Planta Med 2022; 88(15): 1480-1481
DOI: 10.1055/s-0042-1759113
Poster Session I

Bioassay-guided isolation of cytotoxic retrochalcones from Glycyrrhiza echinata L. roots and elucidation of their cell death mechanisms

D Çevik∗
1   Department of Pharmacognosy, Faculty of Pharmacy, Trakya University, TR-22030, Balkan Campus, Edirne, Turkey
,
S Erdogan
2   Department of Medical Biology, School of Medicine, Trakya University, TR-22030, Balkan Campus, Edirne, Turkey
,
R Serttas
2   Department of Medical Biology, School of Medicine, Trakya University, TR-22030, Balkan Campus, Edirne, Turkey
,
Y Kan
3   Department of Medicinal Plants, Faculty of Agriculture, Selçuk University, TR-42070, Konya, Turkey
,
H Kırmızıbekmez
4   Department of Pharmacognosy, Faculty of Pharmacy, Yeditepe University, TR-34755, Kayışdağı, İstanbul, Turkey
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Extracts and some phenolic compounds of Glycyrrhiza L. have demonstrated evidential cytotoxic and antitumor activities through different mechanisms [1], [2]. As a continuation of our studies on Glycyrrhiza sp. from flora of Turkey [3], [4], this study aimed to isolate the cytotoxic metabolites from G. echinata L. roots by bioassay-guided fractionation and to elucidate their cell death mechanisms. For this purpose, in vitro cytotoxic activity of total MeOH extract as well as its subextracts were evaluated against PC3, MCF7 and HepG2 cells by MTT assay. Totally seven secondary metabolites were yielded from DCM (IC50 = 4.26 µg/mL-123.90 µg/mL) and EtOAc (IC50 = 23.41 – 146.90 µg/mL) subextracts through sequential chromatographic techniques. The isolates were identified as 4-hydroxybenzoic acid (1), isoliquiritigenin (2), echinatin (3), licochalcone B (4), tetrahydroxymethoxychalcone (5), vestitol (6) and medicarpin (7) on the basis of extensive NMR and MS analyses. According to in vitro cytotoxic effects of isolates, unusual chalcones characteristic for the genus Glycyrrhiza, namely retrochalcones (3 – 5) were found as the cytotoxically most effective compounds ([Fig. 1]). Further mechanistic studies on 3 (23 µM) and 5 (5 and 7 µM) including Hoechst staining and wound healing assays along with apoptosis rate and cell cycle analyses indicated that both compounds induced apoptotic cell death, caused significant cell cycle suppression in G1 and G2/M phases and exhibited antimigratory property on PC3 cells while 5 showed selectivity to cancer cells (SI = 5.195). To conclude, tested retrochalcones most particularly 5, established remarkable anticancer effects via several mechanisms against androgen independent prostate cancer (PC3) cells, could be potential anticancer drug candidates.

Zoom Image
Fig. 1 Cytotoxic activity mechanisms of 3 and 5.

Acknowledgements

This study was supported by TUBİTAK (Project No: 220S427).


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Publikationsverlauf

Artikel online veröffentlicht:
12. Dezember 2022

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