Scocycamides, a Pair of Macrocyclic Dicaffeoylspermidines with Butyrylcholinesterase Inhibition and Antioxidation Activity from the Roots of <i>Scopolia tangutica</i>
Jixia Wang, Yaopeng Zhao, Nana Du, Yang Han, Hao Li, Rong Wang, Yang Xu, Yanfang Liu, Xinmiao Liang
Abstract
A pair of new macrocyclic spermidine alkaloids, (+)-(S)-scocycamide and (−)-(R)-scocycamide, were isolated from the roots of Scopolia tangutica. Their structures were established by extensive spectroscopic data, electronic circular dichroism analyses, and chemical synthesis. They featured a unique 6/18 fused bicyclic framework with spermidine and catechol units, representing a new subtype of natural spermidine alkaloids. A plausible biosynthetic pathway was also proposed. They inhibited butyrylcholinesterase and exhibited antioxidant capacity, suggesting beneficial constituents against Alzheimer’s disease and oxidation.
Topics & Concepts
ChemistrySpermidineButyrylcholinesteraseCatecholCircular dichroismAntioxidantStereochemistryOrganic chemistryEnzymeAcetylcholinesteraseAchéBiochemical and biochemical processesTraditional and Medicinal Uses of AnnonaceaeMedicinal Plants and Neuroprotection