102607-68-1Relevant academic research and scientific papers
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.
A new truxillate and some flavonoid esters from the leaf gum of Traversia baccharoides Hook. f.
Kulanthaivel, Palaniappan,Benn, M. H.
, p. 514 - 519 (2007/10/02)
Investigation of the leaf of Traversia baccharoides Hook. f. (Asteraceae: Senecionae) revealed the presence, besides typical cuticular lipids, of labd-13-ene-5,18-diol, 13-epi-ent.-manoyl oxide, n-butyl caffeate and its mono-O-isobutyrate derivatives, an α-truxillate photodimer of n-butyl caffeate (di-n-butyl traversate), (2S)-5,3',4'-trihydroxy-7-methoxyflavanone, and various derivatives of quercetin including the 3-,3'-, and 4'-mono-O-isobutyrates.
