Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity
Authors
Ivković, IvanaNovaković, Miroslav
Veljić, Milan
Mojsin, Marija
Stevanović, Milena
Marin, Petar D.
Bukvicki, Danka
Article (Published version)
Metadata
Show full item recordAbstract
Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10 '-hydroxyperrottetin E, and 10,10 '-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previo...usly isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.
Keywords:
perrottetin E derivatives / Pellia endiviifolia / human teratocarcinoma cell line / human leukemia cell lines / human glioblastoma cell line / 1D and 2D NMRSource:
Plants-Basel, 2021, 10, 6Publisher:
- MDPI, Basel
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200178 (University of Belgrade, Faculty of Biology) (RS-MESTD-inst-2020-200178)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-MESTD-inst-2020-200026)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) (RS-MESTD-inst-2020-200042)
DOI: 10.3390/plants10061063
ISSN: 2223-7747
WoS: 000666225300001
Scopus: 2-s2.0-85106442570
Collections
Institution/Community
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Ivković, Ivana AU - Novaković, Miroslav AU - Veljić, Milan AU - Mojsin, Marija AU - Stevanović, Milena AU - Marin, Petar D. AU - Bukvicki, Danka PY - 2021 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1428 AB - Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10 '-hydroxyperrottetin E, and 10,10 '-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity. PB - MDPI, Basel T2 - Plants-Basel T1 - Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity IS - 6 VL - 10 DO - 10.3390/plants10061063 ER -
@article{ author = "Ivković, Ivana and Novaković, Miroslav and Veljić, Milan and Mojsin, Marija and Stevanović, Milena and Marin, Petar D. and Bukvicki, Danka", year = "2021", abstract = "Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10 '-hydroxyperrottetin E, and 10,10 '-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.", publisher = "MDPI, Basel", journal = "Plants-Basel", title = "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity", number = "6", volume = "10", doi = "10.3390/plants10061063" }
Ivković, I., Novaković, M., Veljić, M., Mojsin, M., Stevanović, M., Marin, P. D.,& Bukvicki, D.. (2021). Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants-Basel MDPI, Basel., 10(6). https://doi.org/10.3390/plants10061063
Ivković I, Novaković M, Veljić M, Mojsin M, Stevanović M, Marin PD, Bukvicki D. Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants-Basel. 2021;10(6). doi:10.3390/plants10061063 .
Ivković, Ivana, Novaković, Miroslav, Veljić, Milan, Mojsin, Marija, Stevanović, Milena, Marin, Petar D., Bukvicki, Danka, "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity" in Plants-Basel, 10, no. 6 (2021), https://doi.org/10.3390/plants10061063 . .