Oxidative burst inhibitory and cytotoxic activity of constituents of the fruits of Odyendyea gabonensis.

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.

• Authors: Suzye Mireille Moladje Donkwe, Emmanuel Ngeufa Happi, Jean Duplex Wansi, Bruno Ndjakou Lenta, Krishna Prasad Devkota, Beate Neumann, Hans-Georg Stammler, Norbert Sewald
• Journal: Planta medica (Planta Med) Vol. 78 Issue 18 Pg. 1949-56 (Dec 2012) ISSN: 1439-0221 [Electronic] Germany
• PMID: 23136063 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Georg Thieme Verlag KG Stuttgart · New York.

Chemical References

• Alkaloids
• Antineoplastic Agents, Phytogenic
• Carbolines
• Indole Alkaloids
• Phytosterols
• Plant Extracts
• Quassins
• canthin-6-one

Topics

• Alkaloids (pharmacology)
• Antineoplastic Agents, Phytogenic (chemistry, pharmacology)
• Carbolines (pharmacology)
• Fruit (chemistry)
• Humans
• Indole Alkaloids (pharmacology)
• Male
• Molecular Structure
• Phytosterols (pharmacology)
• Plant Extracts (pharmacology)
• Plant Stems (chemistry)
• Prostatic Neoplasms (drug therapy, metabolism)
• Quassins (pharmacology)
• Respiratory Burst (drug effects)
• Simaroubaceae (chemistry)
• Tumor Cells, Cultured (drug effects)