 | |
| Names | |
|---|---|
| Preferred IUPAC name 3,9-Dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one | |
| Other names 3,9-Dihydroxy-2-prenylcoumestan | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.208.688 |
| UNII | |
| |
| |
| Properties | |
| C20H16O5 | |
| Molar mass | 336.343 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Psoralidin is a naturalphenolic compound found in the seeds ofPsoralea corylifolia.
Psoralidin production starts with a based catalyzed condensation between phenyl acetate and acid chloride. To form the ring of psoralidin, an intramolecular cyclization occurs, finished off by a microwave assisted cross metathesis reaction.[1]
Psoralidin inhibitsforskolin-induced corticotrophin releasing factor gene transcription. Recently, it has shown activityin vitro against gastric, colon, prostate, and breast cancer lines. It has the capability to inhibitprotein tyrosine phosphatase 1B, a key metabolite involved in insulin signaling.[1]
Psoralidin has shown positive results in theforced swim test, a mouse model of antidepressant activity. Psoralidin raised5-hydroxytryptamine and5-hydroxyindoleacetic acid levels in the brain. Dopamine levels changed as well as a result of psoralidin consumption. Stress hormones in mice such asserum corticotropin releasing factor,adrenal corticotropin releasing hormone, andcorticosterone were reduced after psoralidin administration.[2]
Structurally, psoralidin is acoumestanderivative; it has an isopentenyl group at the second carbon position ofcoumestrol. Psoralidin is insoluble in water, makingin vivo studies difficult.[1]
