Article ; Online: N-Cinnamoyltetraketide Derivatives from the Leaves of Toussaintia orientalis.
2015 Volume 78, Issue 8, Page(s) 2045–2050
Abstract: Seven N-cinnamoyltetraketides (1-7), including the new Z-toussaintine E (2), toussaintine F (6 ...
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. |
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MeSH term(s) | Annonaceae/chemistry ; Antitubercular Agents/chemistry ; Antitubercular Agents/isolation & purification ; Antitubercular Agents/pharmacology ; Cinnamates/chemistry ; Cinnamates/isolation & purification ; Cinnamates/pharmacology ; Cyclohexanones/chemistry ; Cyclohexanones/isolation & purification ; Cyclohexanones/pharmacology ; Drug Screening Assays, Antitumor ; Female ; Humans ; Microbial Sensitivity Tests ; Molecular Structure ; Mycobacterium tuberculosis/drug effects ; Nuclear Magnetic Resonance, Biomolecular ; Plant Leaves/chemistry ; Tanzania |
Chemical Substances | Antitubercular Agents ; Cinnamates ; Cyclohexanones ; N-cinnamoyl-1-acetoxymethyl-2-amino-1-hydroxycyclohexx-5-en-4-one |
Language | English |
Publishing date | 2015-08-28 |
Publishing country | United States |
Document type | Journal Article ; Research Support, Non-U.S. Gov't |
ZDB-ID | 304325-3 |
ISSN | 1520-6025 ; 0163-3864 |
ISSN (online) | 1520-6025 |
ISSN | 0163-3864 |
DOI | 10.1021/acs.jnatprod.5b00356 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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