@article{MTMT:36855143, title = {Pilot-Scale Continuous Flow Synthesis of Capsaicinoids and Their Formulation with Cyclodextrins}, url = {https://m2.mtmt.hu/api/publication/36855143}, author = {Rávai, Bettina and Ujj, Dóra Viktória and Orosz, János Máté and Revenco, Ecaterina and Béni, Szabolcs and Tajti, Ádám and Bálint, Erika}, doi = {10.1021/acsomega.5c10910}, journal-iso = {ACS OMEGA}, journal = {ACS OMEGA}, volume = {11}, unique-id = {36855143}, issn = {2470-1343}, abstract = {Capsaicinoids are the principal compounds responsible for the pungency of chili peppers and are widely used as food additives as well as in pharmaceutical and cosmetic formulations or potential agrochemicals. However, capsaicin and its derivatives have poor aqueous solubility, which limits their broader application. In this study, we report the first pilot-scale continuous flow synthesis of capsaicin, dihydrocapsaicin, and nonivamide, using sequential oxime formation, hydrogenation, and N-acylation steps. To increase the water solubility of these capsaicinoids, we systematically investigated their inclusion complex formation with various α- and β-cyclodextrin (CD) derivatives. Phase-solubility analyses and stability constant determinations were conducted to evaluate the complexation efficiency. Furthermore, 1D and 2D NMR spectroscopy confirmed 1:1 host–guest stoichiometry and revealed key intermolecular interactions between the CDs and the aliphatic moieties of the capsaicinoids. Overall, these results provide a scalable synthetic pathway and an efficient formulation strategy for capsaicinoid-based applications, which are particularly valuable in the pharmaceutical industry, food production, or agricultural processing, where aqueous solubilization and safety compliance are critical due to the potential irritant effects of capsaicinoid-containing powders or sprays.}, year = {2026}, eissn = {2470-1343}, pages = {4570-4580}, orcid-numbers = {Ujj, Dóra Viktória/0000-0003-0724-9346; Béni, Szabolcs/0000-0001-7056-6825; Bálint, Erika/0000-0002-5107-7089} } @article{MTMT:34453979, title = {Flow chemical laboratory practice for undergraduate students: synthesis of paracetamol}, url = {https://m2.mtmt.hu/api/publication/34453979}, author = {Rávai, Bettina and Orosz, János Máté and Péterfi, Orsolya and Galata, Dorián László and Bálint, Erika}, doi = {10.1007/s41981-023-00303-y}, journal-iso = {J FLOW CHEM}, journal = {JOURNAL OF FLOW CHEMISTRY}, volume = {14}, unique-id = {34453979}, issn = {2062-249X}, abstract = {Generally, chemical engineering students get well acquainted with the batch synthesis of various active pharmaceutical ingredients, however, only tiny focus is provided to undergraduates on the topic of flow chemistry. In this paper, we report that students participating in the chemical engineering BSc course at the Budapest University of Technology and Economics were encouraged to perform the flow synthesis of paracetamol, a common pain painkiller. Two different synthetic routes for the continuous production of paracetamol were investigated and compared the batch and flow methods. Thus, these experiments allowed the students to discover flow chemistry for themselves under supervision: how to set up a flow system, how to carry out a reaction continuously, and to experience the advantages of flow chemistry over batch synthesis. In addition, students also got familiar with in-line Fourier transform infrared spectroscopy, as one of the reactions was monitored in real-time.}, keywords = {PARACETAMOL; infrared spectroscopy; Flow chemistry; organic chemistry; chemical engineering}, year = {2024}, eissn = {2063-0212}, pages = {409-415}, orcid-numbers = {Bálint, Erika/0000-0002-5107-7089} } @article{MTMT:34852442, title = {Flow Synthesis of Capsaicin and Capsaicinoid Analogues}, url = {https://m2.mtmt.hu/api/publication/34852442}, author = {Orosz, János Máté and Rávai, Bettina and Mátravölgyi, Béla and Bálint, Erika}, doi = {10.1021/acssuschemeng.4c01839}, journal-iso = {ACS SUSTAIN CHEM ENG}, journal = {ACS SUSTAINABLE CHEMISTRY & ENGINEERING}, volume = {12}, unique-id = {34852442}, issn = {2168-0485}, year = {2024}, eissn = {2168-0485}, pages = {7913-7923}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Bálint, Erika/0000-0002-5107-7089} } @article{MTMT:33691533, title = {Continuous flow synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin}, url = {https://m2.mtmt.hu/api/publication/33691533}, author = {Orosz, János Máté and Ujj, Dóra Viktória and Kasal, Petr and Benkovics, Gábor and Bálint, Erika}, doi = {10.3762/bjoc.19.25}, journal-iso = {BEILSTEIN J ORG CHEM}, journal = {BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY}, volume = {19}, unique-id = {33691533}, issn = {1860-5397}, abstract = {The first continuous flow method was developed for the synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin starting from native β-cyclodextrin through three reaction steps, such as monotosylation, azidation and reduction. All reaction steps were studied separately and optimized under continuous flow conditions. After the optimization, the reaction steps were coupled in a semi-continuous flow system, since a solvent exchange had to be performed after the tosylation. However, the azidation and the reduction steps were compatible to be coupled in one flow system obtaining 6-monoamino-6-monodeoxy-β-cyclodextrin in a high yield. Our flow method developed is safer and faster than the batch approaches.}, year = {2023}, eissn = {1860-5397}, pages = {294-302}, orcid-numbers = {Ujj, Dóra Viktória/0000-0003-0724-9346; Kasal, Petr/0000-0001-7489-2898; Benkovics, Gábor/0000-0001-6804-231X; Bálint, Erika/0000-0002-5107-7089} }