Abstract
Seven N-cinnamoyltetraketides (1-7), including the new Z-toussaintine E (2), toussaintine F (6), and toussaintine G (7), were isolated from the methanol extract of the leaves of Toussaintia orientalis using column chromatography and HPLC. The configurations of E-toussaintine E (1) and toussaintines A (3) and D (5) are revised based on single-crystal X-ray diffraction data from racemic crystals. Both the crude methanol extract and the isolated constituents exhibit antimycobacterial activities (MIC 83.3-107.7 μM) against the H37Rv strain of Mycobacterium tuberculosis. Compounds 1, 3, 4, and 5 are cytotoxic (ED50 15.3-105.7 μM) against the MDA-MB-231 triple negative aggressive breast cancer cell line.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Annonaceae / chemistry*
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Antitubercular Agents / chemistry
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Antitubercular Agents / isolation & purification*
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Antitubercular Agents / pharmacology
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Cinnamates / chemistry
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Cinnamates / isolation & purification*
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Cinnamates / pharmacology
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Cyclohexanones / chemistry
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Cyclohexanones / isolation & purification*
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Cyclohexanones / pharmacology
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Drug Screening Assays, Antitumor
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Female
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Humans
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Microbial Sensitivity Tests
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Molecular Structure
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Mycobacterium tuberculosis / drug effects*
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Nuclear Magnetic Resonance, Biomolecular
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Plant Leaves / chemistry
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Tanzania
Substances
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Antitubercular Agents
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Cinnamates
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Cyclohexanones
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N-cinnamoyl-1-acetoxymethyl-2-amino-1-hydroxycyclohexx-5-en-4-one