Amide-Iminoate Isomerism in Antineuroinflammatory Isoquinoline Alkaloids from .

Six new (-) and two known (, ) alkaloids that were chemically inseparable geometrical isomers (two isomers present in a 1:1 ratio for - and and a 1:3 ratio for , , and ) were identified from . Their structures and absolute configurations were determined by spectroscopic data analyses and comparison of their experimental and calculated ECD spectra. Moreover, using NOE correlations and DFT-based calculations, the NMR data of each geometrical isomer of - were assigned. The biological evaluation of - showed that and have stronger inhibitory effects (IC values, 12.0 and 12.6 μM, respectively) than minocycline (IC value, 17.5 μM) against NO production in overactivated BV2 cells, suggesting they have great potential in the development of neuroinflammatory therapeutics for treating neurodegenerative diseases.