Chemical constituents and biological activity of xylocarpus moluccensis roem. seeds from Phuket province
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Title Chemical constituents and biological activity of xylocarpus moluccensis roem. seeds from Phuket province
Creator Warin Ravangpai
Contributor Somchai Pengprecha, Khanitha Pudhom
Publisher Chulalongkorn University
Publication Year 2553
Keyword Xylocarpus moluccensis Roem -- Analysis, Limonoids, Anti-inflammatory agents, Chromatographic analysis
Abstract A new andirobin, xylomoluccensin A (9), and two new phragmalin-type limonoids, xylomoluccensins B (10) and C (11), were isolated from EtOAc extract of seeds of a Thai mangrove plant, Xylocarpus moluccensis Roem. collected form Phuket province, together with eight known limonoids, including mexicanolide (1), 3β-deacetylfissinolide (2), 2-hydroxyfissinolide (3), 7-deacetylgedunin (4), 7-oxo-7-deacetoxygedunin (5), moluccensin H (6), moluccensin I (7) and xyloccensin E (8). The structures of isolated compounds were established by analysis of spectroscopic data and by comparison with data in the literature for known compounds. In the case of 7-deacetylgedunin (4) and xylomoluccensin A (9), their structures and relative configuration were also confirmed by means of single-crystal X-ray diffraction analysis. Only gedunin-type limonoids, 7-oxo-7-deacetoxygedunin (6) and 7-deacetylgedunin (7), exhibited significant inhibitory activity against nitric oxide production from activated macrophages at a concentration of 10 µg/mL, suggesting that the compounds have anti-inflammatory activity. More importantly, they displayed less toxicity.
URL Website cuir.car.chula.ac.th
Chulalongkorn University

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