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Bioactive Isoquinoline Alkaloids with Diverse Skeletons from <i>Fissistigma polyanthum</i>

Kun Jiang, Xiao Liu, Yu‐Ming Liu, Li‐Ning Wang, Ya-Ting Xiao, Feng-Chen Wu

2023Journal of Natural Products12 citationsDOIOpen Access PDF

Abstract

Six new isoquinoline alkaloids, including aporphine alkaloids ( 2, 3, 9, and 10 ), a benzylisoquinoline alkaloid ( 13 ), and a protoberberine alkaloid ( 17 ), were isolated from the roots of Fissistigma polyanthum, along with a new furanone ( 20 ) and 13 known isoquinoline alkaloids ( 1, 4 – 8, 11, 12, 14 – 16, 18, and 19 ). The structures of the new compounds were elucidated by the analysis of spectroscopic data. Compounds 1 and 2 are rare oxalyl-fused dehydroaporphine alkaloids. Compound 12 presented the most potent dual-target activities on AChE inhibition and Aβ aggregation inhibition, while compounds 13 and 19 simultaneously exhibited discernible AChE and BChE inhibitions with antioxidant activities. The activity results indicate that F. polyanthum alkaloids have a potential of inhibition and prevention of Alzheimer’s disease mainly through both ChEs and β-amyloid pathways in addition to antioxidant activity.

Topics & Concepts

IsoquinolineAlkaloidAporphineBenzylisoquinolineChemistryStereochemistryPharmacognosyBiological activityBiochemistryIn vitroEnzymeBiosynthesisTraditional and Medicinal Uses of AnnonaceaePhytochemical compounds biological activitiesPiperaceae Chemical and Biological Studies
Bioactive Isoquinoline Alkaloids with Diverse Skeletons from <i>Fissistigma polyanthum</i> | Litcius