Fragment-type 4-azolylcoumarin derivatives with anticancer properties
Нема приказа
Аутори
Simić, MilenaPetković, Milos
Jovanović, Predrag
Jovanović, Milos
Tasić, Gordana
Besu, Irina
Zizak, Zeljko
Aleksić, Ivana
Nikodinović-Runić, Jasmina
Savić, Vladimir
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Several coumarin derivatives with a directly attached azole substituent at C-4 were synthesized and biologically studied for their anticancer properties. The cell lines used for this investigation (HeLa, K-562, MDA-MB-53, and MCF-7) demonstrated different sensitivities. The best response in the MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide) assay was shown by K-562 cells, with compounds displaying activity (3c, IC50 3.06 mu M; 4a, IC50 5.24 mu M; 4c, IC50 4.7 mu M) similar to that of cisplatin (IC50 similar to 6 mu M), which was used as the standard. The studied azole-substituted coumarins demonstrated weaker activity toward other cell lines, except for compound 4c, which was equally potent in the case of MCF-7 cells. Additional biological evaluations supported interference with the cell cycle as a potential mechanism of action and confirmed the absence of toxicity in zebrafish embryos. On the basis of these initial results, 4-azole coumarins should be explored ...further. Although their activity would need additional optimization, the fact that these compounds are fragment-like structures with MW P lt 3 offers enough flexibility to fine-tune their drug-like properties.
Кључне речи:
embryotoxicity / coumarins / cell lines / azoles / anticancer propertiesИзвор:
Archiv Der Pharmazie, 2021, 354, 11Издавач:
- Wiley-V C H Verlag Gmbh, Weinheim
Финансирање / пројекти:
- Ministry of Education, Science and Technological Development, Republic of Serbia
- University of Belgrade-Faculty of Pharmacy [451-03-9/2021-14/200161]
DOI: 10.1002/ardp.202100238
ISSN: 0365-6233
PubMed: 34374111
WoS: 000683263000001
Scopus: 2-s2.0-85112063391
Институција/група
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Simić, Milena AU - Petković, Milos AU - Jovanović, Predrag AU - Jovanović, Milos AU - Tasić, Gordana AU - Besu, Irina AU - Zizak, Zeljko AU - Aleksić, Ivana AU - Nikodinović-Runić, Jasmina AU - Savić, Vladimir PY - 2021 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1499 AB - Several coumarin derivatives with a directly attached azole substituent at C-4 were synthesized and biologically studied for their anticancer properties. The cell lines used for this investigation (HeLa, K-562, MDA-MB-53, and MCF-7) demonstrated different sensitivities. The best response in the MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide) assay was shown by K-562 cells, with compounds displaying activity (3c, IC50 3.06 mu M; 4a, IC50 5.24 mu M; 4c, IC50 4.7 mu M) similar to that of cisplatin (IC50 similar to 6 mu M), which was used as the standard. The studied azole-substituted coumarins demonstrated weaker activity toward other cell lines, except for compound 4c, which was equally potent in the case of MCF-7 cells. Additional biological evaluations supported interference with the cell cycle as a potential mechanism of action and confirmed the absence of toxicity in zebrafish embryos. On the basis of these initial results, 4-azole coumarins should be explored further. Although their activity would need additional optimization, the fact that these compounds are fragment-like structures with MW P lt 3 offers enough flexibility to fine-tune their drug-like properties. PB - Wiley-V C H Verlag Gmbh, Weinheim T2 - Archiv Der Pharmazie T1 - Fragment-type 4-azolylcoumarin derivatives with anticancer properties IS - 11 VL - 354 DO - 10.1002/ardp.202100238 ER -
@article{ author = "Simić, Milena and Petković, Milos and Jovanović, Predrag and Jovanović, Milos and Tasić, Gordana and Besu, Irina and Zizak, Zeljko and Aleksić, Ivana and Nikodinović-Runić, Jasmina and Savić, Vladimir", year = "2021", abstract = "Several coumarin derivatives with a directly attached azole substituent at C-4 were synthesized and biologically studied for their anticancer properties. The cell lines used for this investigation (HeLa, K-562, MDA-MB-53, and MCF-7) demonstrated different sensitivities. The best response in the MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide) assay was shown by K-562 cells, with compounds displaying activity (3c, IC50 3.06 mu M; 4a, IC50 5.24 mu M; 4c, IC50 4.7 mu M) similar to that of cisplatin (IC50 similar to 6 mu M), which was used as the standard. The studied azole-substituted coumarins demonstrated weaker activity toward other cell lines, except for compound 4c, which was equally potent in the case of MCF-7 cells. Additional biological evaluations supported interference with the cell cycle as a potential mechanism of action and confirmed the absence of toxicity in zebrafish embryos. On the basis of these initial results, 4-azole coumarins should be explored further. Although their activity would need additional optimization, the fact that these compounds are fragment-like structures with MW P lt 3 offers enough flexibility to fine-tune their drug-like properties.", publisher = "Wiley-V C H Verlag Gmbh, Weinheim", journal = "Archiv Der Pharmazie", title = "Fragment-type 4-azolylcoumarin derivatives with anticancer properties", number = "11", volume = "354", doi = "10.1002/ardp.202100238" }
Simić, M., Petković, M., Jovanović, P., Jovanović, M., Tasić, G., Besu, I., Zizak, Z., Aleksić, I., Nikodinović-Runić, J.,& Savić, V.. (2021). Fragment-type 4-azolylcoumarin derivatives with anticancer properties. in Archiv Der Pharmazie Wiley-V C H Verlag Gmbh, Weinheim., 354(11). https://doi.org/10.1002/ardp.202100238
Simić M, Petković M, Jovanović P, Jovanović M, Tasić G, Besu I, Zizak Z, Aleksić I, Nikodinović-Runić J, Savić V. Fragment-type 4-azolylcoumarin derivatives with anticancer properties. in Archiv Der Pharmazie. 2021;354(11). doi:10.1002/ardp.202100238 .
Simić, Milena, Petković, Milos, Jovanović, Predrag, Jovanović, Milos, Tasić, Gordana, Besu, Irina, Zizak, Zeljko, Aleksić, Ivana, Nikodinović-Runić, Jasmina, Savić, Vladimir, "Fragment-type 4-azolylcoumarin derivatives with anticancer properties" in Archiv Der Pharmazie, 354, no. 11 (2021), https://doi.org/10.1002/ardp.202100238 . .