Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity
| Autor: | Tatjana Stanojković, Irena Sović, Ana Damjanović, Irena Novaković, Nataša Perin, Maja Cindrić, Marijana Hranjec, Branimir Bertoša, Mario Zlatović, Ida Boček |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Quantitative structure–activity relationship
Molecular modeling Quantitative Structure-Activity Relationship Antineoplastic Agents Microbial Sensitivity Tests Saccharomyces cerevisiae 010501 environmental sciences Toxicology 01 natural sciences Antioxidants 03 medical and health sciences chemistry.chemical_compound Anti-Infective Agents Organic compounds Candida albicans Moiety Humans Benzamide amides benzimidazoles benzothiazoles 3D-QSAR antioxidative activity antiproliferative activity in vitro antimicrobial activity 030304 developmental biology 0105 earth and related environmental sciences 0303 health sciences Principal Component Analysis Bacteria Molecular Structure Chemistry reaction products Biological activity General Medicine Biological potential Combinatorial chemistry Substituents Aspergillus Benzamides Drug Screening Assays Antitumor Antimicrobal agents HeLa Cells |
| Zdroj: | Chemical Research in Toxicology |
| ISSN: | 1520-5010 |
| Popis: | 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. Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3852] 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] |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|