Abstract
From the 95% aqueous ethanol extract of Murraya microphylla, five pairs of new carbazole alkaloid enantiomers, (+/-)-microphylines N-R (1a/1b-5a/5b), were isolated, together with 20 known carbazole alkaloids. The structures of the new compounds were determined by the HRMS and NMR spectroscopic data, along with the calculated electronic circular dichroism (ECD) and Mo2(AcO)4-induced CD data. The known compound (+)-mahanine (21) showed significant cytotoxicities against Du145, HepG2, HeLa, and HCT-116 cell lines, and its possible mechanism was deduced to target on phosphoenolpyruvate carboxykinase 2 (PCK2) protein via surface plasmon resonance (SPR) and molecular docking.
Keywords:
Carbazole alkaloid enantiomers; Cytotoxicities; Murraya microphylla (Merr. et Chun) Swing; PCK2 protein; Rutaceae.
Copyright © 2021. Published by Elsevier Inc.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemistry
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Alkaloids / isolation & purification
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Alkaloids / pharmacology*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology*
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Carbazoles / chemistry
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Carbazoles / isolation & purification
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Carbazoles / pharmacology*
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification
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Enzyme Inhibitors / pharmacology*
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Humans
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Molecular Docking Simulation
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Molecular Structure
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Murraya / chemistry*
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Phosphoenolpyruvate Carboxykinase (ATP) / antagonists & inhibitors*
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Phosphoenolpyruvate Carboxykinase (ATP) / metabolism
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Structure-Activity Relationship
Substances
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Alkaloids
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Antineoplastic Agents
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Carbazoles
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Enzyme Inhibitors
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carbazole
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PCK2 protein, human
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Phosphoenolpyruvate Carboxykinase (ATP)