Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity

From the petroleum ether extract of the rhizomes of Tamus communis, four phenanthrenes 1– 4 and a dihydrophenanthrene ( 5) were isolated. Compounds 1 and 3– 5 exhibited significant cytotoxic activity on cervix adenocarcinoma (HeLa) cells; especially 1 and 3 exerted significant cell growth-inhibitory...

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Veröffentlicht in:Phytochemistry (Oxford) 2007-03, Vol.68 (5), p.687-691
Hauptverfasser: Kovács, Adriána, Forgo, Peter, Zupkó, István, Réthy, Borbála, Falkay, György, Szabó, Pál, Hohmann, Judit
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Sprache:eng
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Zusammenfassung:From the petroleum ether extract of the rhizomes of Tamus communis, four phenanthrenes 1– 4 and a dihydrophenanthrene ( 5) were isolated. Compounds 1 and 3– 5 exhibited significant cytotoxic activity on cervix adenocarcinoma (HeLa) cells; especially 1 and 3 exerted significant cell growth-inhibitory effects, with IC 50 8.52 and 3.64 μM, respectively. From the petroleum ether extract of the rhizomes of Tamus communis, the 7-hydroxy-2,3,4,8-tetramethoxyphenanthrene ( 1) was isolated, together with the known 2,3,4-trimethoxy-7,8-methylenedioxyphenanthrene ( 2), 3-hydroxy-2,4,-dimethoxy-7,8-methylenedioxyphenanthrene ( 3), 2-hydroxy-3,5,7-trimethoxyphenanthrene ( 4) and 2-hydroxy-3,5,7-trimethoxy-9,10-dihydrophenanthrene ( 5), through cytotoxic assay guidance. The structures were determined by means of HREIMS, 1H NMR, JMOD and NOESY experiments. The cytotoxic effects of the isolated compounds were tested on cervix adenocarcinoma (HeLa) cells, with the MTT assay. The results demonstrated that, with the exception of 2, all these compounds displayed pronounced cytotoxic activity; especially 1 and 3 exhibited significant cell growth inhibitory effects, with IC 50 = 8.52 ± 0.70 and 3.64 ± 0.12 μM, respectively.
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2006.10.028