866417-47-2Relevant academic research and scientific papers
Synthesis of hydroxycinnamic acid glucuronides and investigation of their affinity for human serum albumin
Galland, Stephanie,Rakotomanomana, Njara,Dufour, Claire,Mora, Nathalie,Dangles, Olivier
experimental part, p. 4253 - 4260 (2009/02/07)
Hydroxycinnamic acids (HCAs) are among the most abundant dietary polyphenols. Recent bioavailability studies have shown that HCAs enter the blood circulation mainly as glucuronides, which are thus most likely to express their potential health effects. In
Towards the synthesis of aryl glucuronides as potential heparanase probes. An interesting outcome in the glycosidation of glucuronic acid with 4-hydroxycinnamic acid
Pearson, Andrew G.,Kiefel, Milton J.,Ferro, Vito,Von Itzstein, Mark
, p. 2077 - 2085 (2007/10/03)
This work describes our preliminary efforts towards the development of aryl glucuronides as potential probes for heparanase. During the course of these initial investigations, attempted glycosidation of methyl 2,3,4-tri-O-acetyl- α-d-glucopyranosyluronate trichloroacetimidate with 4-hydroxycinnamic acid gave a complex mixture of four different components. These were identified as the 1-cinnamyl glucuronate ester 13, the cinnamyl linked disaccharide 14, the glucuronate trichloroacetamide 15, and the glucuronyl α-fluoride 16. This paper rationalises the formation of each of these products, and reports our efforts in trying to optimise the formation of the α-fluoride 16.
