Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling
Monoamine oxidase A (MAO-A) is the main enzyme that deaminates serotonin. Correct serotonin concentration regulates appetite, improves well-being, reduces symptoms of depression, but also improves memory and heart function. In this study, the use of new compounds chemo-enzymatically synthesized from...
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2024-11-01
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| author | Joanna Grzelczyk Horacio Pérez-Sánchez Miguel Carmena-Bargueño Ilona Gałązka-Czarnecka Grażyna Budryn Dawid Hernik Elisabetta Brenna Filip Boratyński |
| author_facet | Joanna Grzelczyk Horacio Pérez-Sánchez Miguel Carmena-Bargueño Ilona Gałązka-Czarnecka Grażyna Budryn Dawid Hernik Elisabetta Brenna Filip Boratyński |
| author_sort | Joanna Grzelczyk |
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| description | Monoamine oxidase A (MAO-A) is the main enzyme that deaminates serotonin. Correct serotonin concentration regulates appetite, improves well-being, reduces symptoms of depression, but also improves memory and heart function. In this study, the use of new compounds chemo-enzymatically synthesized from propenylbenzene derivatives as MAO-A inhibitors was proposed. Isothermal titration calorimetry analysis and molecular modeling were used to determine the inhibitory effect of MAO-A. The main compounds such as propenylbenzenes were observed to have no inhibitory effect. However, in the case of diols and hydroxy ketones, the compounds showed MAO-A inhibitory effects. In particular, 1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol, both in isothermal titration calorimetry (ITC) and molecular modeling, showed high affinity for the MAO-A enzyme, thus protecting serotonin from deamination. The results suggest that propenylbenzene derivatives, such as diols and hydroxy ketones, bind to MAO-A at the active site. This suggests their potential to be used as drugs or food supplements to prevent depression. These studies may constitute a new tool for further in vivo and in vitro studies. |
| format | Article |
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| institution | Kabale University |
| issn | 2076-3417 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | MDPI AG |
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| spelling | doaj-art-0c6cec98f8434285acbdcf64844072f72024-12-13T16:21:57ZengMDPI AGApplied Sciences2076-34172024-11-0114231085610.3390/app142310856Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular ModelingJoanna Grzelczyk0Horacio Pérez-Sánchez1Miguel Carmena-Bargueño2Ilona Gałązka-Czarnecka3Grażyna Budryn4Dawid Hernik5Elisabetta Brenna6Filip Boratyński7Institute of Food Technology and Analysis, Faculty of Biotechnology and Food Sciences, Lodz University of Technology, 90-537 Lodz, PolandStructural Bioinformatics and High-Performance Computing Research Group (BIO-HPC), Computer Engineering Department, Universidad Católica de Murcia (UCAM), Guadalupe, 30107 Murcia, SpainStructural Bioinformatics and High-Performance Computing Research Group (BIO-HPC), Computer Engineering Department, Universidad Católica de Murcia (UCAM), Guadalupe, 30107 Murcia, SpainInstitute of Food Technology and Analysis, Faculty of Biotechnology and Food Sciences, Lodz University of Technology, 90-537 Lodz, PolandInstitute of Food Technology and Analysis, Faculty of Biotechnology and Food Sciences, Lodz University of Technology, 90-537 Lodz, PolandDepartment of Food Chemistry and Biocatalysis, Wroclaw University of Environmental and Life Sciences, 50-375 Wroclaw, PolandDipartimento di Chimica, Materiali ed Ingegneria Chimica “Giulio Natta”, Politecnico di Milano, I-20133 Milan, ItalyDepartment of Food Chemistry and Biocatalysis, Wroclaw University of Environmental and Life Sciences, 50-375 Wroclaw, PolandMonoamine oxidase A (MAO-A) is the main enzyme that deaminates serotonin. Correct serotonin concentration regulates appetite, improves well-being, reduces symptoms of depression, but also improves memory and heart function. In this study, the use of new compounds chemo-enzymatically synthesized from propenylbenzene derivatives as MAO-A inhibitors was proposed. Isothermal titration calorimetry analysis and molecular modeling were used to determine the inhibitory effect of MAO-A. The main compounds such as propenylbenzenes were observed to have no inhibitory effect. However, in the case of diols and hydroxy ketones, the compounds showed MAO-A inhibitory effects. In particular, 1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol, both in isothermal titration calorimetry (ITC) and molecular modeling, showed high affinity for the MAO-A enzyme, thus protecting serotonin from deamination. The results suggest that propenylbenzene derivatives, such as diols and hydroxy ketones, bind to MAO-A at the active site. This suggests their potential to be used as drugs or food supplements to prevent depression. These studies may constitute a new tool for further in vivo and in vitro studies.https://www.mdpi.com/2076-3417/14/23/10856MAO-Aserotonindocking simulationpropenylbenzenesisothermal titration calorimetry |
| spellingShingle | Joanna Grzelczyk Horacio Pérez-Sánchez Miguel Carmena-Bargueño Ilona Gałązka-Czarnecka Grażyna Budryn Dawid Hernik Elisabetta Brenna Filip Boratyński Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling Applied Sciences MAO-A serotonin docking simulation propenylbenzenes isothermal titration calorimetry |
| title | Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling |
| title_full | Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling |
| title_fullStr | Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling |
| title_full_unstemmed | Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling |
| title_short | Characterization of Oxygenated Propenylbenzene Derivatives Binding to MAO-A Using Isothermal Titration Calorimetry and Molecular Modeling |
| title_sort | characterization of oxygenated propenylbenzene derivatives binding to mao a using isothermal titration calorimetry and molecular modeling |
| topic | MAO-A serotonin docking simulation propenylbenzenes isothermal titration calorimetry |
| url | https://www.mdpi.com/2076-3417/14/23/10856 |
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