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Glabridin

Glabridin is a phytoestrogen and isoflavonoid originally found in the root of the licorice plant, Glycyrrhiza. Glabridin displays antioxidative, anti-obesity, anti-angiogenic, neuromodulatory, cognition enhancing, and sedative/hypnotic characteristics. In osteoblasts, glabridin downregulates PI3K and Akt and upregulates superoxide dismutase 1 and glutathione peroxidase 4; it also promotes fatty acid oxidation and inhibits adipogenesis. In animal models, this compound improves learning and memory, potentially through positive modulation of the GABA-A receptor. Additionally, glabridin inhibits Rho signaling by decreasing FAK and Src activation, inhibiting cancer cell migration and invasion as well as angiogenesis in vitro and in vivo.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18927459

Cas No.

59870-68-7

Purity

≥98%

Formula

C20H20O4

Formula Wt.

324.37

Chemical Name

4-[(3R)-3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl]-1,3-benzenediol

IUPAC Name

4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

Synonym

(R)-4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl)-1,3-benzenediol

Solubility

DMSO ≥14 mg/mL

Appearance

White to off white powder

Jin Z, Kim S, Cho S, et al. Potentiating Effect of Glabridin on GABAA Receptor-Mediated Responses in Dorsal Raphe Neurons. Planta Med. 2013 Aug 23. [Epub ahead of print]. PMID: 23975867.

Kim HS, Suh KS, Ko A, et al. The flavonoid glabridin attenuates 2-deoxy-D-ribose-induced oxidative damage and cellular dysfunction in MC3T3-E1 osteoblastic cells. Int J Mol Med. 2013 Jan;31(1):243-51. PMID: 23128413.

Ahn J, Lee H, Jang J, et al. Anti-obesity effects of glabridin-rich supercritical carbon dioxide extract of licorice in high-fat-fed obese mice. Food Chem Toxicol. 2013 Jan;51:439-45. PMID: 22967722.

Lee JW, Choe SS, Jang H, et al. AMPK activation with glabridin ameliorates adiposity and lipid dysregulation in obesity. J Lipid Res. 2012 Jul;53(7):1277-86. PMID: 22493094.

Hasanein P. Glabridin as a major active isoflavan from Glycyrrhiza glabra (licorice) reverses learning and memory deficits in diabetic rats. Acta Physiol Hung. 2011 Jun;98(2):221-30. PMID: 21616781.

Tsai YM, Yang CJ, Hsu YL, et al. Glabridin inhibits migration, invasion, and angiogenesis of human non-small cell lung cancer A549 cells by inhibiting the FAK/rho signaling pathway. Integr Cancer Ther. 2011 Dec;10(4):341-9. PMID: 21059620.

GSK-1349572