Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity

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12 Citations (Scopus)

Abstract

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 IC50 = 8.52 ± 0.70 and 3.64 ± 0.12 μM, respectively.

Original languageEnglish
Pages (from-to)687-691
Number of pages5
JournalPhytochemistry
Volume68
Issue number5
DOIs
Publication statusPublished - Mar 2007

Fingerprint

Tamus
Tamus communis
Phenanthrenes
Rhizome
phenanthrene
HeLa Cells
Cervix Uteri
Inhibitory Concentration 50
Assays
Adenocarcinoma
cervix
Cell growth
assays
Growth
adenocarcinoma
petroleum
rhizomes
inhibitory concentration 50
cytotoxicity
ethers

Keywords

  • Cytotoxicity
  • Dihydrophenanthrene
  • Dioscoreaceae
  • Phenanthrenes
  • Structure elucidation
  • Tamus communis

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery

Cite this

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title = "Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity",
abstract = "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 IC50 = 8.52 ± 0.70 and 3.64 ± 0.12 μM, respectively.",
keywords = "Cytotoxicity, Dihydrophenanthrene, Dioscoreaceae, Phenanthrenes, Structure elucidation, Tamus communis",
author = "Adri{\'a}na Kov{\'a}cs and P. Forg{\'o} and I. Zupk{\'o} and B. R{\'e}thy and G. Falkay and P. Szab{\'o} and J. Hohmann",
year = "2007",
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T1 - Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity

AU - Kovács, Adriána

AU - Forgó, P.

AU - Zupkó, I.

AU - Réthy, B.

AU - Falkay, G.

AU - Szabó, P.

AU - Hohmann, J.

PY - 2007/3

Y1 - 2007/3

N2 - 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 IC50 = 8.52 ± 0.70 and 3.64 ± 0.12 μM, respectively.

AB - 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 IC50 = 8.52 ± 0.70 and 3.64 ± 0.12 μM, respectively.

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KW - Dihydrophenanthrene

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KW - Structure elucidation

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