Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii.
10.1016/S1875-5364(23)60472-8
- Author:
Linlan TAO
1
;
Shuangyu XU
1
;
Zizhen ZHANG
1
;
Yanan LI
1
;
Jue YANG
1
;
Wei GU
1
;
Ping YI
2
;
Xiaojiang HAO
3
;
Chunmao YUAN
4
,
5
Author Information
1. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China; School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang 550025, China; Natural Products Research Center of Guizhou Province, Guiyang 550014, China.
2. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China; School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang 550025, China; Natural Products Research Center of Guizhou Province, Guiyang 550014, China. Electronic address: yiping2100@aliyun.com.
3. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China; School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang 550025, China; Natural Products Research Center of Guizhou Province, Guiyang 550014, China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China. Electronic address: haoxj@mail.kib.ac.cn.
4. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China; School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang 550025, China; Natural Products Research Center of Guizhou Province, Guiyang 550014, China. Electronic address: yuanchunmao01@
5. com.
- Publication Type:Journal Article
- Keywords:
Chemical constituents;
Hypericum sampsonii;
Molecular docking;
Structure elucidation;
α-Glucosidase
- MeSH:
Molecular Structure;
Hypericum/chemistry*;
alpha-Glucosidases;
Magnetic Resonance Spectroscopy;
Glycoside Hydrolase Inhibitors/pharmacology*
- From:
Chinese Journal of Natural Medicines (English Ed.)
2023;21(6):443-453
- CountryChina
- Language:English
-
Abstract:
This study employed the α-glucosidase inhibitory activity model as an anti-diabetic assay and implemented a bioactivity-guided isolation strategy to identify novel natural compounds with potential therapeutic properties. Hypericum sampsoniiwas investigated, leading to the isolation of two highly modified seco-polycyclic polyprenylated acylphloroglucinols (PPAPs) (1 and 2), eight phenolic derivatives (3-10), and four terpene derivatives (11-14). The structures of compounds 1 and 2, featuring an unprecedented octahydro-2H-chromen-2-one ring system, were fully characterized using extensive spectroscopic data and quantum chemistry calculations. Six compounds (1, 5-7, 9, and 14) exhibited potential inhibitory effects against α-glucosidase, with IC50 values ranging from 0.050 ± 0.0016 to 366.70 ± 11.08 μg·mL-1. Notably, compound 5 (0.050 ± 0.0016 μg·mL-1) was identified as the most potential α-glucosidase inhibitor, with an inhibitory effect about 6900 times stronger than the positive control, acarbose (IC50 = 346.63 ± 15.65 μg·mL-1). A docking study was conducted to predict molecular interactions between two compounds (1 and 5) and α-glucosidase, and the hypothetical biosynthetic pathways of the two unprecedented seco-PPAPs were proposed.
