Euphopias A–C: Three Rearranged Jatrophane Diterpenoids with Tricyclo[8.3.0.0<sup>2,7</sup>]tridecane and Tetracyclo[11.3.0.0<sup>2,10</sup>.0<sup>3,7</sup>]hexadecane Cores from <i>Euphorbia helioscopia</i>
Qiang‐Qiang Shi, Xing‐Jie Zhang, Tingting Wang, Qi Wang, Tiantian Sun, Muhammad Amin, Ruihan Zhang, Xiaoli Li, Wei‐Lie Xiao
Abstract
Euphopias A–C (1–3), three rearranged jatrophane-type diterpenoids with tricyclo[8.3.0.02,7]tridecane (1 and 2) and tetracyclo[11.3.0.02,10.03,7]hexadecane (3) cores, were isolated from Euphorbia helioscopia. Comprehensive spectroscopic analyses, quantum-chemical calculations, and X-ray diffractions were used to identify their structures. Compounds 1–3 could significantly inhibit NLRP3 inflammasome activation and block NLRP3 inflammasome-induced pyroptosis. Additionally, a mechanistic study revealed that 2 could ameliorate mitochondria damage, thereby interrupting NLRP3 inflammasome activation.
Topics & Concepts
ChemistryInflammasomePyroptosisBlock (permutation group theory)Quantum chemicalStereochemistryMoleculeOrganic chemistryMathematicsCombinatoricsBiochemistryReceptorBioactive Natural Diterpenoids ResearchPhytochemistry and Biological ActivitiesTraditional and Medicinal Uses of Annonaceae