Abstract
Phytochemical investigation of Anaxagorea dolichocarpa Sprague & Sandwith led to isolation of three azaphenanthrene alkaloids: eupolauramine, sampangine and imbiline 1. Their chemical structures were established on the basis of spectroscopic data from IR, HR-ESI-MS, NMR (including 2D experiments) and comparison with the literature. Sampangine and imbiline 1 are being described in the Anaxagorea genus for the first time. Eupolauramine and sampangine show concentration-dependent antitumoral activity in leukemic cells K562 with IC(50) of 18.97 and 10.95 µg/mL, respectively.
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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Annonaceae / chemistry*
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification
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Antineoplastic Agents, Phytogenic / pharmacology*
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Aza Compounds / chemistry
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Aza Compounds / isolation & purification
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Aza Compounds / pharmacology*
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Cell Line, Tumor
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Cell Survival / drug effects
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Drug Screening Assays, Antitumor
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Heterocyclic Compounds, 4 or More Rings / chemistry
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Heterocyclic Compounds, 4 or More Rings / isolation & purification*
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Heterocyclic Compounds, 4 or More Rings / pharmacology
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Humans
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Molecular Structure
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Naphthyridines
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Phenanthrenes / chemistry
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Phenanthrenes / isolation & purification
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Phenanthrenes / pharmacology*
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Plant Bark / chemistry*
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology*
Substances
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Alkaloids
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Antineoplastic Agents, Phytogenic
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Aza Compounds
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Heterocyclic Compounds, 4 or More Rings
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Naphthyridines
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Phenanthrenes
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Plant Extracts
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eupolauramine
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sampangine