79595-97-4

Usage

Uses

Used in Pharmaceutical and Nutraceutical Industries:
Norbergenin is used as a therapeutic agent for its potential health benefits, including antioxidant, anti-inflammatory, and neuroprotective properties. Its potential to inhibit the growth of cancer cells has attracted interest in these industries for the development of new treatments and health products.
Used in Anticancer Applications:
Norbergenin is being studied for its potential as an anticancer agent, with research suggesting its ability to inhibit the growth of cancer cells. This makes it a promising candidate for further investigation and development in the field of oncology.
Used in Antioxidant and Anti-inflammatory Applications:
Due to its antioxidant and anti-inflammatory properties, norbergenin is being explored for its potential use in treating various conditions related to oxidative stress and inflammation. This includes its potential application in the development of treatments for chronic diseases and inflammatory disorders.

InChI:InChI=1/C13H14O9/c14-2-5-8(17)10(19)12-11(21-5)6-3(13(20)22-12)1-4(15)7(16)9(6)18/h1,5,8,10-12,14-19H,2H2/t5-,8-,10+,11+,12-/m0/s1

Upstream product

• 477-90-7 bergenin 
• 477-90-7 bergenin 

Downstream Products

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 646999-66-8 Hexanoic acid (6aS,7S,7aR,11aR,12aS)-1,2,3-tris-benzyloxy-9-(4-methoxy-phenyl)-5-oxo-6a,7,7a,11,11a,12a-hexahydro-5H-6,8,10,12-tetraoxa-benzo[a]anthracen-7-yl ester 
• 646998-81-4 Hexanoic acid (2R,3S,4S,4aR,10bS)-8,9,10-tris-benzyloxy-3,4-dihydroxy-6-oxo-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromen-2-ylmethyl ester 
• 646999-29-3 (6aR,7S,7aS,11aR,12aS)-1,2,3-Tris-benzyloxy-7-hydroxy-9-(4-methoxy-phenyl)-6a,7,7a,11,11a,12a-hexahydro-6,8,10,12-tetraoxa-benzo[a]anthracen-5-one 
• 571146-93-5 (2R,3S,4S,4aR,10bS)-8,9,10-Tris-benzyloxy-3,4-dihydroxy-2-hydroxymethyl-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one 

Relevant academic research and scientific papers

Hypervalent iodine-mediated oxygenative phenol dearomatization reactions

Both λ3- and λ5-iodanes have proven to be useful reagents in the oxygenative dearomatization of phenols, and exploitations of their chemistry in the conception of both substrate- and reagent-controlled asymmetric variants of such a transformation of great value for natural product synthesis have shown evident signs of success. Moreover, the use of stabilized IBX (i.e., SIBX) in our methodology for O-demethylation of 2-methoxyphenols, which relies on the same key oxygenating dearomatization event, is reported here to be much more efficacious than that of IBX itself in the chemoselective one-step conversion of homovanillyl alcohol into hydroxytyrosol, and bergenin into norbergenin.

Synthesis and neuroprotective activity of bergenin derivatives with antioxidant activity

Norbergenin, which is the O-demethyl derivative of bergenin, the main component of Mallotus japonicus, has been found to show moderate antioxidant activity (IC50 13 μM in DPPH radical scavenging; 32 μM in superoxide anion scavenging). Modification of sugar part on norbergenin by coupling with a variety of fatty acids was employed for increasing its antioxidant activity. Selective esterification of hydroxyl groups on the sugar part enhanced greatly antioxidant activity. The most potent one is norbergenin 11-caproate, which not only exhibits stronger antioxidant activity than that of catechin but also prevents neuronal death at 10 μM on the primary culture of rat cortical neurons in DMEM supplemented with N2.

ISOLATION OF NORBERGENIN FROM SAXIFRAGA STOLONIFERA

Key Word Index - Saxifraga stolonifera; Saxifragaceae; desmethylbergenin; norbergenin; bergenin; tri-O-methyl-norbergenin. Norbergenin, a C-glucoside, was isolated from Saxifraga stolonifera and its structure assigned as 2β-D-glucopyranosylgallic acid δ-lactone.