Abstract
A pair of new enantiomeric stilbene dimers, (+)- and (-)-cajanusine [(+)-1 and (-)-1], with a unique coupling pattern were isolated from the leaves of Cajanus cajan . Their structures including absolute configurations were elucidated on the basis of comprehensive spectroscopic and single-crystal X-ray diffraction analyses, as well as CD calculations. The plausible biogenetic pathway of 1 was also proposed. Additionally, (±)-1, (+)-1, and (-)-1 exhibited inhibitory activities on the growth of human hepatocellular carcinoma cells.
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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Bridged Bicyclo Compounds
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Cajanus / chemistry*
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Cell Proliferation / drug effects
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Crystallography, X-Ray
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Dimerization
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Hep G2 Cells
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Humans
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Models, Molecular
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Molecular Conformation
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Plant Leaves / chemistry*
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Stereoisomerism
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Stilbenes / chemistry*
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Stilbenes / isolation & purification
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Stilbenes / pharmacology
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Structure-Activity Relationship
Substances
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Antineoplastic Agents, Phytogenic
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Bridged Bicyclo Compounds
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Stilbenes
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cajanusine