초록 |
Flavonoid has been extensively studied for its antioxidant and anticancer activities. However, its translation into clinical practice has been hampered by an inherent poor bioavailability and instability. Therefore, strategies for conjugating flavonoid with functional motifs via cleavable linkage have been of great interests among researchers. Here, we present our effort for finding optimal pH conditions in the synthesis and hydrolysis of quercetin-phenylboronic acid conjugates. First, we synthesized a range of solid-phase phenylboronic acid (PBA) derivatives that provide a convenient separation of bound or released quercetin. We investigated the rate of conjugation and hydrolysis by measuring remaining or released quercetin in the solution. The selectivity of the derivatives towards aromatic 1,2-diol over 1,3-diol in flavonoids was also examined. In addition, we confirmed the feasibility of separating the catechol-containing compounds in the mixture using solid-phase PBA derivatives. |