A Novel Sesquiterpene Lactone Xanthatin-13-(pyrrolidine-2-carboxylic acid) Isolated from Burdock Leaf Up-Regulates Cells’ Oxidative Stress Defense Pathway

Abstract

The aim of our study was to identify novel molecules able to induce an adaptative response against oxidative stress during the first stages of metabolic syndrome. A cellular survival in vitro test against H2O2-based test was applied after pretreatment with various natural bitter Asteraceae extracts. This screening revealed potent protection from burdock leaf extract. Using chromatography and LC-MS—RMN, we then isolated and identified an original sesquiterpene lactone bioactive molecule: the Xanthatin-13-(pyrrolidine-2-carboxylic acid) (XPc). A real-time RT-qPCR experiment was carried out on three essential genes involved in oxidative stress protection: GPx, SOD, and G6PD. In presence of XPc, an over-expression of the G6PD gene was recorded, whereas no modification of the two others genes could be observed. A biochemical docking approach demonstrated that XPc had a high probability to directly interact with G6PD at different positions. One of the most probable docking sites corresponds precisely to the binding site of AG1, known to stabilize the G6PD dimeric form and enhance its activity. In conclusion, this novel sesquiterpene lactone XPc might be a promising prophylactic bioactive agent against oxidative stress and inflammation in chronic diseases such as metabolic syndrome or type 2 diabetes.

Unveiling Glucosinolate Diversity in Brassica Germplasm and In Silico Analysis for Determining Optimal Antioxidant Potential

“…Conversely, GTL (35.75 kcal/mol) and GNS (38.21 kcal/mol) show high affinities towards GPX and SOD, indicating strong binding interactions. These interactions suggest a potential influence on the activity of scavenging reactive oxygen species (ROS) and oxidative stress and their therapeutic potential [ 93 ]. GNA displays the lowest affinity towards GPX among the ligands, with an affinity of −4.436 kcal/mol, showing weaker binding interactions and less influence on antioxidative processes involving GPX [ 94 ].…”

Effect of the Eucalyptus viminalis leaf extract compound on the amino acid and fatty acid composition of broiler chicken meat

“…The ability of lactones to suppress oxidative stress is well-known [12]. In this regard, the probable action mechanism that affected the biochemical composition of broiler muscles in the experiment may be the anti-inflammatory and antioxidant properties of the substance.…”