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从云南白族传统蔬菜尖叶水车前中分离得到的具有α-葡萄糖苷酶抑制活性的二芳基庚烷类化合物。

α-Glucosidase inhibitive diarylheptanoids from Ottelia acuminata var. acuminata, a traditional vegetable of Bai Nationality in Yunnan.

作者信息

Liu Hong-Xing, Ma Jun-Zeng, Ye Yan-Song, Zhao Jian-Jun, Wan Shi-Jie, Hu Xin-Yue, Xu Gang

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China.

University of Chinese Academy of Sciences, Beijing, 100049, China.

出版信息

Nat Prod Bioprospect. 2022 Jun 10;12(1):22. doi: 10.1007/s13659-022-00341-4.

Abstract

Diabetes is an urgent health issue characterized by ethnic and regional variations, and is inseparable from the different dietary habits. It is worthy to note that the incidence of diabetes in Bai nationality has been reported to be much lower than Han in China. As a daily vegetable of Bai, the phytochemical and antidiabetic study of Ottelia acuminata var. acuminata had not been carried out. In this study, 41 metabolites with diverse diarylheptanoid (six new ones, Otteacumienes A-F), flavone, sesquiterpenoid, coumarin, lignan, polyacetylene, and alkaloid skeletons were characterized from O. acuminata var. acuminata. Among them, the racemic nature of 3 was characterized by chiral resolution and calculated ECD methods. The biological study revealed diarylheptanoids showed significant α-glucosidase inhibitory activities with 5 as the most effective one (60-fold stronger than acarbose). Molecular docking studies indicated that these structures have different binding cavities with acarbose. This study demonstrated that O. acuminata var. acuminata might correlated with the low incidence diabetes of Bai and the diarylheptanoids may have potential therapeutic value for diabetes mellitus.

摘要

糖尿病是一个具有种族和地域差异的紧迫健康问题,且与不同的饮食习惯密不可分。值得注意的是,据报道中国白族的糖尿病发病率远低于汉族。作为白族的日常蔬菜,对尖叶眼子菜的植物化学和抗糖尿病研究尚未开展。在本研究中,从尖叶眼子菜中鉴定出了41种具有不同二芳基庚烷类(6种新的,即眼子菜素A - F)、黄酮、倍半萜、香豆素、木脂素、聚乙炔和生物碱骨架的代谢产物。其中,通过手性拆分和计算ECD方法确定了3的外消旋性质。生物学研究表明,二芳基庚烷类具有显著的α - 葡萄糖苷酶抑制活性,其中5最为有效(比阿卡波糖强60倍)。分子对接研究表明,这些结构与阿卡波糖具有不同的结合腔。本研究表明,尖叶眼子菜可能与白族糖尿病发病率低有关,且二芳基庚烷类可能对糖尿病具有潜在治疗价值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1714/9184688/b5576f4dc10b/13659_2022_341_Fig1_HTML.jpg

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