Phenylboronic Acid and Amino Bifunctional Modified Adsorbent for Quickly Separating Phenolic Acids from Crude Extract of Clerodendranthus spicatus and Evaluation of Their Antioxidant and Hypoglycemic Activities.
Mengqi ChengQianyi SongXiaoyu ZhangPingyi ZhengRan ZhaoYouxin LiHaixia ChenPublished in: Molecules (Basel, Switzerland) (2023)
A novel phenylboronic acid and amino bifunctional modified silica gel (SiO 2 -NH 2 -FPBA) was prepared, which was 30-80 μm, had a pore size of 8.69 nm, a specific surface area of 206.89 m 2 /g, was stable at low temperature, and contained 0.4793 mmol/g of the phenylboronic acid group and 1.6377 mmol/g of the amino group. It was used to develop a rapid separation method for phenolic acids. The results showed that it could adsorb 93.64 mg/g caffeic acid, 89.35 mg/g protocatechuic acid and 79.66 mg/g gallic acid. The adsorption process was consistent with the pseudo-second-order model (R 2 > 0.99), and fitted the Langmuir isotherm model well (R 2 > 0.99). CH 3 COOH could effectively desorb phenolic acids (>90%) and did not destroy their structures. When SiO 2 -NH 2 -FPBA was added to crude extract of Clerodendranthus spicatus, 93.24% of the phenolic acids could be captured, and twenty-two kinds of phenolic acids were identified by Q Exactive HF LC-MS. Furthermore, the isolated phenolic acids from Clerodendranthus spicatus possessed great DPPH, ABTS, and hydroxyl radicals scavenging activities and ferric reducing power. They also demonstrated effective inhibition of α-amylase and α-glucosidase activities (IC 50 = 110.63 ± 3.67 μg/mL and 64.76 ± 0.30 μg/mL, respectively). The findings indicate that SiO 2 -NH 2 -FPBA has significant potential in practical applications of separating active constituents from natural resources.