ChemicalBook Product Catalog Natural Products Xanthones norathyriol

norathyriol

Product Namenorathyriol
CAS3542-72-1
MFC13H8O6
MW260.2
EINECS
MOL File3542-72-1.mol

Chemical Properties

Melting point	320 °C
Boiling point	595.1±50.0 °C(Predicted)
Density	1.766±0.06 g/cm3(Predicted)
solubility	DMSO : 100 mg/mL (384.32 mM; Need ultrasonic)
form	Solid
pka	6.68±0.20(Predicted)
color	White to off-white
InChI	InChI=1S/C13H8O6/c14-5-1-9(17)12-11(2-5)19-10-4-8(16)7(15)3-6(10)13(12)18/h1-4,14-17H
InChIKey	ZHTQCPCDXKMMLU-UHFFFAOYSA-N
SMILES	C1(=O)C2=C(C=C(O)C(O)=C2)OC2=C1C(O)=CC(O)=C2

Usage And Synthesis

Uses

Norathyriol (Mangiferitin) is a natural metabolite of Mangifera. Norathyriol inhibits α-glucosidase in a noncompetitive manner with an IC50 of 3.12μM[1]. Norathyriol inhibits PPARα, PPARβ, and PPARγ with IC50s of 92.8 μM, 102.4 μM, and 153.5 μM, respectively[2]. Antioxidant, anticancer, antimicrobial, anti-inflammatory, anti-bacterial activities.

Definition

ChEBI: A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7. Isolated from Garcinia mangostana and Maclura pomifera, it exhibits inhibitory activity again t protein kinase C.

in vivo

Norathyriol is a natural metabolite of Mangifera in the human intestine with the oral availability and safety^[1].
Norathyriol (0.92, 1.85 and 3.7mg/kg) dose dependently decreased the serum urate levels by 27.0, 33.6 and 37.4%, respectively^[4].

Animal Model:	Adult Kunming mice weighing 18-22g^[4]
Dosage:	0.92, 1.85 and 3.7mg/kg
Administration:	Administered intragastrically; twice daily for five times
Result:	The serum uric acid levels were decreased by 27.0%, 33.6% and 37.4%.

IC 50

PPARα: 92.8 μM (IC₅₀); PPARβ: 102.4 μM (IC₅₀); PPARγ: 153.5 μM (IC₅₀)

References

[1] Zhi-Long Shi, et al. In Vitro and In Vivo Effects of Norathyriol and Mangiferin on α-Glucosidase. Biochem Res Int. 2017;2017:1206015. DOI:10.1155/2017/1206015
[2] Ashley S Wilkinson,et al. Effects of the mango components mangiferin and quercetin and the putative mangiferin metabolite norathyriol on the transactivation of peroxisome proliferator-activated receptor isoforms. J Agric Food Chem. 2008 May 14;56(9):3037-42. DOI:10.1021/jf800046n
[3] Jixia Li, et al. Norathyriol suppresses skin cancers induced by solar ultraviolet radiation by targeting ERK kinases. Cancer Res. 2012 Jan 1;72(1):260-70. DOI:10.1158/0008-5472.CAN-11-2596
[4] Yanfen Niu, et al. Hypouricaemic action of mangiferin results from metabolite norathyriol via inhibiting xanthine oxidase activity. Pharm Biol. 2016 Sep;54(9):1680-6. DOI:10.3109/13880209.2015.1120322

norathyriol

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