Preparation of naringenin fatty acid esters by regioselective acylation

Min Xue, Yu-feng Zhu and Yu Du

Abstract

To improve the water solubility without affecting the anti-platelet aggregation activity of naringenin, three acylated derivatives of naringenin, naringenin-7-O-acetate, naringenin-5,7-O-di-propionate and Naringenin-7-O-valerate, were synthesized by a four step synthesis route, benzylation-hydrolysis-acylation-hydrogenation, with naringin as raw material. The yields of naringenin-7-O-acetate, naringenin-5,7-O-di-propionate and Naringenin-7-O-valerate were 87 %, 92 %, 80 %, respectively. The chemical structures of the three derivatives were determined by 1H NMR, 13C NMR and MS.