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DOI: 10.1055/s-0032-1327878
Oxidative Burst Inhibitory and Cytotoxic Activity of Constituents of the Fruits of Odyendyea gabonensis
Publication History
received 10 August 2011
revised 11 September 2012
accepted 26 September 2012
Publication Date:
07 November 2012 (online)
![](https://www.thieme-connect.de/media/plantamedica/201218/lookinside/thumbnails/10.1055-s-0032-1327878-1.jpg)
Abstract
The methanol extract of dried fruits of Odyendyea gabonensis afforded one new quassinoid [(−)-odyendanol (1)], one new canthin-6-one alkaloid [9-hydroxy-5-methoxycanthin-6-one (4)], and two new steroids [22E, 24R-stigmasta-5,22-diene-3,7-dione (7) and 22E,24R-stigmast-22-ene-3,7-dione (8)] along with fourteen known compounds. The structures of all compounds were established by analyzing the spectroscopic data. The 13C-NMR values of (−)-odyendene (2) and (−)-odyendane (3), as well as the single-crystal X-ray structure of 5-methoxycanthin-6-one (6) are also reported.
The oxidative burst inhibitory activity of pure compounds 1–12 was determined by the chemoluminescence assay, and cytotoxic activities of compounds 2–6 against the human prostate cancer cell PC-3 line were evaluated. Compounds 1–6 exhibited a clear suppressive effect on the phagocytosis response upon activation with serum-opsonized zymosan in the range of IC50 = 0.9–2.0 µM versus ibuprofen with IC50 = 12.1 µM, while all canthin-6-one alkaloids (4–6) displayed moderate cytotoxic activity against the human prostate cancer cell PC-3 line, with IC50 values ranging from 13.5–15.4 µM versus doxorubicine with IC50 = 1.5 µM.
Key words
Odyendyea gabonensis - Simaroubaceae - quassinoids - canthin-6-one alkaloids - steroids - oxidative burst inhibition - cytotoxicity-
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