http://rdf.ncbi.nlm.nih.gov/pubchem/patent/BR-102013028793-A2

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publicationDate 2015-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber BR-102013028793-A2
titleOfInvention (-) - 5 - hydroxy - 6 ", 6" - dimethylchroman - [2 ", 3": 7,8] - flavanone analgesic effect.
abstract (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3": 7,8] -flavanone analgesic effect. The present invention relates to the use of (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3" 7,8] -flavanone, [a] d20 -65.86 (c = 0 , 05, chcl3), as an analgesic agent in the model of zymosan-induced arthritis in the temporomandibular joint (atm) in rats. (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3": 7,8] -flavanone is a substance in the flavonoid class. These substances arouse the commercial interest of the food, dye and especially pharmaceutical industries due to their biological and pharmacological activities such as antioxidant, anticancer, vasodilator, antiinflammatory, larvicide, antifungal, antiviral and cytotoxic. In this invention, from catalytic hydrogenation of 5-hydroxy-6 ", 6" -dimethylchromen- [2 ", 3": 7,8] -flavaflone gave (-) - 5-hydroxy-6 ", 6 "-dimethylchromano- [2", 3 ": 7,8] -flavanone, [a] d 20, -65.86 (c = 0.05, chcl3), using palladium-adsorbed active charcoal (pd /รง). h2 gas was bubbled into the solution which remained under magnetic stirring for 45 hours, the reaction being monitored by thin layer chromatography (mobile phase: hexane / dichloromethane 60%). After this time, the resulting solution was filtered and concentrated at room temperature. a solid material containing the hydrogenation product was obtained. the characterization of (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3": 7,8] -flavanofla, [a] d20 -65.86 (c = 0.05, chcl3) , was performed by spectroscopic methods: infrared spectroscopy, hydrogen nuclear magnetic resonance, carbon nuclear magnetic resonance 13, and mass spectrometry, including two-dimensional hsqc and hmbc techniques. The literature shows its preparation from 5,7-dihydroxy-8- [3 ', 3'-dimethylallyl] -flavanone but without indicating which enantiomer is obtained. (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3": 7,8] -flavanone, [a] d20 -65.86 (c = ~ 0.05, chci3), at doses of 1 and 10mg / kg administered to rats orally 60 minutes before intra-articular injection of zymosan atm reduced zymozan-induced joint hypemociception in rats. thus the substance (-) - 5-hydroxy-6 ", 6" -dimethylchromano- [2 ", 3": 7,8] -flavanone, [a] d20, -65.86 (c = 0.05 , chcl,) presented analgesic activity, not being statistically different (p> 0.05) from indomethacin, similar aspirin drug, used as positive control
priorityDate 2013-11-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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