Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina
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2021
Authors
Sofrenić, Ivana
Anđelković, Boban

Todorović, Nina

Stanojković, Tatjana

Vujisić, Ljubodrag V.

Novaković, Miroslav

Milosavljević, Slobodan

Tešević, Vele

Article (Published version)

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Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).
Keywords:
Fomitopsis betulina / Fomitopsidaceae / Structural elucidation / Lanostane triterpenoid derivatives / Cytotoxic activitySource:
Phytochemistry, 2021, 181, 112580-Publisher:
- Elsevier
Funding / projects:
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)
- Biological response modifiers in physiological and pathological conditions (RS-175011)
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-200026)
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200168 (University of Belgrade, Faculty of Chemistry) (RS-200168)
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200043 (Institute of Oncology and Radiology of Serbia, Belgrade) (RS-200043)
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200178 (University of Belgrade, Faculty of Biology) (RS-200178)
DOI: 10.1016/j.phytochem.2020.112580
ISSN: 0031-9422
PubMed: 33166752
WoS: 000598977700011
Scopus: 2-s2.0-85095453182
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Institution/Community
IHTMTY - JOUR AU - Sofrenić, Ivana AU - Anđelković, Boban AU - Todorović, Nina AU - Stanojković, Tatjana AU - Vujisić, Ljubodrag V. AU - Novaković, Miroslav AU - Milosavljević, Slobodan AU - Tešević, Vele PY - 2021 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4038 AB - Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2). PB - Elsevier T2 - Phytochemistry T1 - Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina VL - 181 SP - 112580 DO - 10.1016/j.phytochem.2020.112580 ER -
@article{ author = "Sofrenić, Ivana and Anđelković, Boban and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav and Milosavljević, Slobodan and Tešević, Vele", year = "2021", abstract = "Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).", publisher = "Elsevier", journal = "Phytochemistry", title = "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina", volume = "181", pages = "112580", doi = "10.1016/j.phytochem.2020.112580" }
Sofrenić, I., Anđelković, B., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M., Milosavljević, S.,& Tešević, V.. (2021). Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry Elsevier., 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580
Sofrenić I, Anđelković B, Todorović N, Stanojković T, Vujisić LV, Novaković M, Milosavljević S, Tešević V. Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry. 2021;181:112580. doi:10.1016/j.phytochem.2020.112580 .
Sofrenić, Ivana, Anđelković, Boban, Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav, Milosavljević, Slobodan, Tešević, Vele, "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina" in Phytochemistry, 181 (2021):112580, https://doi.org/10.1016/j.phytochem.2020.112580 . .