Obtusifolin

• CAT Number: M002479
• CAS Number: 477-85-0
• Molecular Formula: C16H12O5
• Molecular Weight: 284.267
• Purity: ≥95%
• Synonyms: Obtusifolin;2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione;9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-;Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-;Obtusifolin (anthraquinone);2,8-Dihydroxy-1-Methoxy-3-Methylanthraquinone
• Target: NF-κB
• Storage: Store at -20C
• IUPAC Name: 2,8-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O5/c1-7-6-9-12(16(21-2)13(7)18)15(20)11-8(14(9)19)4-3-5-10(11)17/h3-6,17-18H,1-2H3
• InChIKey: NYRXUBDGDSRBGB-UHFFFAOYSA-N
• SMILES: CC1=C(C(=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)O)OC)O

Obtusifolin (CAS 477-85-0) is a novel anti-breast-cancer bone metastasis agent, which has antioxidant, and antinociceptive properties.Obtusifolin has beneficial effects on the development of diabetic retinopathy via inhibition of accumulation of oxidatively modified DNA and nitrotyrosine in the retina, can help prevent vision loss in diabetic patients. Gluco-Obtusifolin and its aglycone may be useful for the treatment of cognitive impairment, and that its beneficial effects are mediated, in part, by the enhancement of cholinergic signaling.

Reference

1: Tang Y, Zhong Z. Obtusifolin treatment improves hyperlipidemia and hyperglycemia: possible mechanism involving oxidative stress. Cell Biochem Biophys. 2014 Dec;70(3):1751-7. PubMed PMID: 25015065.
2: He ZW, Wei W, Li SP, Ling Q, Liao KJ, Wang X. Anti-allodynic effects of obtusifolin and gluco-obtusifolin against inflammatory and neuropathic pain. Biol Pharm Bull. 2014;37(10):1606-16. Epub 2014 Jul 25. PubMed PMID: 25070277.
3: Kim DH, Hyun SK, Yoon BH, Seo JH, Lee KT, Cheong JH, Jung SY, Jin C, Choi JS, Ryu JH. Gluco-obtusifolin and its aglycon, obtusifolin, attenuate scopolamine-induced memory impairment. J Pharmacol Sci. 2009 Oct;111(2):110-6. PubMed PMID: 19834282.
4: Hsu YL, Tsai EM, Hou MF, Wang TN, Hung JY, Kuo PL. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein. J Agric Food Chem. 2014 Dec 10;62(49):11933-40. doi: 10.1021/jf5042905. Epub 2014 Dec 2. PubMed PMID: 25415928.
5: Zhuang SY, Wu ML, Wei PJ, Cao ZP, Xiao P, Li CH. Changes in Plasma Lipid Levels and Antioxidant Activities in Rats after Supplementation of Obtusifolin. Planta Med. 2016 Apr;82(6):539-43. doi: 10.1055/s-0042-102458. Epub 2016 Mar 22. PubMed PMID: 27002399.
6: Hou B, He S, Gong Y, Li Z. Effect of obtusifolin administration on retinal capillary cell death and the development of retinopathy in diabetic rats. Cell Biochem Biophys. 2014 Dec;70(3):1655-61. doi: 10.1007/s12013-014-0109-z. PubMed PMID: 25030406.
7: TAKIDO M. Studies on the constituents of the seeds of Cassia obtusifolia L. I. The structure of obtusifolin. Chem Pharm Bull (Tokyo). 1958 Aug;6(4):397-400. PubMed PMID: 13585518.
8: Hänsel R, Ohlendorf D, Pelter A. [Obtusifolin, a flavonone with a biogenetically unusual C9-unit]. Z Naturforsch B. 1970 Sep;25(9):989-94. German. PubMed PMID: 4394593.