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1.
Bioorg Med Chem Lett ; 29(17): 2475-2479, 2019 09 01.
Article in English | MEDLINE | ID: mdl-31350127

ABSTRACT

Stilbenes and benzofuran neolignans are important groups of plant phenolics therefore they play a significant role in plants and human health. The objective of this study was to investigate the structure-activity relationships of naturally occurring stilbene and benzofuran neolignan derivatives as acetylcholinesterase inhibitors. A series of these compounds were prepared and assessed for their inhibition on acetylcholinesterase activity. δ-Viniferin, pterostilbene trans-dehydrodimer, pallidol, grossamide, and boehmenan exerted acetylcholinesterase inhibitory potential. The several oligomeric compounds protected against cell damage resulting from t-BHP exposure and inhibited lipopolysaccharide/interferon-gamma (LPS/IFNγ)-induced NO production in vitro. Our findings highlight the great potential of pterostilbene trans-dehydrodimer, pallidol, and boehmenan as multifunctional nutraceuticals for management of neurodegenerative diseases.


Subject(s)
Anti-Inflammatory Agents/chemistry , Cholinesterase Inhibitors/chemistry , Lignans/chemistry , Neuroprotective Agents/chemistry , Acetylcholinesterase/chemistry , Acetylcholinesterase/metabolism , Animals , Anti-Inflammatory Agents/chemical synthesis , Anti-Inflammatory Agents/pharmacology , Benzofurans/chemistry , Cell Survival/drug effects , Cholinesterase Inhibitors/chemical synthesis , Cholinesterase Inhibitors/pharmacology , Interferon-gamma/pharmacology , Isomerism , Lignans/chemical synthesis , Lignans/pharmacology , Lipopolysaccharides/pharmacology , Macrophages/cytology , Macrophages/drug effects , Macrophages/metabolism , Mice , Neuroprotective Agents/chemical synthesis , Neuroprotective Agents/pharmacology , Nitric Oxide/metabolism , PC12 Cells , RAW 264.7 Cells , Rats , Stilbenes/chemistry , Structure-Activity Relationship
2.
Bioorg Med Chem Lett ; 28(14): 2422-2425, 2018 08 01.
Article in English | MEDLINE | ID: mdl-29914769

ABSTRACT

Coumarins are ubiquitous in higher plants and exhibit various biological actions. The aim of this study was to investigate the structure-activity relationships of coumarin derivatives on tert-butyl hydroperoxide (t-BHP)-induced oxidative damage in human hepatoma HepG2 cells. A series of coumarin derivatives were prepared and assessed for their cytoprotective effects. Among these, a caffeoyl acid-conjugated dihydropyranocoumarin derivative, caffeoyllomatin, efficiently protected against cell damage elicited by t-BHP. Our findings suggest that caffeoyllomatin appears to be a potent cytoprotective agent.


Subject(s)
Antioxidants/pharmacology , Coumarins/pharmacology , Antioxidants/chemical synthesis , Antioxidants/chemistry , Cell Survival/drug effects , Coumarins/chemical synthesis , Coumarins/chemistry , Dose-Response Relationship, Drug , Hep G2 Cells , Humans , Molecular Structure , Oxidative Stress/drug effects , Structure-Activity Relationship , tert-Butylhydroperoxide
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