Litcius/Paper detail

Sarglamides A–E, Indolidinoid–Monoterpenoid Hybrids with Anti-neuroinflammatory Activity from a <i>Sarcandra</i> Species

Bin Zhou, Qi Gong, Yan Fu, Jun‐Su Zhou, Haiyan Zhang, Jian‐Min Yue

2023Organic Letters32 citationsDOI

Abstract

Sarglamides A–E ( 1 – 5 ), representing the first example of heterodimers of a trans - N -cinnamoylindolidinoid and α-phelladrene derivatives, were isolated from Sarcandra glabra subsp. brachystachys . Particularly, compounds 4 and 5 possess unprecedented cagelike 6/6/5/6/5- and 6/6/6/6/5-fused pentacyclic scaffolds, respectively. Their structures were established by spectroscopic analysis, X-ray crystallography, quantum-chemical calculations, and chemical conversions. Plausible biosynthetic pathways of 1 – 5 involving the coisolated enantiomers 6a and 6b were proposed. Compounds 3 – 7 showed inhibitory activity against lipopolysaccharide-induced inflammation in BV-2 microglial cells.

Topics & Concepts

ChemistryEnantiomerQuantum chemicalStereochemistryLipopolysaccharideMoleculeOrganic chemistryBiologyEndocrinologyNatural product bioactivities and synthesisSesquiterpenes and Asteraceae StudiesPhytochemistry and Biological Activities
Sarglamides A–E, Indolidinoid–Monoterpenoid Hybrids with Anti-neuroinflammatory Activity from a <i>Sarcandra</i> Species | Litcius