A-type procyanidin derivatives with antioxidant and much enhanced α-glucosidase inhibitor activities
A-type procyanidin derivatives with antioxidant and much enhanced α-glucosidase inhibitor activities
复制标题
A型原花青素衍生物，具有抗氧化和增强α-葡萄糖苷酶抑制剂活性
DOI：
10.5246/jcps.2021.04.023
复制
发表时间：
2021-04
影响因子：
--
通讯作者：
Ma Chaomei
中科院分区：
文献类型：
--
作者：
Zhang Huiwen;Xu Haiyan;Zhang Yu;Ma Chaomei
Procyanidins are natural compounds with good biological activity. However, due to a large number of phenolic hydroxyl groups in the structure, they have high polarity and low bioavailability. The preparation of A-type proanthocyanidin derivatives is an effective way to change their polarity and biological activity. In this paper, a series of A-type procyanidin derivatives were designed and synthesized by two practical and safe methods, and two new dimeric A-type procyanidin derivatives, procyanidin A1-acetone conjugate (6) and procyanidin A2-cystein conjugate (9) were obtained and reported for the first time. Their structures were characterized and confirmed by ~1H NMR, ~(13)C NMR, HMBC, ~1H-~1H COSY and MS. All the compounds showed strong DPPH scavenging activities. Compound 6 showed inhibitory effects on α-glucosidase with an IC_(50) value of 8.7 μg/mL, while its parental compound, procyanidin A1, had no inhibitory effects. Degradation of procyanidins from peanut skin by L-cystein was studied. The results showed that the main structural unit of procyanidins in peanut skin was A-type proanthocyanidins dimer.
