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DOI: 10.1055/s-0032-1328130
5-Geranyloxy-7-Methoxycoumarin Inhibits Colon Cancer (SW480) Cells Growth by Inducing Apoptosis
Publication History
received 20 June 2012
revised 05 December 2012
accepted 11 December 2012
Publication Date:
23 January 2013 (online)
![](https://www.thieme-connect.de/media/plantamedica/20130304/lookinside/thumbnails/10.1055-s-0032-1328130-1.jpg)
Abstract
For the first time, three coumarins were isolated from the hexane extract of limes (Citrus aurantifolia) and purified by flash chromatography. The structures were identified by NMR (1D, 2D) and mass spectral analyses as 5-geranyloxy-7-methoxycoumarin, limettin, and isopimpinellin. These compounds inhibited human colon cancer (SW-480) cell proliferation, with 5-geranyloxy-7-methoxycoumarin showing the highest inhibition activity (67 %) at 25 µM. Suppression of SW480 cell proliferation by 5-geranyloxy-7-methoxycoumarin was associated with induction of apoptosis, as evidenced by annexin V staining and DNA fragmentation. In addition, 5-geranyloxy-7-methoxycoumarin arrested cells at the G0/G1 phase, and induction of apoptosis was demonstrated through the activation of tumour suppressor gene p53, caspase8/3, regulation of Bcl2, and inhibition of p38 MAPK phosphorylation. These findings suggest that 5-geranyloxy-7-methoxycoumarin has potential as a cancer preventive agent.
Key words
Citrus aurantifolia L. Osbeck - Rutaceae - coumarins - colon cancer - apoptosis - 5-geranyloxy-7-methoxycoumarin-
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