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Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.

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2019
Biological_Potential_of_acc_2019.pdf (1.271Mb)
Authors
Sović, Irena
Cindrić, Maja
Perin, Nataša
Boček, Ida
Novaković, Irena
Damjanović, Ana
Stanojković, Tatjana
Zlatović, Mario
Hranjec, Marijana
Bertoša, Branimir
Article (Accepted Version)
,
American Chemical Society
Metadata
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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 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.

Source:
Chemical Research in Toxicology, 2019, 32, 9, 1880-1892
Publisher:
  • American Chemical Society
Projects:
  • Croatian Science Foundation under the project 4379 entitled Exploring the antioxidative potential of benzazole scaffold in the design of novel antitumor agents.
Note:
  • This is the peer-reviewed version of the following article: Sović, I.; Cindrić, M.; Perin, N.; Boček, I.; Novaković, I. T.; 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. Chemical Research in Toxicology 2019, 32 (9), 1880. https://doi.org/10.1021/acs.chemrestox.9b00256
  • The published version: http://cer.ihtm.bg.ac.rs/handle/123456789/3416

DOI: 10.1021/acs.chemrestox.9b00256

ISSN: 0893-228X

WoS: 000486565700015

Scopus: 2-s2.0-85071730814
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/3464
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  • Radovi istraživača / Researchers' publications
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IHTM

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