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    An unusual 2,3-secotaraxerene and other cytotoxic triterpenoids from pleiocarpa pycnantha (apocynaceae) leaves collected from Nigeria

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    Omoyeni_An Unusual 2,3-Secotaraxerene_2014.pdf (669.7Kb)
    Date
    2014
    Author
    Omoyeni, Olubunmi A.
    Meyer, Mervin
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    Abstract
    Three known triterpenoids, namely ursolic acid (1), and the 27-E- and 27-Z-pcoumaric esters of ursolic acid (compounds 2, 3), were isolated together with a new triterpene 2,3-seco-taraxer-14-en-2,3-lactone [pycanocarpine (4)] from an ethanolic extract of Pleiocarpa pycnantha leaves. The structure of 4 was unambiguously assigned using NMR, HREIMS and X-ray crystallography. The cytotoxic activities of the compounds were evaluated against HeLa, MCF-7, KMST-6 and HT-29 cells using the WST-1 assay. Ursolic acid (1) displayed potent cytotoxic activity against HeLa, HT-29 and MCF-7 cells with IC50 values of 10, 10 and 20 µM respectively. The new compound 4 and its hydrolysed derivative 5 were selectively cytotoxic to the breast cancer cell line, MCF-7 with IC50 values 20 and 10 µM respectively. This is the first report on isolation of a 2,3-seco-taraxerene derivative from the Apocynaceae family and cytotoxic activityof P. pycnantha constituents.
    URI
    http://dx.doi.org/10.3390/molecules19033389
    http://hdl.handle.net/10566/2488
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