A New Method for the Isolation of Ergosterol and Peroxyergosterol as Active Compounds of Hygrophoropsis aurantiaca and in Vitro Antiproliferative Activity of Isolated Ergosterol Peroxide

• Published in: Molecules (Basel, Switzerland) Vol. 21; no. 7; p. 946
• Main Authors: Nowak, Renata, Drozd, Marta, Mendyk, Ewaryst, Lemieszek, Marta, Krakowiak, Olga, Kisiel, Wanda, Rzeski, Wojciech, Szewczyk, Katarzyna
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI 21.07.2016; MDPI AG
• Subjects: Antineoplastic Agents - pharmacology; antiproliferative effect; Basidiomycota - chemistry; Cell Line, Tumor; Cell Proliferation - drug effects; Chromatography, Liquid; cytotoxicity; ergosterol; Ergosterol - analogs & derivatives; Ergosterol - chemistry; Ergosterol - isolation & purification; Ergosterol - pharmacology; Humans; Hygrophoropsis aurantiaca; Molecular Structure; peroxyergosterol; Spectrum Analysis; TLC-DPPH; peroxyergosterol; Hygrophoropsis aurantiaca; antiproliferative effect; TLC-DPPH; cytotoxicity; ergosterol
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules21070946

In the present study, ergosterol peroxide and ergosterol were isolated for the first time from fresh fruit bodies of Hygrophoropsis aurantiaca (False Chanterelle). The substances were characterized mainly by spectroscopic methods (¹H-NMR, (13)C-NMR, DEPT-45, DEPT-90, DEPT-135, 2D-NMR). In our study, a new specific thin layer chromatographic method was developed for determination of ergosterol and ergosterol peroxide in H. aurantiaca extract. The method is based on the separation of n-hexane extract on silica gel (Silica Gel G) TLC plates using the optimized solvent system toluene/ethyl acetate (3:1; v/v). The main advantages of the developed method are the simplicity of operation and the low cost. The in vitro study results revealed the antiproliferative properties of ergosterol peroxide against LS180 human colon cancer cells. The described effect was attributed both to altered mitochondrial activity and decreased DNA synthesis. Additionally, in the same concentration range the investigated compound was not toxic to CCD 841 CoTr human colon epithelial cells. The present study suggests that fruit bodies of H. aurantiaca have great potential for producing substances and extracts with potential applications in medicine.