19725-36-1

Upstream product

• 19725-40-7 7-methoxy-3-(2-methoxyphenyl)-4H-chromen-4-one 
• 108-46-3 recorcinol 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 18440-00-1 2-Hydroxy-4-methoxyphenyl 2-methoxybenzyl ketone 
• 63909-40-0 7-hydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 73220-33-4 3-(dimethylamino)-1-(4-ethoxy-2-hydroxyphenyl)prop-2-en-1-one 
• 73220-42-5 3-iodo-7-methoxy-chromen-4-one 
• 19725-41-8 2'-hydroxy-7-methoxy-isoflavone 
• 92549-46-7 1-(2,4-dihydroxy-phenyl)-2-(2-methoxy-phenyl)-ethanone 
• 93-25-4 2-methoxyphenylacetic acid 

Downstream Products

• 19725-41-8 2'-hydroxy-7-methoxy-isoflavone 

Relevant academic research and scientific papers

Development of a general approach to the synthesis of a library of isoflavonoid derivatives

Isoflavonoids are a class of organic compounds that act primarily as antioxidants. They are produced almost exclusively by various members of the bean family including soybeans, tofu, peanuts, chick peas, and alfalfa. The antioxidant characteristics that isoflavonoids exhibit help hinder the progression of certain cancers, primarily breast, prostate, and colon cancer. We have developed a three-five step synthesis for obtaining a suite of isoflavonoid derivatives. The synthesis involves an enamine formation, a ring closure and halogenation, a Suzuki coupling, and finally a global deprotection to obtain the respective isoflavonoid derivatives.

Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans

A convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi-preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9-demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD calculations. (-)-Medicarpin and (-)-9-demethoxymedicarpin are both 6aR,11aR-configured, and consequently the corresponding enantiomers, (+)-medicarpin and (+)-9-demethoxymedicarpin, possess the 6aS,11aS-configuration. A comparative mechanism study for osteogenic (bone forming) activity of medicarpin (racemic versus enantiomerically pure material) revealed that (+)-(6aS,11aS)-medicarpin (6a) significantly increased the bone morphogenetic protein-2 (BMP2) expression and the level of the bone-specific transcription factor Runx-2 mRNA, while the effect was opposite for the other enantiomer, (-)-(6aR,11aR)-medicarpin (6a), and for the racemate, (±)-medicarpin, the combined effect of both the enantiomers on transcription levels was observed. The Royal Society of Chemistry 2012.

SUBSTITUTED BENZFUROCHROMENES AND RELATED COMPOUNDS FOR THE PREVENTION AND TREATMENT OF BONE RELATED DISORDERS

The present invention relates to novel substituted benzfurochromenes and related compounds having the general formula (I), salts and chiral, achiral derivatives thereof; wherein R1, R2, R3, R4, R5, R

Expedient Synthesis of Polyhydroxyisoflavones

A general and direct synthesis of polyhydroxy isoflavones (3-phenyl-4H-1-benzopyran-4-ones) starting from the corresponding unprotected phenols and arylacetic acids is described.The aryl rings may carry additional alkyl, methoxy and/or halogeno groups.Intermediate polyhydroxydeoxybenzoins (1,2-diphenylethanones) can also be isolated in good yields.