TY - JOUR AU - Rávai, Bettina AU - Ujj, Dóra Viktória AU - Orosz, János Máté AU - Revenco, Ecaterina AU - Béni, Szabolcs AU - Tajti, Ádám AU - Bálint, Erika TI - Pilot-Scale Continuous Flow Synthesis of Capsaicinoids and Their Formulation with Cyclodextrins JF - ACS OMEGA J2 - ACS OMEGA VL - 11 PY - 2026 IS - 3 SP - 4570 EP - 4580 PG - 11 SN - 2470-1343 DO - 10.1021/acsomega.5c10910 UR - https://m2.mtmt.hu/api/publication/36855143 ID - 36855143 AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Rávai, Bettina AU - Orosz, János Máté AU - Steinsits, Dániel AU - Bálint, Erika TI - A BME Innovatív Gyógyszeripari és Kirotechnológiai Kutatócsoport áramlásos kémia területén végzett kutatásai JF - MAGYAR KÉMIAI FOLYÓIRAT - KÉMIAI KÖZLEMÉNYEK (1997-) J2 - MAGY KÉM FOLY KÉM KÖZL VL - 131 PY - 2025 IS - 2-4 SP - 200 EP - 209 PG - 10 SN - 1418-9933 DO - 10.24100/MKF.2025.02-04.200 UR - https://m2.mtmt.hu/api/publication/37021253 ID - 37021253 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Rávai, Bettina AU - Orosz, János Máté AU - Péterfi, Orsolya AU - Galata, Dorián László AU - Bálint, Erika TI - Flow chemical laboratory practice for undergraduate students: synthesis of paracetamol JF - JOURNAL OF FLOW CHEMISTRY J2 - J FLOW CHEM VL - 14 PY - 2024 IS - 2 SP - 409 EP - 415 PG - 7 SN - 2062-249X DO - 10.1007/s41981-023-00303-y UR - https://m2.mtmt.hu/api/publication/34453979 ID - 34453979 AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Orosz, János Máté AU - Rávai, Bettina AU - Mátravölgyi, Béla AU - Bálint, Erika TI - Flow Synthesis of Capsaicin and Capsaicinoid Analogues JF - ACS SUSTAINABLE CHEMISTRY & ENGINEERING J2 - ACS SUSTAIN CHEM ENG VL - 12 PY - 2024 IS - 20 SP - 7913 EP - 7923 PG - 11 SN - 2168-0485 DO - 10.1021/acssuschemeng.4c01839 UR - https://m2.mtmt.hu/api/publication/34852442 ID - 34852442 LA - English DB - MTMT ER - TY - JOUR AU - Orosz, János Máté AU - Ujj, Dóra Viktória AU - Kasal, Petr AU - Benkovics, Gábor AU - Bálint, Erika TI - Continuous flow synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin JF - BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY J2 - BEILSTEIN J ORG CHEM VL - 19 PY - 2023 SP - 294 EP - 302 PG - 9 SN - 1860-5397 DO - 10.3762/bjoc.19.25 UR - https://m2.mtmt.hu/api/publication/33691533 ID - 33691533 AB - 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. LA - English DB - MTMT ER -