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

Todorović, Nina
Stanojković, Tatjana
Vujisić, Ljubodrag V.

Novaković, Miroslav M.

Milosavljević, Slobodan M.
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:
Cytotoxic activity / Fomitopsidaceae / Lanostane triterpenoid derivatives / Structural elucidationSource:
Phytochemistry, 2021, 181, 112580-Funding / projects:
- 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)
Note:
- Supplementary material: https://cherry.chem.bg.ac.rs/handle/123456789/4946
Related info:
- Referenced by
https://cherry.chem.bg.ac.rs/handle/123456789/4946
DOI: 10.1016/j.phytochem.2020.112580
ISSN: 0031-9422
WoS: 000598977700011
Scopus: 2-s2.0-85095453182
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Sofrenić, Ivana V. AU - Anđelković, Boban D. AU - Todorović, Nina AU - Stanojković, Tatjana AU - Vujisić, Ljubodrag V. AU - Novaković, Miroslav M. AU - Milosavljević, Slobodan M. AU - Tešević, Vele PY - 2021 UR - http://cherry.chem.bg.ac.rs/handle/123456789/4945 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). 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 V. and Anđelković, Boban D. and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav M. and Milosavljević, Slobodan M. 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).", 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. V., Anđelković, B. D., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M. M., Milosavljević, S. M.,& Tešević, V.. (2021). Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580
Sofrenić IV, Anđelković BD, Todorović N, Stanojković T, Vujisić LV, Novaković MM, Milosavljević SM, 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 V., Anđelković, Boban D., Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav M., Milosavljević, Slobodan M., 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 . .