1233627-93-4Relevant academic research and scientific papers
Redox properties and cytotoxicity of synthetic isomeric mitochondriotropic derivatives of the natural polyphenol quercetin
Mattarei, Andrea,Sassi, Nicola,Durante, Christian,Biasutto, Lucia,Sandona, Giancarlo,Marotta, Ester,Garbisa, Spiridione,Gennaro, Armando,Paradisi, Cristina,Zoratti, Mario
, p. 5577 - 5586 (2011)
Mitochondria-targeted redox-active polyphenol derivatives are being developed to affect redox processes in the organelles and as tools either to protect cells from oxidative damage or to precipitate their death. The properties of such compounds may be alt
Regioselective O-derivatization of quercetin via ester intermediates. An improved synthesis of rhamnetin and development of a new mitochondriotropic derivative
Mattarei, Andrea,Biasutto, Lucia,Rastrelli, Federico,Garbisa, Spiridione,Marotta, Ester,Zoratti, Mario,Paradisi, Cristina
experimental part, p. 4722 - 4736 (2010/10/20)
The regioselective synthesis of several quercetin (3,3',4',5,7-pentahydroxy flavone) tetraesters bearing a single free OH on 5-C was achieved in good yield by proper choice of reaction conditions using common esterification procedures. Tetracetylated quercetin with the free OH on 7-C was selectively obtained instead via imidazole-promoted deacylation of the corresponding pentaester. Unambiguous structural characterization of the two isomeric tetraacetyl quercetin derivatives was obtained by combined HSQC and HMBC 2D-NMR analysis. These molecules can be used as starting materials for the regioselective synthesis of other derivatives. High yield syntheses of the natural polyphenol rhamnetin (7-O-methylquercetin) and of the new mitochondriotropic compound 7-(4-triphenylphosphoniumbutyl) quercetin iodide are reported as examples.
