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Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity

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2021
osnovni rad (390.0Kb)
Authors
Ivković, Ivana
Novaković, Miroslav
Veljić, Milan
Mojsin, Marija
Stevanović, Milena J.
Marin, Petar D.
Bukvički, Danka
Article (Published version)
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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 previous...ly 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:
1D and 2D NMR / Human glioblastoma cell line / Human leukemia cell lines / Human teratocarcinoma cell line / Pellia endiviifolia / Perrottetin E derivatives
Source:
Plants, 2021, 10, 6, 1063-
Publisher:
  • MDPI
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. 200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) (RS-200042)
  • Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200178 (University of Belgrade, Faculty of Biology) (RS-200178)

DOI: 10.3390/plants10061063

ISSN: 2223-7747

PubMed: 34073157

WoS: 000666225300001

Scopus: 2-s2.0-85106442570
[ Google Scholar ]
4
2
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4696
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Ivković, Ivana
AU  - Novaković, Miroslav
AU  - Veljić, Milan
AU  - Mojsin, Marija
AU  - Stevanović, Milena J.
AU  - Marin, Petar D.
AU  - Bukvički, Danka
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4696
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
T2  - Plants
T1  - Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity
VL  - 10
IS  - 6
SP  - 1063
DO  - 10.3390/plants10061063
ER  - 
@article{
author = "Ivković, Ivana and Novaković, Miroslav and Veljić, Milan and Mojsin, Marija and Stevanović, Milena J. and Marin, Petar D. and Bukvički, 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",
journal = "Plants",
title = "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity",
volume = "10",
number = "6",
pages = "1063",
doi = "10.3390/plants10061063"
}
Ivković, I., Novaković, M., Veljić, M., Mojsin, M., Stevanović, M. J., Marin, P. D.,& Bukvički, D.. (2021). Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants
MDPI., 10(6), 1063.
https://doi.org/10.3390/plants10061063
Ivković I, Novaković M, Veljić M, Mojsin M, Stevanović MJ, Marin PD, Bukvički D. Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants. 2021;10(6):1063.
doi:10.3390/plants10061063 .
Ivković, Ivana, Novaković, Miroslav, Veljić, Milan, Mojsin, Marija, Stevanović, Milena J., Marin, Petar D., Bukvički, Danka, "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity" in Plants, 10, no. 6 (2021):1063,
https://doi.org/10.3390/plants10061063 . .

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