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Planta Med 2012; 78(18): 1949-1956
DOI: 10.1055/s-0032-1327878
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Oxidative Burst Inhibitory and Cytotoxic Activity of Constituents of the Fruits of Odyendyea gabonensis

Suzye Mireille Moladje Donkwe
1   Department of Chemistry, Faculty of Sciences, University of Douala, Douala, Cameroon
,
Emmanuel Ngeufa Happi
1   Department of Chemistry, Faculty of Sciences, University of Douala, Douala, Cameroon
,
Jean Duplex Wansi
1   Department of Chemistry, Faculty of Sciences, University of Douala, Douala, Cameroon
2   Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
,
Bruno Ndjakou Lenta
3   Department of Chemistry, Higher Teachersʼ Training College, University of Yaounde, Yaounde, Cameroon
,
Krishna Prasad Devkota
4   Institute of Forestry, Pokhara Campus, Tribhuvan University, Pokhara, Kaski, Nepal
6   Current Address: Molecular Targets Laboratory, Molecular Discovery Program, Center for Cancer Research, NCI-Frederick, Frederick, MD, USA
,
Beate Neumann
5   Inorganic and Structural Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
,
Hans-Georg Stammler
5   Inorganic and Structural Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
,
Norbert Sewald
5   Inorganic and Structural Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
› Author Affiliations
Further Information

Publication History

received 10 August 2011
revised 11 September 2012

accepted 26 September 2012

Publication Date:
07 November 2012 (online)

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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

Supporting Information

 

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