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越南地钱中α-葡萄糖苷酶抑制化合物的生物导向分离及研究

Bio-guided isolation of alpha-glucosidase inhibitory compounds from Vietnamese liverwort : and studies.

作者信息

Nguyen Ngoc Khanh Van, Tran Ho-Duc-Trung, Duong Thuc-Huy, Pham Nguyen Kim Tuyen, Nguyen Thi Quynh Trang, Nguyen Thi Ngoc Thao, Chavasiri Warinthorn, Nguyen Ngoc-Hong, Nguyen Huu Tri

机构信息

Faculty of Natural Sciences Pedagogy, Sai Gon University 273 An Duong Vuong, Ward 3, District 5 Ho Chi Minh City 70000 Vietnam

Department of Chemistry, Ho Chi Minh City University of Education 280 An Duong Vuong Street, District 5 Ho Chi Minh City 748342 Vietnam.

出版信息

RSC Adv. 2023 Dec 5;13(50):35481-35492. doi: 10.1039/d3ra07503f. eCollection 2023 Nov 30.

Abstract

Bio-guided isolation was applied to Vietnamese L. to find alpha-glucosidase inhibition. Fifteen compounds were isolated and structurally determined, including two new compounds, marchatoside (7) and marchanol (8), along with thirteen known compounds: marchantin A (1), isoriccardin C (2), riccardin C (3), marchantin K (4), lunularin (5), 3-(3,4-dimethoxybenzyl)-5,7-dimethoxyphthalide (6), vitexilactone (9), 12-oleanene-3-one (10), 3,11-dioxoursolic acid (11), ursolic acid (12), artemetin (13), kaempferol (14), and quercetin (15). The structures of these compounds were determined through extensive spectroscopic analyses (1D and 2D NMR, HRESIMS, and ECD) and by comparisons to the existing literature. There are five types of carbon skeleton, including bibenzyl (1-5), 3-benzylphthalide (6 and 7), diterpenoid (8 and 9), triterpenoid (10-12), and flavonoid (13-15). Compounds 6-12 were reported for the first time within the genus . Compounds 1-12 were evaluated for their alpha-glucosidase inhibition. Among them, 1-5 and 10-12 displayed potent inhibition, with IC values ranging from 28.9 to 130.6 μM, compared to the positive control acarbose 330.9 μM. A kinetic study and molecular docking were also performed to understand the mechanism.

摘要

采用生物活性导向分离法从越南产的地钱中寻找α-葡萄糖苷酶抑制剂。分离并确定了15种化合物的结构,其中包括两种新化合物,地钱糖苷(7)和地钱醇(8),以及13种已知化合物:地钱黄素A(1)、异里卡汀C(2)、里卡汀C(3)、地钱黄素K(4)、半月苔素(5)、3-(3,4-二甲氧基苄基)-5,7-二甲氧基苯酞(6)、牡荆内酯(9)、12-齐墩果烯-3-酮(10)、3,11-二氧乌索酸(11)、乌索酸(12)、青蒿亭(13)、山柰酚(14)和槲皮素(15)。通过广泛的光谱分析(一维和二维核磁共振、高分辨电喷雾电离质谱和电子圆二色谱)并与现有文献进行比较确定了这些化合物的结构。有五种类型的碳骨架,包括联苄(1-5)、3-苄基苯酞(6和7)、二萜(8和9)、三萜(10-12)和黄酮类(13-15)。化合物6-12在该属内首次报道。对化合物1-12进行了α-葡萄糖苷酶抑制活性评价。其中,1-5和10-12表现出较强的抑制活性,IC值范围为28.9至130.6 μM,而阳性对照阿卡波糖的IC值为330.9 μM。还进行了动力学研究和分子对接以了解其作用机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1018/10697071/37466488a7dd/d3ra07503f-f1.jpg

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