Phenanthrenes from Juncus atratus with antiproliferative activity

Dóra Stefkó, Norbert Kúsz, Attila Csorba, Gusztáv Jakab, Péter Bérdi, I. Zupkó, J. Hohmann, A. Vasas

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The present study has focused on the isolation and structure determination of phenanthrenes from Juncus atratus Krock. Nine compounds, among them five phenanthrenes, have been isolated from the methanol extract of the plant. Two compounds [juncatrins A (1) and B (2)] are new natural products, three phenanthrenes [juncuenin B (3), effusol (4), and dehydroeffusol (5)], the flavones apigenin (7) and luteolin (8), the diterpene phytol and 13(R)-hydroxy-octadeca-(9Z,11E,15Z)-trien-oic acid (9) were isolated for the first time from the plant. Juncatrin A (1) is substitued with an acetyl group, while in case of juncatrin B (2), an unprecedented acetylene group is connected to the phenanthrene skeleton. The isolated phenanthrenes were evaluated for their antiproliferative activity against HeLa, SiHa and MDA-MB-231 human tumor cell lines. Four phenanthrenes (2, 3, 4 and 5) were more effective [IC50s 3.48 μM (2), 2.91 (3), 3.68 (4), and 7.75 μM (5)] than cisplatin (IC50 12.43 μM) on HeLa cells.

Original languageEnglish
Pages (from-to)116-120
Number of pages5
JournalTetrahedron
Volume75
Issue number1
DOIs
Publication statusPublished - Jan 3 2019

Fingerprint

Phenanthrenes
Phytol
Trientine
Flavones
Apigenin
Luteolin
Acetylene
Diterpenes
Plant Extracts
Tumor Cell Line
Biological Products
HeLa Cells
Skeleton
Cisplatin
Inhibitory Concentration 50
Methanol
Tumors
Cells
Acids

Keywords

  • Antiproliferative
  • Flavonoids
  • Juncaceae
  • Juncus atratus
  • Phenanthrenes
  • Phytol

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Phenanthrenes from Juncus atratus with antiproliferative activity. / Stefkó, Dóra; Kúsz, Norbert; Csorba, Attila; Jakab, Gusztáv; Bérdi, Péter; Zupkó, I.; Hohmann, J.; Vasas, A.

In: Tetrahedron, Vol. 75, No. 1, 03.01.2019, p. 116-120.

Research output: Contribution to journalArticle

Stefkó D, Kúsz N, Csorba A, Jakab G, Bérdi P, Zupkó I et al. Phenanthrenes from Juncus atratus with antiproliferative activity. Tetrahedron. 2019 Jan 3;75(1):116-120. https://doi.org/10.1016/j.tet.2018.11.039
Stefkó, Dóra ; Kúsz, Norbert ; Csorba, Attila ; Jakab, Gusztáv ; Bérdi, Péter ; Zupkó, I. ; Hohmann, J. ; Vasas, A. / Phenanthrenes from Juncus atratus with antiproliferative activity. In: Tetrahedron. 2019 ; Vol. 75, No. 1. pp. 116-120.
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