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Bertoša Branimir - One of the best experts on this subject based on the ideXlab platform.

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    American Chemical Society, 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3852

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Novaković Irena, Bertoša Branimir
    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.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

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.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

Sović Irena - One of the best experts on this subject based on the ideXlab platform.

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    American Chemical Society, 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3852

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Novaković Irena, Bertoša Branimir
    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.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

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.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

Patricia Melnyk - One of the best experts on this subject based on the ideXlab platform.

  • Synthesis and pharmacological evaluation of Benzamide derivatives as potent and selective sigma-1 protein ligands
    European Journal of Medicinal Chemistry, 2017
    Co-Authors: Marion Donnier-marechal, Pascal Carato, Paul-emmanuel Larchanché, Séverine Ravez, Rajâa Boulahjar, Amelie Barczyk, Bénédicte Oxombre, Patrick Vermersch, Patricia Melnyk
    Abstract:

    A series of novel Benzamide-derived compounds was designed, synthesized and pharmacologically evaluated. Among all 37 synthesized compounds, two series were developed with the modulation of the nature, the position of atoms or groups on the Benzamide scaffold, but also the nature of the amine group separated from the Benzamide with 2, 3 or 4 methylene groups. In vitro competition binding assays against sigma proteins (sigma-1 S1R and sigma-2 S2R) revealed that most of them conferred S2R/S1R selectivity toward without cytotoxic effects on SY5Y cells, especially with the first series with compounds 7a-z. Some selected compounds were also evaluated for their agonist and antagonist activities on a panel of 40 receptors. Results showed the importance of the nature and the position with halogeno atom on the Benzamide scaffold, the length chain but also the contribution of the hydrophobic part on the amine group. Among them, compounds 7i, w, y with Cl, CN or NO2 groups at the 4-position of the Benzamide scaffold showed excellent affinity for S1R (Ki = 1.2–3.6 nM), selectivity for S2R (Ki up to 1400 nM) and high selectivity index (IC50(SY5Y)/Ki(S1R) ratio from 28 000 to 83 000). Futhermore, these compounds presented an excellent safety profile over 40 other receptors. These derivatives will be selected for further biological investigations.

Tsutomu Yokozawa - One of the best experts on this subject based on the ideXlab platform.

  • Well-Defined Star-Shaped Poly(p-Benzamide) via Chain-Growth Condensation Polymerization: Use of Tetra-Functional Porphyrin Initiator to Optimize Star Polymer Formation
    Journal of Polymer Science Part A: Polymer Chemistry, 2009
    Co-Authors: Kazuo Yoshino, Akihiro Yokoyama, Tsutomu Yokozawa
    Abstract:

    Most star polymers with controlled molecular weight and low polydispersity are synthesized by living polymerization, in which only initiation and propagation reactions, but not chain transfer reaction, take place. Accordingly, the obtained star polymers are generally not contaminated with linear polymers. Recently, we have developed chain-growth condensation polymerization, a kind of living polymerization yielding condensation polymers with controlled molecular weight and narrow molecular weight distribution. However, synthesis of star-shaped poly(p-Benzamide)s through this method, using multifunctional initiators, afforded not only the desired star-shaped poly(p-Benzamide) via chain-growth polymerization, but also a linear poly(pBenzamide) via self-polycondensation of the monomer when the amount of the initiator was decreased. This contamination with linear polymer was more liable to occur as compared to the case of chain-growth condensation polymerization with a monofunctional initiator under the same conditions. In addition, separation of the products by means of high-performance liquid chromatography (HPLC) was necessary to confirm which product was the star polymer and which the linear polymer. However, by using an initiator containing porphyrin, the absorption maximum of which is around 430 nm and quite different from that of poly(p-Benzamide), we could easily differentiate the star polymer bearing the porphyrin initiator unit from the linear polymer without this initiator unit by means of GPC with a variable-wavelength UV detector, and thus we could optimize the polymerization conditions for selective synthesis of star aromatic polyamides. Furthermore, there are rather few reports on the synthesis of porphyrin-cored star polymers with rigid arms, as compared with star polymers with flexible-coil polymer arms. For example, porphyrin-cored star polyfluorene was synthesized by Suzuki coupling polycondensation of bromofluorene boronic ester in the presence of a porphyrin having four iodofluorene moieties. In this polymerization, the length of the arms was not controlled and the molecular weight distribution was broad. Therefore, not only the synthesis, but also the properties of porphyrin-cored star polymers with well-defined rigid or semirigid arms remain to be fully established. In this article, we investigated the chain-growth condensation polymerization of 4-(octylamino)benzoic acid esters 1 with porphyrin-cored tetra-functional initiator 3 under various conditions and optimized the conditions for selective synthesis of star-shaped poly(p-Benzamide)s with suppression of the formation of linear selfcondensed polyamides (Scheme 1).

Damjanović Ana - One of the best experts on this subject based on the ideXlab platform.

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    American Chemical Society, 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3852

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Novaković Irena, Bertoša Branimir
    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.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

  • Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity.
    'American Chemical Society (ACS)', 2019
    Co-Authors: Sović Irena, Cindrić Maja, Perin Nataša, Boček Ida, Novaković, Irena T., Damjanović Ana, Stanojković Tatjana, Zlatović Mario, Hranjec Marijana, Bertoša Branimir
    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.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