Molecules p. 4722 - 4736 (2010)
Update date:2022-08-05
Topics:
Mattarei, Andrea
Biasutto, Lucia
Rastrelli, Federico
Garbisa, Spiridione
Marotta, Ester
Zoratti, Mario
Paradisi, Cristina
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.
View MoreKangZhiYuan Pharmaceutical Company Limited
Contact:(Sabrina)86-20-85273232
Address:4th floor, building B, Dadi industry zone, Tangxia, Tianhe, Guangzhou, China
Shanghai Balmxy Pharmaceutical Co., Ltd
Contact:0086-21-24206007
Address:Room 402, 15#, No. 909 wangyue Road, shanghai, P. R. China
Contact:732.938.2777
Address:5012 Industrial Road Farmingdale, NJ 07727
Shanghai Pengkai Chemical Co.,Ltd
Contact:+86-21-60526671
Address:No.4226 Duzhuang Rd Minhang District Shanghai China
Qingdao S. H. Huanyu Imp. & Exp. Co., Ltd.
Contact:86-532-88250866
Address:Room 615, World Trade Centre Building B, Hongkong Middle Roda 6#, Qingdao, Shandong, China
Doi:10.1021/jo960003n
(1996)Doi:10.1039/c1dt10808e
(2011)Doi:10.1002/hlca.201000451
(2011)Doi:10.1021/ic101883u
(2011)Doi:10.1055/s-0032-1318452
(2013)Doi:10.1021/bc2000758
(2011)