Journal
SOUTH AFRICAN JOURNAL OF BOTANY
Volume 81, Issue -, Pages 79-80Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.sajb.2012.06.001
Keywords
Anti-inflammatory; Stigmast-4-ene-3,6-dione; Terminalia phanerophlebia; beta-Sitostenone; beta-Sitosterol
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Funding
- University of KwaZulu-Natal
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The 'Lebombo cluster leaf' Terminalia phanerophlebia (Combretaceae) is used in traditional medicine in South Africa for a host of ailments, including aches and pain, wounds and infections, gynaecological conditions, inflammation, mental illness such as epilepsy, and sexually-transmitted diseases. Based on the anti-inflammatory activity (92.4% inhibition of the cyclooxygenase enzyme COX-2) initially observed for a crude extract, stems of T phanerophlebia were here examined for the underlying phytochemical principles. Three cholestane tritemenoids beta-sitosterol, beta-sitostenone and stigmast-4-ene-3,6-dione were isolated from the ethanol extract by silica gel column chromatography via gradient elution with hexane/ethyl acetate mixtures. Structure elucidation was facilitated by use of physical and spectroscopic methods, including high field 2D NMR and mass spectroscopic techniques. The crude extract as well as beta-sitosterol was seen to be selective inhibitors of the cyclooxygenase enzyme COX-2. This work is of chemosystematic relevance as it represents the first isolation of Is-sitostenone and stigmast-4-ene-3,6-dione from any species of Tenninalia. (C) 2012 SAAB. Published by Elsevier B.V. All rights reserved.
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