Molecular hybridization of grape seed extract: Synthesis, structural characterization and anti-proliferative activity in vitro

Molecular hybridization of grape seed extract: Synthesis, structural characterization and anti-proliferative activity in vitro
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葡萄籽提取物的分子杂交:合成、结构表征和体外抗增殖活性

DOI:
10.1016/j.foodres.2020.109005
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发表时间:
2020-05-01
影响因子:
8.1
通讯作者:
Yu, Shujuan
Yu, Shujuan
中科院分区:
农林科学1区
文献类型:
--
作者:
Lei, Caiyu;Tang, Xiangyi;Yu, Shujuan

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The grape seed extract (GSE) hybridized with medium-chain saturated fatty acids (decanoic acid) exhibited higher lipophilicity, antioxidant activity, and anti-proliferative activity than its parents. The chemical structures of individual hybridized GSE derivatives were identified as 3'-O-decanoyl catechin, 3'-O-decanoyl epicatechin, 3', 5'-2-O-decanoyl epigallocatechin, and 3', 4', 3 '', 5 ''-4-O-decanoyl epicatechin gallate by HPLC-MS2 and H-1 and C-13 NMR. For growth inhibitory effect on HepG2 cells, hybridized GSE derivatives (EC50 = 44.38 mu g/mL) were significantly (p < 0.01) stronger than natural GSE (EC50 = 60.83 mu g/mL) due to increased lipophilicity. The effects of GSE derivatives on apoptosis and cell cycle in HepG2 cells were further evaluated by flow cytometry. The results showed that the percentage of apoptotic cells increased markedly in the presence of hybridized GSE derivatives. Moreover, hybridized GSE derivatives were capable of inducing cell cycle arrest in G1 phase. This research suggests that hybridized GSE derivatives are effective lipophilic antioxidants and show the potential as adjuvant therapy for cancer.