DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina
Authors
Sofrenić, Ivana V.
Anđelković, Boban D.

Vujisić, Ljubodrag V.

Novaković, Miroslav M.

Knežević, Aleksandar

Stanković, Miroslava

Milosavljević, Slobodan M.
Tešević, Vele

Article (Published version)
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Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8...-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine.
Keywords:
CBMN assey / Fomitopsis betulina / Lanostane triterpenoid derivatives / MicronucleusSource:
Journal of the Serbian Chemical Society, 2021, 86, 9, 809-817Publisher:
- Serbian Chemical Society
Funding / projects:
- 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. 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. 200178 (University of Belgrade, Faculty of Biology) (RS-200178)
DOI: 10.2298/JSC210401039S
ISSN: 0352-5139
WoS: 000692558700003
Scopus: 2-s2.0-85114610458
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Sofrenić, Ivana V. AU - Anđelković, Boban D. AU - Vujisić, Ljubodrag V. AU - Novaković, Miroslav M. AU - Knežević, Aleksandar AU - Stanković, Miroslava AU - Milosavljević, Slobodan M. AU - Tešević, Vele PY - 2021 UR - http://cherry.chem.bg.ac.rs/handle/123456789/4819 AB - Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina VL - 86 IS - 9 SP - 809 EP - 817 DO - 10.2298/JSC210401039S ER -
@article{ author = "Sofrenić, Ivana V. and Anđelković, Boban D. and Vujisić, Ljubodrag V. and Novaković, Miroslav M. and Knežević, Aleksandar and Stanković, Miroslava and Milosavljević, Slobodan M. and Tešević, Vele", year = "2021", abstract = "Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina", volume = "86", number = "9", pages = "809-817", doi = "10.2298/JSC210401039S" }
Sofrenić, I. V., Anđelković, B. D., Vujisić, L. V., Novaković, M. M., Knežević, A., Stanković, M., Milosavljević, S. M.,& Tešević, V.. (2021). DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society Serbian Chemical Society., 86(9), 809-817. https://doi.org/10.2298/JSC210401039S
Sofrenić IV, Anđelković BD, Vujisić LV, Novaković MM, Knežević A, Stanković M, Milosavljević SM, Tešević V. DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society. 2021;86(9):809-817. doi:10.2298/JSC210401039S .
Sofrenić, Ivana V., Anđelković, Boban D., Vujisić, Ljubodrag V., Novaković, Miroslav M., Knežević, Aleksandar, Stanković, Miroslava , Milosavljević, Slobodan M., Tešević, Vele, "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina" in Journal of the Serbian Chemical Society, 86, no. 9 (2021):809-817, https://doi.org/10.2298/JSC210401039S . .