Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
Само за регистроване кориснике
2019
Аутори
Sović, IrenaCindrić, Maja
Perin, Nataša
Boček, Ida
Novaković, Irena T.
Damjanović, Ana
Stanojković, Tatjana
Zlatović, Mario
Hranjec, Marijana
Bertoša, Branimir
Чланак у часопису (Објављена верзија)
,
American Chemical Society
Метаподаци
Приказ свих података о документуАпстракт
This paper discusses antioxidative and biological activities of 25 novel amidino substituted benzamides with a variety of heteroaromatic nuclei attached to the benzamide moiety and with a variable number of methoxy or hydroxy substituents. Targeted compounds, bearing either amidino or 2-imidazolinyl substituent, were obtained in the Pinner reaction from cyano precursors. 3D-QSAR models were generated to predict antioxidative activity of the 25 novel aromatic and heteroaromatic benzamide derivatives. The compounds were tested for antioxidative activity using in vitro spectrophotometric assays. Direct validation of 3D-QSAR approach for predicting activities of novel benzamide derivatives was carried out by comparing experimental and computationally predicted antioxidative activity. Experimentally determined activities for all novel compounds were found to be within a standard deviation of error of the models. Following this, structure–activity relationships among the synthesized compound...s are discussed. Furthermore, antiproliferative activity in vitro against HeLa cells as well as antibacterial and antifungal activity was tested to confirm the other biological activities of the prepared compounds.
Извор:
Chemical Research in Toxicology, 2019, 32, 9, 1880-Издавач:
- American Chemical Society
Финансирање / пројекти:
- Croatian Science Foundation under the project 4379 entitled Exploring the antioxidative potential of benzazole scaffold in the design of novel antitumor agents.
Напомена:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3852
- Peer-reviewed manuscript: http://cherry.chem.bg.ac.rs/handle/123456789/3914
DOI: 10.1021/acs.chemrestox.9b00256
ISSN: 0893-228X
WoS: 000486565700015
Scopus: 2-s2.0-85071730814
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Sović, Irena AU - Cindrić, Maja AU - Perin, Nataša AU - Boček, Ida AU - Novaković, Irena T. AU - Damjanović, Ana AU - Stanojković, Tatjana AU - Zlatović, Mario AU - Hranjec, Marijana AU - Bertoša, Branimir PY - 2019 UR - https://cherry.chem.bg.ac.rs/handle/123456789/3851 AB - This paper discusses antioxidative and biological activities of 25 novel amidino substituted benzamides with a variety of heteroaromatic nuclei attached to the benzamide moiety and with a variable number of methoxy or hydroxy substituents. Targeted compounds, bearing either amidino or 2-imidazolinyl substituent, were obtained in the Pinner reaction from cyano precursors. 3D-QSAR models were generated to predict antioxidative activity of the 25 novel aromatic and heteroaromatic benzamide derivatives. The compounds were tested for antioxidative activity using in vitro spectrophotometric assays. Direct validation of 3D-QSAR approach for predicting activities of novel benzamide derivatives was carried out by comparing experimental and computationally predicted antioxidative activity. Experimentally determined activities for all novel compounds were found to be within a standard deviation of error of the models. Following this, structure–activity relationships among the synthesized compounds are discussed. Furthermore, antiproliferative activity in vitro against HeLa cells as well as antibacterial and antifungal activity was tested to confirm the other biological activities of the prepared compounds. PB - American Chemical Society T2 - Chemical Research in Toxicology T1 - Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity. VL - 32 IS - 9 SP - 1880 DO - 10.1021/acs.chemrestox.9b00256 ER -
@article{ author = "Sović, Irena and Cindrić, Maja and Perin, Nataša and Boček, Ida and Novaković, Irena T. and Damjanović, Ana and Stanojković, Tatjana and Zlatović, Mario and Hranjec, Marijana and Bertoša, Branimir", year = "2019", abstract = "This paper discusses antioxidative and biological activities of 25 novel amidino substituted benzamides with a variety of heteroaromatic nuclei attached to the benzamide moiety and with a variable number of methoxy or hydroxy substituents. Targeted compounds, bearing either amidino or 2-imidazolinyl substituent, were obtained in the Pinner reaction from cyano precursors. 3D-QSAR models were generated to predict antioxidative activity of the 25 novel aromatic and heteroaromatic benzamide derivatives. The compounds were tested for antioxidative activity using in vitro spectrophotometric assays. Direct validation of 3D-QSAR approach for predicting activities of novel benzamide derivatives was carried out by comparing experimental and computationally predicted antioxidative activity. Experimentally determined activities for all novel compounds were found to be within a standard deviation of error of the models. Following this, structure–activity relationships among the synthesized compounds are discussed. Furthermore, antiproliferative activity in vitro against HeLa cells as well as antibacterial and antifungal activity was tested to confirm the other biological activities of the prepared compounds.", publisher = "American Chemical Society", journal = "Chemical Research in Toxicology", title = "Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.", volume = "32", number = "9", pages = "1880", doi = "10.1021/acs.chemrestox.9b00256" }
Sović, I., Cindrić, M., Perin, N., Boček, I., Novaković, I. T., Damjanović, A., Stanojković, T., Zlatović, M., Hranjec, M.,& Bertoša, B.. (2019). Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.. in Chemical Research in Toxicology American Chemical Society., 32(9), 1880. https://doi.org/10.1021/acs.chemrestox.9b00256
Sović I, Cindrić M, Perin N, Boček I, Novaković IT, Damjanović A, Stanojković T, Zlatović M, Hranjec M, Bertoša B. Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.. in Chemical Research in Toxicology. 2019;32(9):1880. doi:10.1021/acs.chemrestox.9b00256 .
Sović, Irena, Cindrić, Maja, Perin, Nataša, Boček, Ida, Novaković, Irena T., Damjanović, Ana, Stanojković, Tatjana, Zlatović, Mario, Hranjec, Marijana, Bertoša, Branimir, "Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity." in Chemical Research in Toxicology, 32, no. 9 (2019):1880, https://doi.org/10.1021/acs.chemrestox.9b00256 . .