Psoralidin
Psoralidin is a phenol originally found in Psoralea coryfolia that exhibits antibacterial, antioxidative, anticancer, and antidepressant activities. Psoralidin is a broad spectrum antibiotic, inhibiting both gram positive and gram negative bacteria. In various cellular models, psoralidin inhibits phosphorylation of IκB kinase, inhibits translocation of NF-κB, downregulates expression of iNOS, and induces expression of quinone reductase. Psoralidin also inhibits activation of EGRF, downregulating MAPK signaling and inhibiting proliferation of androgen-independent prostate cancer cells. In breast cancer stem cells, this compound downregulates Notch1 signaling and induces apoptosis, inhibiting cell growth. Additionally, psoralidin modulates levels of serotonin (5-HT) and dopamine and decreases stress-induced expression of corticotropin-releasing factor (CRF) and adrenocorticotropic hormone (corticotropin; ACTH). In the forced swim test, an animal model of depression-like activity, psoralidin decreased immobility time and increased swimming behavior without affecting general locomotor activity.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18955460
Cas No. |
18642-23-4 |
---|---|
Purity |
≥98% |
Formula |
C20H16O5 |
Formula Wt. |
336.34 |
Chemical Name |
3,9-Dihydroxy-2-(3-methyl-2-butenyl)-6H-benzofuro[3,2-c][1]benzopyran-6-one |
IUPAC Name |
3,9-dihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one |
Synonym |
6-(3-methylbut-2-enyl)coumestrol |
Melting Point |
290-292°C |
Appearance |
Light yellow powder |
Suman S, Das TP, Damodaran C. Silencing NOTCH signaling causes growth arrest in both breast cancer stem cells and breast cancer cells. Br J Cancer. 2013 Nov 12;109(10):2587-96. PMID: 24129237.
Chopra B, Dhingra AK, Dhar KL. Psoralea corylifolia L. (Buguchi) – folklore to modern evidence: review. Fitoterapia. 2013 Oct;90:44-56. PMID: 23831482.
Chiou WF, Don MJ, Liao JF, et al. Psoralidin inhibits LPS-induced iNOS expression via repressing Syk-mediated activation of PI3K-IKK-IκB signaling pathways. Eur J Pharmacol. 2011 Jan 10;650(1):102-9. PMID: 20951127.
Kumar R, Srinivasan S, Pahari P, et al. Activating stress-activated protein kinase-mediated cell death and inhibiting epidermal growth factor receptor signaling: a promising therapeutic strategy for prostate cancer. Mol Cancer Ther. 2010 Sep;9(9):2488-96. PMID: 20736346.
Lee SJ, Nam KW, Mar W. Induction of quinone reductase activity by psoralidin isolated from Psoralea corylifolia in mouse hepa 1c1c7 cells. Arch Pharm Res. 2009 Jul;32(7):1061-5. PMID: 19641888.
Yi LT, Li YC, Pan Y, et al. Antidepressant-like effects of psoralidin isolated from the seeds of Psoralea Corylifolia in the forced swimming test in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2008 Feb 15;32(2):510-9. PMID: 18006202.
Khatune NA, Islam ME, Haque ME, et al. Antibacterial compounds from the seeds of Psoralea corylifolia. Fitoterapia. 2004 Mar;75(2):228-30. PMID: 15030932.