Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties
2018
Аутори
Mijin, DušanBožić-Nedeljković, Biljana
Božić, Bojan
Kovrlija, Ilijana
Lađarević, Jelena
Ušćumlić, Gordana
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
New azo dyes bearing 2-pyridone and benzimidazole moieties were prepared using diazotization of 4-(1H-benzo[d]imidazol-2-yl)aniline and coupling of the obtained diazonium salt with substituted 3-cyano-2-pyridones. Obtained compounds were characterized via UV-Vis, FT-IR, and H-1 and C-13 NMR spectroscopy as well as by elemental analysis data. The UV-Vis spectra of the synthesized dyes were measured in thirteen solvents of different properties at room temperature. Solvatochromism and tautomerism of novel azo dyes were discussed. An MTT (3,4,5-dimethyl-thiazol-2-yl)-2,5-diphenyl tetrazolium bromide) test was performed to prove the biocompatibility of the investigated dyes. The investigated dyes exhibited satisfying antiproliferative activities against both tumor cell lines, MDA-MB-231 and HCT-116, demonstrating the potent capacity for treatment of tumors.
Кључне речи:
UV-Vis spectroscopy / azo dyes / biocompatibility / antiproliferative activity / tautomerismИзвор:
Turkish Journal of Chemistry, 2018, 42, 3, 896-907Издавач:
- Scientific Technical Research Council Turkey-Tubitak, Ankara
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-172013)
- Биоинформатички методи за детекцију промотера и теоријско моделовање генских кола (RS-173052)
DOI: 10.3906/kim-1711-97
ISSN: 1300-0527
WoS: 000433980300023
Scopus: 2-s2.0-85047941142
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Mijin, Dušan AU - Božić-Nedeljković, Biljana AU - Božić, Bojan AU - Kovrlija, Ilijana AU - Lađarević, Jelena AU - Ušćumlić, Gordana PY - 2018 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4008 AB - New azo dyes bearing 2-pyridone and benzimidazole moieties were prepared using diazotization of 4-(1H-benzo[d]imidazol-2-yl)aniline and coupling of the obtained diazonium salt with substituted 3-cyano-2-pyridones. Obtained compounds were characterized via UV-Vis, FT-IR, and H-1 and C-13 NMR spectroscopy as well as by elemental analysis data. The UV-Vis spectra of the synthesized dyes were measured in thirteen solvents of different properties at room temperature. Solvatochromism and tautomerism of novel azo dyes were discussed. An MTT (3,4,5-dimethyl-thiazol-2-yl)-2,5-diphenyl tetrazolium bromide) test was performed to prove the biocompatibility of the investigated dyes. The investigated dyes exhibited satisfying antiproliferative activities against both tumor cell lines, MDA-MB-231 and HCT-116, demonstrating the potent capacity for treatment of tumors. PB - Scientific Technical Research Council Turkey-Tubitak, Ankara T2 - Turkish Journal of Chemistry T1 - Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties EP - 907 IS - 3 SP - 896 VL - 42 DO - 10.3906/kim-1711-97 ER -
@article{ author = "Mijin, Dušan and Božić-Nedeljković, Biljana and Božić, Bojan and Kovrlija, Ilijana and Lađarević, Jelena and Ušćumlić, Gordana", year = "2018", abstract = "New azo dyes bearing 2-pyridone and benzimidazole moieties were prepared using diazotization of 4-(1H-benzo[d]imidazol-2-yl)aniline and coupling of the obtained diazonium salt with substituted 3-cyano-2-pyridones. Obtained compounds were characterized via UV-Vis, FT-IR, and H-1 and C-13 NMR spectroscopy as well as by elemental analysis data. The UV-Vis spectra of the synthesized dyes were measured in thirteen solvents of different properties at room temperature. Solvatochromism and tautomerism of novel azo dyes were discussed. An MTT (3,4,5-dimethyl-thiazol-2-yl)-2,5-diphenyl tetrazolium bromide) test was performed to prove the biocompatibility of the investigated dyes. The investigated dyes exhibited satisfying antiproliferative activities against both tumor cell lines, MDA-MB-231 and HCT-116, demonstrating the potent capacity for treatment of tumors.", publisher = "Scientific Technical Research Council Turkey-Tubitak, Ankara", journal = "Turkish Journal of Chemistry", title = "Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties", pages = "907-896", number = "3", volume = "42", doi = "10.3906/kim-1711-97" }
Mijin, D., Božić-Nedeljković, B., Božić, B., Kovrlija, I., Lađarević, J.,& Ušćumlić, G.. (2018). Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties. in Turkish Journal of Chemistry Scientific Technical Research Council Turkey-Tubitak, Ankara., 42(3), 896-907. https://doi.org/10.3906/kim-1711-97
Mijin D, Božić-Nedeljković B, Božić B, Kovrlija I, Lađarević J, Ušćumlić G. Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties. in Turkish Journal of Chemistry. 2018;42(3):896-907. doi:10.3906/kim-1711-97 .
Mijin, Dušan, Božić-Nedeljković, Biljana, Božić, Bojan, Kovrlija, Ilijana, Lađarević, Jelena, Ušćumlić, Gordana, "Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties" in Turkish Journal of Chemistry, 42, no. 3 (2018):896-907, https://doi.org/10.3906/kim-1711-97 . .