81623-30-5

Usage

Uses

Used in Pharmaceutical Industry:
(-)-HYDROXYMATAIRESINOL is used as a potential therapeutic agent for the treatment and prevention of various diseases, such as cancer, cardiovascular disease, and osteoporosis. Its antioxidant and anti-inflammatory properties contribute to its potential effectiveness in these applications.
Used in Menopausal Symptom Relief:
(-)-HYDROXYMATAIRESINOL is used as a natural alternative to hormone replacement therapy for managing menopausal symptoms. Its potential as a hormone-like compound makes it a promising candidate for this application.
Used in Bone Health Promotion:
(-)-HYDROXYMATAIRESINOL is used as a supplement to promote bone health. Its potential to improve bone density and reduce the risk of osteoporosis makes it a valuable addition to bone health regimens.
Used in Antioxidant Therapy:
(-)-HYDROXYMATAIRESINOL is used as an antioxidant to reduce oxidative stress in the body. Its ability to combat free radicals and protect cells from damage contributes to its potential as an antioxidant therapy.

Upstream product

• 20268-71-7 (7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxylignano-9,9’-lactone 
• 689277-80-3 (-)-(2S,5S)-2-{(tert-butyldimethylsilanyloxy)-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxyphenyl]methyl}but-3-en-1-ol 
• 689277-82-5 (-)-(2S,5S)-thiocarbonic acid O-(2-{(tert-butyldimethylsilanyloxy)-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxyphenyl]methyl}but-3-enyl) ester O-[4''-(tert-butyldimethylsilanyloxy)-3''-methoxyphenyl] ester 
• 689277-83-6 (-)-8-{(tert-butyldimethylsilanyloxy)-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl]methyl}-8'-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxybenzyl]dihydrofuran-2-one 
• 689277-79-0 (+)-4-benzyl-3-(2-{(tert-butyldimethylsilanyloxy)-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl]methyl}but-3-enoyl)oxazolidin-2-one 
• 689277-84-7 (7'S,8R,8'R)-4,4'-bis(tert-butyldimethylsilanyloxy)-7'-hydroxy-3,3'-dimethoxylignano-9,9'-lactone 
• 69404-94-0 O-tert-butyldimethylsilylvanillin 
• 689277-85-8 (7'R,8R,8'R)-4,4'-bis(tert-butyldimethylsilanyloxy)-7'-hydroxy-3,3'-dimethoxylignano-9,9'-lactone 

Downstream Products

• 69586-96-5 5-hydroxymatairesinol dimethyl ether 
• 53250-61-6 7-Oxomatairesinol 
• 580-72-3 matairesinol 
• 74892-45-8 5-acetoxymatairesinol dimethyl ether 

Relevant academic research and scientific papers

Convenient preparation and spectroscopic characterization of 7r-hydroxymatairesinol

The preparation of 7R-HMR (allo-hydroxymatairesinol) is reported by: (a) NaBH4 kinetic reduction of 7R/7S diastereomeric mixture; and (b) epimerization of the C7 hydroxyl group by Mitsunobu reaction and subsequent ester hydrolysis. The availability of highly pure target compound (7R-HMR) made it possible to confirm the structure of the target compound and to complete the full spectroscopic characterization.

Oxidative dehydrogenation of a biomass derived lignan - Hydroxymatairesinol over heterogeneous gold catalysts

Synthesis of the lignan oxomatairesinol via oxidative dehydrogenation of the naturally occurring lignan hydroxymatairesinol was studied over gold catalysts supported on C, TiO2, SiO2, Al2O 3, and MgO. In order to investigate the reaction performance over the gold catalyst, synthesis of lignan oxomatairesinol was carried out in different organic solvents/water mixtures under synthetic air and nitrogen atmosphere at 373 K, and using also isolated hydroxymatairesinol isomers as a starting material. The results were compared with those obtained over palladium catalysts. Synthesized supported gold catalysts as well as the corresponding supports were characterized by TEM, XRD, ICP-OES, CO2-TPD, FTIR (using pyridine as a probe molecule), and XPS. Gold catalysts were shown to display superior performance compared with palladium ones: the activity was 4 times higher, with selectivity toward oxomatairesinol being 100%, while 60-85% were obtained over palladium catalysts. In contrast to palladium, the activity of gold catalysts is high in aerobic conditions and water-propan-2-ol mixture. However, activity and selectivity of gold catalysts were shown to be dependent on the electronic state of the metal and, similar to palladium catalysts, on the support acidity.

Radical carboxyarylation approach to lignans. Total synthesis of (-)-arctigenin, (-)-matairesinol, and related natural products

Total syntheses of seven biologically important lignan natural products, including (-)-arctigenin, (-)-matairesinol, and (-)α-conidendrin, by way of a highly stereoselective domino radical sequence is presented. The reported stereochemistry of the natural product 7-hydroxyarctigenin is shown to be erroneous; a diastereoisomeric structure is assigned to the natural product.