Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives
2017
Authors
Božić, BojanRogan, Jelena
Poleti, Dejan
Rančić, Milica
Trišović, Nemanja
Božić, Biljana
Ušćumlić, Gordana
Article (Published version)
Metadata
Show full item recordAbstract
A series of six novel 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acids and six corresponding methyl esters were synthesized. All compounds were characterized by melting points, elemental analysis, FT-IR, H-1 and C-13 NMR spectroscopy. Crystal structure of methyl-2-(5-(4-methoxybenzylidene)-2,4-dioxotetrahydrothiazole-3-yl) propionate was confirmed by X-ray analysis. The antiproliferative activity of all synthesized compounds against human colon cancer, breast cancer and myelogenous leukemia cell lines, i.e. HCT-116, MDA-231 and K562, respectively, was evaluated. The results indicate that antiproliferative activity of the synthesized esters is better than the activity of the corresponding acids. All synthesized compounds showed significant antiproliferative effects against HCT116 cells in all tested concentrations (0.01-100 lM). Moreover, in vitro antimicrobial activity against a wide range of tested microorganisms was examined.
Keywords:
Propanoic acid derivative / 2,4-Thiazolidinedione / X-ray analysis / Antiproliferative activity / Antimicrobial activitySource:
Arabian Journal of Chemistry, 2017, 10, S2637-S2643Publisher:
- Elsevier Science Bv, Amsterdam
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
- Zero- to Three-Dimensional Nanostructures for Application in Electronics and Renewable Energy Sources: Synthesis, Characterization and Processing (RS-45007)
DOI: 10.1016/j.arabjc.2013.10.002
ISSN: 1878-5352
WoS: 000418897900039
Scopus: 2-s2.0-84885487028
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Božić, Bojan AU - Rogan, Jelena AU - Poleti, Dejan AU - Rančić, Milica AU - Trišović, Nemanja AU - Božić, Biljana AU - Ušćumlić, Gordana PY - 2017 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3607 AB - A series of six novel 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acids and six corresponding methyl esters were synthesized. All compounds were characterized by melting points, elemental analysis, FT-IR, H-1 and C-13 NMR spectroscopy. Crystal structure of methyl-2-(5-(4-methoxybenzylidene)-2,4-dioxotetrahydrothiazole-3-yl) propionate was confirmed by X-ray analysis. The antiproliferative activity of all synthesized compounds against human colon cancer, breast cancer and myelogenous leukemia cell lines, i.e. HCT-116, MDA-231 and K562, respectively, was evaluated. The results indicate that antiproliferative activity of the synthesized esters is better than the activity of the corresponding acids. All synthesized compounds showed significant antiproliferative effects against HCT116 cells in all tested concentrations (0.01-100 lM). Moreover, in vitro antimicrobial activity against a wide range of tested microorganisms was examined. PB - Elsevier Science Bv, Amsterdam T2 - Arabian Journal of Chemistry T1 - Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives EP - S2643 SP - S2637 VL - 10 DO - 10.1016/j.arabjc.2013.10.002 ER -
@article{ author = "Božić, Bojan and Rogan, Jelena and Poleti, Dejan and Rančić, Milica and Trišović, Nemanja and Božić, Biljana and Ušćumlić, Gordana", year = "2017", abstract = "A series of six novel 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acids and six corresponding methyl esters were synthesized. All compounds were characterized by melting points, elemental analysis, FT-IR, H-1 and C-13 NMR spectroscopy. Crystal structure of methyl-2-(5-(4-methoxybenzylidene)-2,4-dioxotetrahydrothiazole-3-yl) propionate was confirmed by X-ray analysis. The antiproliferative activity of all synthesized compounds against human colon cancer, breast cancer and myelogenous leukemia cell lines, i.e. HCT-116, MDA-231 and K562, respectively, was evaluated. The results indicate that antiproliferative activity of the synthesized esters is better than the activity of the corresponding acids. All synthesized compounds showed significant antiproliferative effects against HCT116 cells in all tested concentrations (0.01-100 lM). Moreover, in vitro antimicrobial activity against a wide range of tested microorganisms was examined.", publisher = "Elsevier Science Bv, Amsterdam", journal = "Arabian Journal of Chemistry", title = "Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives", pages = "S2643-S2637", volume = "10", doi = "10.1016/j.arabjc.2013.10.002" }
Božić, B., Rogan, J., Poleti, D., Rančić, M., Trišović, N., Božić, B.,& Ušćumlić, G.. (2017). Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives. in Arabian Journal of Chemistry Elsevier Science Bv, Amsterdam., 10, S2637-S2643. https://doi.org/10.1016/j.arabjc.2013.10.002
Božić B, Rogan J, Poleti D, Rančić M, Trišović N, Božić B, Ušćumlić G. Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives. in Arabian Journal of Chemistry. 2017;10:S2637-S2643. doi:10.1016/j.arabjc.2013.10.002 .
Božić, Bojan, Rogan, Jelena, Poleti, Dejan, Rančić, Milica, Trišović, Nemanja, Božić, Biljana, Ušćumlić, Gordana, "Synthesis, characterization and biological activity of 2-(5-arylidene-2,4-dioxotetrahydrothiazole-3-yl) propanoic acid derivatives" in Arabian Journal of Chemistry, 10 (2017):S2637-S2643, https://doi.org/10.1016/j.arabjc.2013.10.002 . .