Abstract
Brassica rapa ssp. campestris (Brassicaceae) is a conical, deep purple, edible root vegetable commonly known as a turnip. We initiated phytochemical and pharmacological studies to search for biological active compounds from the roots of B. rapa ssp. campestris. We isolated a novel phenanthrene derivative, 6-methoxy-1-[10-methoxy-7-(3-methylbut-2-enyl)phenanthren-3-yl]undecane-2,4-dione, named brassicaphenanthrene A (3) along with two known diarylheptanoid compounds, 6-paradol (1) and trans-6-shogaol (2), through the repeated silica gel (SiO2), octadecyl silica gel, and Sephadex LH-20 column chromatography. The chemical structures of the compounds were determined by spectroscopic data analyses including nuclear magnetic resonance, mass spectrometry, ultraviolet spectroscopy, and infra-red spectroscopy. All compounds exhibited high inhibitory activity against the growth of human cancer lines, HCT-116, MCF-7, and HeLa, with IC50 values ranging from 15.0 to 35.0 μM and against LDL-oxidation with IC50 values ranging from 2.9 to 7.1 μM.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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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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Antioxidants / chemistry
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Antioxidants / isolation & purification
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Antioxidants / pharmacology*
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Brassica rapa* / chemistry
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Cell Proliferation / drug effects*
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Diarylheptanoids / chemistry
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Diarylheptanoids / isolation & purification
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Diarylheptanoids / pharmacology*
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Dose-Response Relationship, Drug
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HCT116 Cells
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HeLa Cells
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Humans
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Inhibitory Concentration 50
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Lipoproteins, LDL / metabolism*
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MCF-7 Cells
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Molecular Structure
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Neoplasms / pathology*
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Phenanthrenes / chemistry
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Phenanthrenes / isolation & purification
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Phenanthrenes / pharmacology*
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Phytotherapy
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Plant Roots
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Plants, Medicinal
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
Substances
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Antineoplastic Agents, Phytogenic
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Antioxidants
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Diarylheptanoids
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Lipoproteins, LDL
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Phenanthrenes
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oxidized low density lipoprotein