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Chemical constituents and their bioactivities from truffle Hysterangium inflatum

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Abstract

Hysterangium inflatum is a truffle that grows naturally in the roots of Eucalyptus sp. and is distributed along the Mediterranean and Aegean coasts. Chemical investigation of the H. inflatum enabled to isolate of a new cerebroside, hysteroside (1), and seven known compounds namely, psyllic acid (2), brassicasterol (3), ergosterol (4), ergosterol d (5), ergosterol peroxide (6), ergosta-7,9,22-triene-3-O-β-d-glucoside (7) and mannitol (8). IR, NMR, MS techniques were used for structural elucidation and supported with literature data. Antioxidant, cholinesterase, urease, and tyrosinase inhibitory and cytotoxic activities on MCF-7 breast, H-1299 lung cancer cells, and murine fibroblast (L929) non-cancerous cells of extracts and isolated compounds from H. inflatum were analyzed. All the isolated compounds, except compounds 2 and 8, displayed considerable cytotoxic activities against MCF-7 and H-1299 cancer cells. Compounds 1 (IC50: 18.11 µg/mL) and 5 (IC50: 24.93 µg/mL) were the most effective against MCF-7, while compounds 6 (IC50: 27.61 µg/mL), 1 (IC50: 36.20 µg/mL) and 5 (IC50: 38.62 µg/mL) showed most potent toxicity against H-1299 and the extracts and compounds have no toxic effect on L929. Among the extracts, the methanol extract displayed the best antioxidant activity in all assays. Compound 1 exhibited highest enzyme inhibition activities with value of 58.71%, 52.84%, 45.37%, and 35.63%, against urease, tyrosinase, butrylcholinesterase (BChE), and acetylcholinesterase (AChE) enzymes at 100 µg/mL concentration, among the isolated compounds. These results support that H. inflatum is a steroid-rich truffle and might be a potential source, especially for ergostane type steroids.

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Acknowledgements

This study is a part of M.T.’s Master’s thesis. The authors are deeply indebted to The Scientific and Technological Research Council of Turkey (Project Number: TUBITAK-114Z644) for the opportunity to carry out this research. The Mugla Sitki Kocman University Research Fund is also acknowledged under Project Number (MUBAP 16/132).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Muğla Sıtkı Koçman University, 48000, Muğla, Turkey

    Meltem Taş, Mehmet Emin Duru & Mehmet Öztürk

  2. Department of Medical Services and Techniques, Köyceğiz Vocational School of Health Services, Muğla Sıtkı Koçman University, 48000, Köyceğiz, Muğla, Turkey

    Selçuk Küçükaydın

  3. Department of Chemistry and Chemical Processing Technologies, Muğla Vocational School, Muğla Sıtkı Koçman University, 48000, Muğla, Turkey

    Gülsen Tel-Çayan

  4. Department of Bioengineering, Faculty of Engineering and Architecture, Kırıkkale University, 71450, Kırıkkale, Turkey

    Mustafa Türk

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  1. Meltem Taş
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Taş, M., Küçükaydın, S., Tel-Çayan, G. et al. Chemical constituents and their bioactivities from truffle Hysterangium inflatum. Food Measure 15, 4181–4189 (2021). https://doi.org/10.1007/s11694-021-00993-9

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