Bioactive Glycosides from the Twigs of Litsea cubeba

Autor: Jiang Wu, Hua Sun, Sujuan Wang, Yan-Cheng Li, Ling-Yan Wang, Wei Liu, Dan Zhang, Yu-Hong Qu, Sheng Lin, Minghua Chen, Yu-Zhuo Wu, Rui Li
Rok vydání: 2017
Předmět:
Lipopolysaccharides
Circular dichroism
Litsea
Stereochemistry
Molecular Conformation
Pharmaceutical Science
Crystallography
X-Ray
Nitric Oxide
Plant Roots
01 natural sciences
Lignans
Analytical Chemistry
Inhibitory Concentration 50
chemistry.chemical_compound
Glucoside
Drug Discovery
Ic50 values
Humans
Organic chemistry
Glycosides
Nuclear Magnetic Resonance
Biomolecular
Acetaminophen
Pharmacology
chemistry.chemical_classification
Molecular Structure
Plant Stems
biology
010405 organic chemistry
Organic Chemistry
Glycoside
Litsea cubeba
Hep G2 Cells
biology.organism_classification
0104 chemical sciences
010404 medicinal & biomolecular chemistry
Complementary and alternative medicine
chemistry
Hepg2 cells
Molecular Medicine
Specific rotation
Two-dimensional nuclear magnetic resonance spectroscopy
Algorithms
Drugs
Chinese Herbal
Zdroj: Journal of Natural Products. 80:1808-1818
ISSN: 1520-6025
0163-3864
DOI: 10.1021/acs.jnatprod.6b01189
Popis: The air-dried twigs of Litsea cubeba, a traditional Chinese medicinal tree, afforded 10 new aromatic glycosides (1–10) and 26 known analogues. Their structures were assigned by extensive 1D and 2D NMR experiments, and the absolute configurations were resolved by chemical methods, electronic circular dichroism, specific rotation, and X-ray crystallographic analysis. Compound 4 is the first example of a naturally occurring homoneolignan glucoside. Compounds 4, 6–8, and the known neolignan glucosides (11, 12, and 14) at respective 10 μM concentrations were found to reduce acetaminophen-induced HepG2 cell injury with 30.5–46.0% inhibitions. Furthermore, compounds 12 and 15 demonstrated moderate inhibitory activities against HDAC1, with IC50 values of 3.6 and 4.6 μM, respectively.
Databáze: OpenAIRE
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