Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation
Само за регистроване кориснике
2024
Аутори
Kasalović, Marijana P.Jelača, Sanja
Milanović, Žiko
Maksimović-Ivanić, Danijela
Mijatović, Sanja
Lađarević, Jelena
Božić, Bojan
Marković, Zoran
Dunđerović, Duško
Rüffer, Tobias
Kretschmer, Robert
Kaluđerović, Goran N.
Pantelić, Nebojša Đ.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Three newly synthesized triphenyltin(iv) compounds, Ph3SnL1 (L1− = 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoato), Ph3SnL2 (L2− = 2-(4-methyl-2-oxoquinolin-1(2H)-yl)ethanoato), and Ph3SnL3 (L3− = 2-(4-hydroxy-2-oxoquinolin-1(2H)-yl)ethanoato), were characterized by elemental microanalysis, FT-IR spectroscopy and multinuclear (1H, 13C and 119Sn) NMR spectroscopy. A single X-ray diffraction study indicates that compounds Ph3SnL1 and Ph3SnL2 exhibit a 1D zig-zag chain polymeric structure, which in the case of Ph3SnL2 is additionally stabilized by π-interactions. In addition, the synthesized compounds were further examined using density functional theory and natural bond orbital analysis. The compounds have been evaluated for their in vitro anticancer activity against three human cell lines: MCF-7 (breast adenocarcinoma), A375 (melanoma), HCT116 (colorectal carcinoma), and three murine cell lines: 4T1 (breast carcinoma), B16 (melanoma), CT26 (colon carcinoma) using MTT and CV assays. The I...C50 values fall in the nanomolar range, indicating that these compounds possess better anticancer activity than cisplatin. The study of the effect of the newly developed drug Ph3SnL1 showed its plasticity in achieving an antitumor effect in vitro, which depends on the specificity of the phenotype and the redox status of the malignant cell line and ranges from the initiation of apoptotic cell death to the induction of differentiation to a more mature cell form. In the syngeneic model of murine melanoma, Ph3SnL1 showed the potential to reduce the tumor volume similar to cisplatin, but in a well-tolerated form and with low systemic toxicity, representing a significant advantage over the conventional drug.
Извор:
Dalton Transactions, 2024Издавач:
- Royal Society of Chemistry
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200116 (Универзитет у Београду, Пољопривредни факултет) (RS-MESTD-inst-2020-200116)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200007 (Универзитет у Београду, Институт за биолошка истраживања 'Синиша Станковић') (RS-MESTD-inst-2020-200007)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200135 (Универзитет у Београду, Технолошко-металуршки факултет) (RS-MESTD-inst-2020-200135)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia (Grant Number: 451-03-66/2024-03/200387)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200178 (Универзитет у Београду, Биолошки факултет) (RS-MESTD-inst-2020-200178)
- German Academic Exchange Service DAAD PPP (Project Number: 57656312)
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Kasalović, Marijana P. AU - Jelača, Sanja AU - Milanović, Žiko AU - Maksimović-Ivanić, Danijela AU - Mijatović, Sanja AU - Lađarević, Jelena AU - Božić, Bojan AU - Marković, Zoran AU - Dunđerović, Duško AU - Rüffer, Tobias AU - Kretschmer, Robert AU - Kaluđerović, Goran N. AU - Pantelić, Nebojša Đ. PY - 2024 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7458 AB - Three newly synthesized triphenyltin(iv) compounds, Ph3SnL1 (L1− = 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoato), Ph3SnL2 (L2− = 2-(4-methyl-2-oxoquinolin-1(2H)-yl)ethanoato), and Ph3SnL3 (L3− = 2-(4-hydroxy-2-oxoquinolin-1(2H)-yl)ethanoato), were characterized by elemental microanalysis, FT-IR spectroscopy and multinuclear (1H, 13C and 119Sn) NMR spectroscopy. A single X-ray diffraction study indicates that compounds Ph3SnL1 and Ph3SnL2 exhibit a 1D zig-zag chain polymeric structure, which in the case of Ph3SnL2 is additionally stabilized by π-interactions. In addition, the synthesized compounds were further examined using density functional theory and natural bond orbital analysis. The compounds have been evaluated for their in vitro anticancer activity against three human cell lines: MCF-7 (breast adenocarcinoma), A375 (melanoma), HCT116 (colorectal carcinoma), and three murine cell lines: 4T1 (breast carcinoma), B16 (melanoma), CT26 (colon carcinoma) using MTT and CV assays. The IC50 values fall in the nanomolar range, indicating that these compounds possess better anticancer activity than cisplatin. The study of the effect of the newly developed drug Ph3SnL1 showed its plasticity in achieving an antitumor effect in vitro, which depends on the specificity of the phenotype and the redox status of the malignant cell line and ranges from the initiation of apoptotic cell death to the induction of differentiation to a more mature cell form. In the syngeneic model of murine melanoma, Ph3SnL1 showed the potential to reduce the tumor volume similar to cisplatin, but in a well-tolerated form and with low systemic toxicity, representing a significant advantage over the conventional drug. PB - Royal Society of Chemistry T2 - Dalton Transactions T1 - Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation DO - 10.1039/D4DT00182F ER -
@article{ author = "Kasalović, Marijana P. and Jelača, Sanja and Milanović, Žiko and Maksimović-Ivanić, Danijela and Mijatović, Sanja and Lađarević, Jelena and Božić, Bojan and Marković, Zoran and Dunđerović, Duško and Rüffer, Tobias and Kretschmer, Robert and Kaluđerović, Goran N. and Pantelić, Nebojša Đ.", year = "2024", abstract = "Three newly synthesized triphenyltin(iv) compounds, Ph3SnL1 (L1− = 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoato), Ph3SnL2 (L2− = 2-(4-methyl-2-oxoquinolin-1(2H)-yl)ethanoato), and Ph3SnL3 (L3− = 2-(4-hydroxy-2-oxoquinolin-1(2H)-yl)ethanoato), were characterized by elemental microanalysis, FT-IR spectroscopy and multinuclear (1H, 13C and 119Sn) NMR spectroscopy. A single X-ray diffraction study indicates that compounds Ph3SnL1 and Ph3SnL2 exhibit a 1D zig-zag chain polymeric structure, which in the case of Ph3SnL2 is additionally stabilized by π-interactions. In addition, the synthesized compounds were further examined using density functional theory and natural bond orbital analysis. The compounds have been evaluated for their in vitro anticancer activity against three human cell lines: MCF-7 (breast adenocarcinoma), A375 (melanoma), HCT116 (colorectal carcinoma), and three murine cell lines: 4T1 (breast carcinoma), B16 (melanoma), CT26 (colon carcinoma) using MTT and CV assays. The IC50 values fall in the nanomolar range, indicating that these compounds possess better anticancer activity than cisplatin. The study of the effect of the newly developed drug Ph3SnL1 showed its plasticity in achieving an antitumor effect in vitro, which depends on the specificity of the phenotype and the redox status of the malignant cell line and ranges from the initiation of apoptotic cell death to the induction of differentiation to a more mature cell form. In the syngeneic model of murine melanoma, Ph3SnL1 showed the potential to reduce the tumor volume similar to cisplatin, but in a well-tolerated form and with low systemic toxicity, representing a significant advantage over the conventional drug.", publisher = "Royal Society of Chemistry", journal = "Dalton Transactions", title = "Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation", doi = "10.1039/D4DT00182F" }
Kasalović, M. P., Jelača, S., Milanović, Ž., Maksimović-Ivanić, D., Mijatović, S., Lađarević, J., Božić, B., Marković, Z., Dunđerović, D., Rüffer, T., Kretschmer, R., Kaluđerović, G. N.,& Pantelić, N. Đ.. (2024). Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation. in Dalton Transactions Royal Society of Chemistry.. https://doi.org/10.1039/D4DT00182F
Kasalović MP, Jelača S, Milanović Ž, Maksimović-Ivanić D, Mijatović S, Lađarević J, Božić B, Marković Z, Dunđerović D, Rüffer T, Kretschmer R, Kaluđerović GN, Pantelić NĐ. Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation. in Dalton Transactions. 2024;. doi:10.1039/D4DT00182F .
Kasalović, Marijana P., Jelača, Sanja, Milanović, Žiko, Maksimović-Ivanić, Danijela, Mijatović, Sanja, Lađarević, Jelena, Božić, Bojan, Marković, Zoran, Dunđerović, Duško, Rüffer, Tobias, Kretschmer, Robert, Kaluđerović, Goran N., Pantelić, Nebojša Đ., "Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation" in Dalton Transactions (2024), https://doi.org/10.1039/D4DT00182F . .