TY  - JOUR
AU  - Milovanović, Jelena
AU  - Gözde Gündüz, Miyase
AU  - Zerva, Anastasia
AU  - Petković, Miloš
AU  - Beskoski, Vladimir
AU  - Thomaidis, Nikolaos
AU  - Topakas, Evangelos
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3917
AB  - We describe herein the synthesis and laccasemediated oxidation of six novel 1,4-dihydropyridine (DHP)-based hexahydroquinolines (DHP1-DHP3) and decahydroacridines (DHP4-DHP6). We employed different laccase enzymes with varying redox potential to convert DHP1-DHP3 and DHP4- DHP6 to the corresponding pyridine-containing tetrahydroquinoline and octahydroacridine derivatives, respectively. Intensively coloured products were detected in all biocatalytic reactions using laccase from Trametes versicolor (TvLacc), possibly due to the presence of conjugated chromophores formed in products after oxidation. The NMR assessment confirmed that the oxidation product of DHP1 was its corresponding pyridine-bearing tetrahydroquinoline derivative. Laccase from Bacillus subtillis (BacillusLacc) was the most efficient enzyme for this group of substrates using HPLC assessment. Overall, it could be concluded that DHP2 and DHP5, bearing catecholic structures, were easily oxidized by all tested laccases, while DHP3 and DHP6 containing electron-withdrawing nitro-groups are not readily oxidized by laccases. DHP4 with decahydroacridine moiety consisting of three condensed six-membered rings that contribute not only to the volume but also to the higher redox potential of the substrate rendered this compound not to be biotransformed with any of the mentioned enzymes. Overall, we showed that multiple analytical approaches are needed in order to assess biocatalytical reactions.
PB  - MDPI
T2  - Catalysts
T1  - Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives
VL  - 11
IS  - 6
DO  - 10.3390/catal11060727
ER  - 

@article{
author = "Milovanović, Jelena and Gözde Gündüz, Miyase and Zerva, Anastasia and Petković, Miloš and Beskoski, Vladimir and Thomaidis, Nikolaos and Topakas, Evangelos and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "We describe herein the synthesis and laccasemediated oxidation of six novel 1,4-dihydropyridine (DHP)-based hexahydroquinolines (DHP1-DHP3) and decahydroacridines (DHP4-DHP6). We employed different laccase enzymes with varying redox potential to convert DHP1-DHP3 and DHP4- DHP6 to the corresponding pyridine-containing tetrahydroquinoline and octahydroacridine derivatives, respectively. Intensively coloured products were detected in all biocatalytic reactions using laccase from Trametes versicolor (TvLacc), possibly due to the presence of conjugated chromophores formed in products after oxidation. The NMR assessment confirmed that the oxidation product of DHP1 was its corresponding pyridine-bearing tetrahydroquinoline derivative. Laccase from Bacillus subtillis (BacillusLacc) was the most efficient enzyme for this group of substrates using HPLC assessment. Overall, it could be concluded that DHP2 and DHP5, bearing catecholic structures, were easily oxidized by all tested laccases, while DHP3 and DHP6 containing electron-withdrawing nitro-groups are not readily oxidized by laccases. DHP4 with decahydroacridine moiety consisting of three condensed six-membered rings that contribute not only to the volume but also to the higher redox potential of the substrate rendered this compound not to be biotransformed with any of the mentioned enzymes. Overall, we showed that multiple analytical approaches are needed in order to assess biocatalytical reactions.",
publisher = "MDPI",
journal = "Catalysts",
title = "Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives",
volume = "11",
number = "6",
doi = "10.3390/catal11060727"
}

Milovanović, J., Gözde Gündüz, M., Zerva, A., Petković, M., Beskoski, V., Thomaidis, N., Topakas, E.,& Nikodinović-Runić, J.. (2021). Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives. in Catalysts
MDPI., 11(6).
https://doi.org/10.3390/catal11060727

Milovanović J, Gözde Gündüz M, Zerva A, Petković M, Beskoski V, Thomaidis N, Topakas E, Nikodinović-Runić J. Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives. in Catalysts. 2021;11(6).
doi:10.3390/catal11060727 .

Milovanović, Jelena, Gözde Gündüz, Miyase, Zerva, Anastasia, Petković, Miloš, Beskoski, Vladimir, Thomaidis, Nikolaos, Topakas, Evangelos, Nikodinović-Runić, Jasmina, "Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives" in Catalysts, 11, no. 6 (2021),
https://doi.org/10.3390/catal11060727 . .

TY  - JOUR
AU  - Jakšić, Jovana
AU  - Ostojić, Sanja
AU  - Micić, Darko
AU  - Tokić-Vujošević, Zorana
AU  - Milovanović, Jelena
AU  - Karkalić, Radovan
AU  - O'Connor, Kevin E.
AU  - Kenny, Shane T.
AU  - Casey, William
AU  - Nikodinović-Runić, Jasmina
AU  - Maslak, Veselin
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3534
AB  - In the present work, we describe the chemical synthesis of 3-HFAs as prominent derivatives of fatty acids and assess if they could be applied as phase change materials (PCM). In addition, 3-HFAs were obtained by depolymerization of a bacterial biopolymeric material, polyhydroxyalkanoate. Thermal properties of 3-hydoxyoctanoic, decanoic, and dodecanoic acids are reported for the first time. These materials showed the potential to be applied as PCM in temperature range from 33°C to 66°C. In order to expand the temperature range for application of 3-HFAs as PCM, eutectic mass ratios of three kinds of binary mixtures of 3-HFAs were calculated, and their properties were predicted using the Schröder-van Laar equation. Thermal properties of these mixtures were validated by differential scanning calorimetry (DSC) analysis. These results showed that eutectics considerably expanded the scope of applications of 3-HFAs as PCMs. 3-HFAs originating from biotechnologically obtained polyhydroxyalkanoates also showed potential to be applied in development of PCMs.
PB  - John Wiley & Sons, Ltd.
T2  - International Journal of Energy Research
T1  - Thermal properties of 3-hydroxy fatty acids and their binary mixtures as phase change energy storage materials
VL  - 44
IS  - 2
SP  - 1294
EP  - 1302
DO  - 10.1002/er.4934
ER  - 

@article{
author = "Jakšić, Jovana and Ostojić, Sanja and Micić, Darko and Tokić-Vujošević, Zorana and Milovanović, Jelena and Karkalić, Radovan and O'Connor, Kevin E. and Kenny, Shane T. and Casey, William and Nikodinović-Runić, Jasmina and Maslak, Veselin",
year = "2020",
abstract = "In the present work, we describe the chemical synthesis of 3-HFAs as prominent derivatives of fatty acids and assess if they could be applied as phase change materials (PCM). In addition, 3-HFAs were obtained by depolymerization of a bacterial biopolymeric material, polyhydroxyalkanoate. Thermal properties of 3-hydoxyoctanoic, decanoic, and dodecanoic acids are reported for the first time. These materials showed the potential to be applied as PCM in temperature range from 33°C to 66°C. In order to expand the temperature range for application of 3-HFAs as PCM, eutectic mass ratios of three kinds of binary mixtures of 3-HFAs were calculated, and their properties were predicted using the Schröder-van Laar equation. Thermal properties of these mixtures were validated by differential scanning calorimetry (DSC) analysis. These results showed that eutectics considerably expanded the scope of applications of 3-HFAs as PCMs. 3-HFAs originating from biotechnologically obtained polyhydroxyalkanoates also showed potential to be applied in development of PCMs.",
publisher = "John Wiley & Sons, Ltd.",
journal = "International Journal of Energy Research",
title = "Thermal properties of 3-hydroxy fatty acids and their binary mixtures as phase change energy storage materials",
volume = "44",
number = "2",
pages = "1294-1302",
doi = "10.1002/er.4934"
}

Jakšić, J., Ostojić, S., Micić, D., Tokić-Vujošević, Z., Milovanović, J., Karkalić, R., O'Connor, K. E., Kenny, S. T., Casey, W., Nikodinović-Runić, J.,& Maslak, V.. (2020). Thermal properties of 3-hydroxy fatty acids and their binary mixtures as phase change energy storage materials. in International Journal of Energy Research
John Wiley & Sons, Ltd.., 44(2), 1294-1302.
https://doi.org/10.1002/er.4934

Jakšić J, Ostojić S, Micić D, Tokić-Vujošević Z, Milovanović J, Karkalić R, O'Connor KE, Kenny ST, Casey W, Nikodinović-Runić J, Maslak V. Thermal properties of 3-hydroxy fatty acids and their binary mixtures as phase change energy storage materials. in International Journal of Energy Research. 2020;44(2):1294-1302.
doi:10.1002/er.4934 .

Jakšić, Jovana, Ostojić, Sanja, Micić, Darko, Tokić-Vujošević, Zorana, Milovanović, Jelena, Karkalić, Radovan, O'Connor, Kevin E., Kenny, Shane T., Casey, William, Nikodinović-Runić, Jasmina, Maslak, Veselin, "Thermal properties of 3-hydroxy fatty acids and their binary mixtures as phase change energy storage materials" in International Journal of Energy Research, 44, no. 2 (2020):1294-1302,
https://doi.org/10.1002/er.4934 . .