Bakacsy, László

Barta, Anita

Hohmann, Judit

Kúsz, Norbert

Stefkó, Dóra

Vasas, Andrea

Stefkó Dóra

Barta Anita

Kúsz Norbert

Bakacsy László

Hohmann Judit

Vasas Andrea

University of Szeged

 25th International Symposium on Analytical and Environmental Problems 397 ISOLATION OF PHENANTHRENES FROM JUNCUS MARITIMUS  Dóra Stefkó1, Anita Barta1, Norbert Kúsz1, László Bakacsy2, Judit Hohmann1,3, Andrea Vasas1  1 Department of Pharmacognosy, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary 2 Department of Plant Biology, University of Szeged, Közép fasor 52, H-6726 Szeged, Hungary 3 Interdisciplinary Centre of Natural Products, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary e-mail: stefkodora@pharmacognosy.hu  Introduction: Juncus maritimus Lam. belongs to the genus Juncus. Juncus is one of the biggest genera of Juncaceae plant family and by far the most important one from phytochemical and pharmacological points of view. Juncaceae species accumulate different secondary metabolites, among them flavonoids, phenanthrenes, coumarins, triterpenes, steroids and phenolic acid derivatives. However, the major bioactive components of Juncaceae species are phenanthrenes. Phenanthrenes compose a small group of aromatic secondary metabolites. They are divided into three major groups: mono-, di-, and triphenanthrenes. Several isolated compounds possessed different biological activities [antiproliferative, antimicrobial, anti-inflammatory, antioxidant, spasmolytic, anxiolytic, antialgal effects] [1]. In continuation of our work dealing with the isolation of biologically active secondary metabolites from Juncaceae species, Juncus maritimus was investigated.  Results and discussion: The dried plant material was extracted with methanol. After evaporation, the extract was dissolved in 50% methanol and then subjected to solvent–solvent partition with n-hexane, CHCl3 and finally ethyl acetate. The CHCl3 fraction contained phenanthrenes; therefore, it was separated by a combination of different chromatographic methods, including VLC, MPLC, gel filtration, preparative TLC, and HPLC. The structure elucidation of the compounds was carried out by extensive NMR spectroscopic analysis, and HRMS experiments. As a result of the preparative work, seven phenanthrenes (maritins A and B, juncusol, effusol, jinflexin A, 2,7-dihydroxy-5-formyl-1-methyl-9,10-dihydrophenanthrene, and effususin A) and two flavonoids (apigenin and luteolin) were identified from the aerial part of the plant.   Conclusion: With a combination of different chromatographic techniques, altogether nine compounds (seven phenanthrenes and two flavonoids) were isolated from J. maritimus. Maritins A and B are new natural products. All compounds were isolated for the first time from the plant, with the exception of effusol [2].  Acknowledgement:  This work was supported by the ÚNKP-19-3 New National Excellence Program of the Ministry for Innovation and Technology, National Research, Development and Innovation Office, Hungary (NKFIH; K128963), and GINOP-2.3.2-15-2016-00012.  References: [1] C. Bús, B. Tóth, D. Stefkó, J. Hohmann, A. Vasas, Phytochem. Rev. 17 (2018) 833–851. [2] R. Sahli, C. Rivière, A. Siah, A. Smaoui, J. Samaillie, T. Hennebelle, V. Roumy, R. Ksouri, P. Halama, S. Sahpaz, Environ. Sci. Pollut. Res. Int. 25 (2018) 29775-29783. 

Isolation of phenanthrenes from Juncus maritimus

http://acta.bibl.u-szeged.hu/64890/1/proceedings_of_isaep_2019_397.pdf

Isolation of phenanthrenes from Juncus maritimus

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