Garcinoic Acid Is a Natural and Selective Agonist of Pregnane X Receptor

Journal of Medicinal Chemistry
2020.0

Abstract

Pregnane X receptor (PXR) is a master xenobiotic-sensing transcription factor and a validated target for immune and inflammatory diseases. The identification of chemical probes to investigate the therapeutic relevance of the receptor is still highly desired. In fact, currently available PXR ligands are not highly selective and can exhibit toxicity and/or potential off-target effects. In this study, we have identified garcinoic acid as a selective and efficient PXR agonist. The properties of this natural molecule as a specific PXR agonist were demonstrated by the screening on a panel of nuclear receptors, the assessment of the physical and thermodynamic binding affinity, and the determination of the PXR-garcinoic acid complex crystal structure. Cytotoxicity, transcriptional, and functional properties were investigated in human liver cells, and compound activity and target engagement were confirmed in vivo in mouse liver and gut tissue. In conclusion, garcinoic acid is a selective natural agonist of PXR and a promising lead compound toward the development of new PXR-regulating modulators.

Knowledge Graph

Similar Paper

Garcinoic Acid Is a Natural and Selective Agonist of Pregnane X Receptor
Journal of Medicinal Chemistry 2020.0
Development of novel silanol-based human pregnane X receptor (PXR) agonists with improved receptor selectivity
Bioorganic & Medicinal Chemistry 2018.0
Building a Chemical Toolbox for Human Pregnane X Receptor Research: Discovery of Agonists, Inverse Agonists, and Antagonists Among Analogs Based on the Unique Chemical Scaffold of SPA70
Journal of Medicinal Chemistry 2021.0
Design and Optimization of 1H-1,2,3-Triazole-4-carboxamides as Novel, Potent, and Selective Inverse Agonists and Antagonists of PXR
Journal of Medicinal Chemistry 2022.0
Lathyrane Diterpenoids as Novel hPXR Agonists: Isolation, Structural Modification, and Structure–Activity Relationships
ACS Medicinal Chemistry Letters 2021.0
Crystal structure of the PXR–T1317 complex provides a scaffold to examine the potential for receptor antagonism
Bioorganic & Medicinal Chemistry 2007.0
2-Aryl-N-acyl indole derivatives as liver X receptor (LXR) agonists
Bioorganic & Medicinal Chemistry Letters 2007.0
Discovery and structure–activity relationship studies of indole derivatives as liver X receptor (LXR) agonists
Bioorganic & Medicinal Chemistry Letters 2007.0
Diterpenoid, Steroid, and Triterpenoid Agonists of Liver X Receptors from Diversified Terrestrial Plants and Marine Sources
Journal of Natural Products 2005.0
Identification of bicyclic hexafluoroisopropyl alcohol sulfonamides as retinoic acid receptor-related orphan receptor gamma (RORγ/RORc) inverse agonists. Employing structure-based drug design to improve pregnane X receptor (PXR) selectivity
Bioorganic & Medicinal Chemistry Letters 2018.0