Novel quercetin derivatives: synthesis and screening for anti-oxidant activity and aldose reductase inhibition

✍ Scribed by Veverka, Miroslav (author);Gallovič, Ján (author);Švajdlenka, Emil (author);Veverková, Eva (author);Prónayová, Naďa (author);Miláčková, Ivana (author);Štefek, Milan (author)

• Book ID: 118129693
• Publisher: Versita
• Year: 2013
• Tongue: English
• Weight: 211 KB
• Volume: 67
• Category: Article
• ISSN: 0366-6352
• DOI: 10.2478/s11696-012-0240-5

✦ Synopsis

Abstract

The direct acylation of quercetin (I) with 3-chloro-2,2-dimethylpropanoyl chloride (II) gives a complex reaction mixture. The synthesis of different acylated quercetin with from mono- to tetra-O-substituted functions was achieved in a simple procedure wherein the yield of isomers depended on the stoichiometric ratio of reagents. The crude reaction mixtures were analysed (LC-MS) and compared with the isolated products. Unambiguous structural characterisation of isomeric quercetin derivatives was confirmed by NMR analysis. In addition, the quercetin dimer can be obtained in a high yield in the simple procedure. The anti-oxidant activity and aldose reductase inhibition of the compounds were screened with the aim of providing bi-functional remedies to treat diabetic complications and other diseases where oxidative stress and the polyol pathway are key etiological factors.