5β-dihydrotestosterone to 3β,5β-androstanediol, and 3β,5β-androstanediol to epietiocholanolone. Epietiocholanolone can also be formed directly from 5β-androstanedione. It is glucuronidated and sulfated in the liver and excreted in urine.
Aldo-keto reductase family 1 (AKR1) is a family of aldo-keto reductase enzymes that is involved in steroid metabolism. It includes the AKR1C and AKR1D subgroups, which respectively consist of AKR1C1–AKR1C4 and AKR1D1. Together with short-chain dehydrogenase/reductases (SDRs), these enzymes catalyze oxidoreductions, act on the C3, C5, C11, C17 and C20 positions of steroids, and function as 3α-HSDTooltip 3α-Hydroxysteroid dehydrogenases, 3β-HSDsTooltip 3β-Hydroxysteroid dehydrogenases, 5β-reductases, 11β-HSDsTooltip 11β-Hydroxysteroid dehydrogenases, 17β-HSDsTooltip 17β-hydroxysteroid dehydrogenases, and 20α-HSDsTooltip 20α-Hydroxysteroid dehydrogenases, respectively. The AKR1C enzymes act as 3-, 17- and 20-ketosteroid reductases, while AKR1D1 acts as the sole 5β-reductase in humans.
Steroidogenic enzymes are enzymes that are involved in steroidogenesis and steroid biosynthesis. They are responsible for the biosynthesis of the steroid hormones, including sex steroids and corticosteroids, as well as neurosteroids, from cholesterol. Steroidogenic enzymes are most highly expressed in classical steroidogenic tissues, such as the testis, ovary, and adrenal cortex, but are also present in other tissues in the body.
Erysimum collinum is a plant species in the family Brassicaceae. It is a member of the genus Erysimum, which includes between 150 and 350 species in the Northern Hemisphere.
3α-Hydroxysteroid dehydrogenase (3α-HSD) is an enzyme (1.1.1.50) that plays a role in the metabolism of steroids and non-steroidal compounds in humans and other species, such as bacteria, fungi, plants, and so on. This enzyme catalyzes the chemical reaction of conversion of 3-ketosteroids into 3α-hydroxysteroids. The enzyme has various protein isoforms (isozymes).
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