Sesquiterpenoids from Tussilago farfara: full structure elucidation, anti-diabetic and anti-inflammatory signaling
Hao Zheng1, Yang Li2, Yujia Zhang3
1School of Pharmaceutical Sciences, The First Affiliated Hospital of Zhejiang Chinese Medical University, Hangzhou 311402, China; School of Pharmacy and Food Engineering, International Healthcare Innovation Institute, Wuyi University, Jiangmen 529020, China; State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China.
Abstract:
Four new sesquiterpenoids (1-4), including the first reported instance of a novel 2,3-seco oplopane carbon skeleton (1), together with 19 known analogues, were isolated from the flower buds of Tussilago farfara (coltsfoot). The challenging determination of relative and absolute configurations-particularly in flexible side chains and substituents-was achieved for the first time through an integrated approach combining spectroscopic analyses, chemical derivatization, chiral gas chromatography (GC), and quantum chemical calculations. All compounds were evaluated for anti-diabetic activity using an insulin-stimulated glucose uptake model in C2C12 myotubes and for anti-inflammatory activity via a lipopolysaccharide (LPS)-induced nitric oxide (NO) inhibition assay in RAW264.7 macrophages. Six compounds significantly enhanced glucose uptake, and mechanistic investigation of compound 3 revealed activation of the insulin receptor substrate 1 (IRS-1)/protein kinase B (Akt)/glycogen synthase kinase 3β (GSK-3β) signaling pathway. Twenty-one compounds exhibited marked inhibition of NO production; among them, compounds 2 and 6 dose-dependently suppressed inducible nitric oxide synthase (iNOS) expression and nuclear factor κB (NF-κB) phosphorylation.
More Related Videos
07:59A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
13:18Network Pharmacology Prediction and Experimental Validation of Trichosanthes-Fritillaria thunbergii Action Mechanism Against Lung Adenocarcinoma
Published on: March 3, 2023
Related Concept Videos
TGF - β Signaling Pathway
Cell Signaling in Plants
The JAK-STAT Signaling Pathway
Gene Regulation in Microbial Communities: Quorum Sensing
Antiasthma Drugs: Leukotriene Modifiers
Leukotriene modifiers work through two distinct mechanisms:
NF-κB-dependent Signaling Pathway
NF-κB-dependent Signaling Mechanism
The...
