1. Phenolic constituents with potent α-glucosidase inhibitory and cytotoxic activities from Rumex nepalensis var. remotiflorus.
- Author
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Li, Jing-Juan, Wang, Xin-Xin, Li, Yuan-Meng, Li, Na, Zhu, Hong-Tao, Eshbakova, Komila Alibekovna, and Zhang, Ying-Jun
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EMODIN , *PROTEIN kinase CK2 , *RUMEX , *ALPHA-glucosidases , *PHENOLS , *CYTOTOXINS , *ANTHRAQUINONES - Abstract
Quantitative analysis of Rumex nepalensis var. remotiflorus revealed that its roots contain rich anthraquinones, which has emodin, chrysophanol, and physcion contents of up to 0.30, 0.67, and 0.98 mg/g, respectively. Further phytochemical study led to the isolation and purification of seven undescribed phenolic constituents, including one flavan derivative with a 13-membered ring, polygorumin A (1), two dianthrone glucosides, polygonumnolides F and G (2 , 3), two diphenylmethanones, rumepalens A and B (4 , 5), and a pair of epimeric oxanthrone C -glucosides, rumejaposides K and L (6a , 6b) from the roots of R. nepalensis var. remotiflorus. Furthermore, 1 undescribed natural product, 1- β -D-glucoside-6′-[(2 E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate]-3-hydroxy-5-methylphenyl (19), and 21 known phenolic compounds were obtained from the aforementioned plant for the first time. Their structures were elucidated through extensive spectroscopic data analysis. Notably, compounds 1 , 4 – 5 , and 7 – 9 exhibited inhibitory activity on α -glucosidase with IC 50 values ranging from 1.61 ± 0.17 to 32.41 ± 0.87 μM. In addition, the isolated dianthrone, chrysophanol bianthrone (14), showed obvious cytotoxicity against four human cancer cell lines (HL-60, SMMC-7721, A-549, and MDA-MB-231) with IC 50 values ranging from 3.81 ± 0.17 to 35.15 ± 2.24 μM. In silico target prediction and molecular docking studies demonstrated that the mechanism of the anticancer activity of 14 may be related to the interaction with protein kinase CK2. [Display omitted] • The chemical constituents of R. nepalensis var. remotiflorus were studied firstly. • Emodin, chrysophanol and physcion are major anthraquinones in the roots. • Seven undescribed phenols and one undescribed natural product were obtained. • Some isolates showed obvious inhibition on α -glucosidase and HL-60 cell lines. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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