Molecules 2014, 19(3), 3389-3400; doi:10.3390/molecules19033389
Article

An Unusual 2,3-Secotaraxerene and Other Cytotoxic Triterpenoids from Pleiocarpa pycnantha (Apocynaceae) Leaves Collected from Nigeria

1, 2, 1, 1 and 1,* email
Received: 18 January 2014; in revised form: 26 February 2014 / Accepted: 11 March 2014 / Published: 20 March 2014
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Three known triterpenoids, namely ursolic acid (1), and the 27-E- and 27-Z-p-coumaric 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.
Keywords: Pleiocarpa pycnantha; Apocynaceae; triterpenoids; cytotoxicity; 2,3-seco-taraxerene; ursolic acid; WST-1
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MDPI and ACS Style

Omoyeni, O.A.; Meyer, M.; Iwuoha, E.; Green, I.; Hussein, A.A. An Unusual 2,3-Secotaraxerene and Other Cytotoxic Triterpenoids from Pleiocarpa pycnantha (Apocynaceae) Leaves Collected from Nigeria. Molecules 2014, 19, 3389-3400.

AMA Style

Omoyeni OA, Meyer M, Iwuoha E, Green I, Hussein AA. An Unusual 2,3-Secotaraxerene and Other Cytotoxic Triterpenoids from Pleiocarpa pycnantha (Apocynaceae) Leaves Collected from Nigeria. Molecules. 2014; 19(3):3389-3400.

Chicago/Turabian Style

Omoyeni, Olubunmi A.; Meyer, Mervin; Iwuoha, Emmanuel; Green, Ivan; Hussein, Ahmed A. 2014. "An Unusual 2,3-Secotaraxerene and Other Cytotoxic Triterpenoids from Pleiocarpa pycnantha (Apocynaceae) Leaves Collected from Nigeria." Molecules 19, no. 3: 3389-3400.

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