https://m2.mtmt.hu/ hun 2026-04-16 08:44 JournalArticle 36855143 VALIDATED true 0 false 2026-04-10T10:48:32.577+0000 2026-04-10T10:46:57.848+0000 2026-01-09T14:26:44.496+0000 true 10030275 Bálint Erika /api/author/10030275 Author true 10030275 2026-04-10T10:46:58.040+0000 2026-04-10T10:46:58.040+0000 2026-01-30T09:31:45.100+0000 true 10013962 Vasvari Lilian /api/admin/10013962 Admin true 10013962 Admin 10063514 /api/admin/10063514 Mikola Katalin true 10063514 true 2026-03-20T21:02:53.774+0000 true false true 24 24 /api/publicationtype/24 PublicationType 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType 101 true 10000059 true 1 /api/category/1 Category true 1 Rávai, Bettina Pilot-Scale Continuous Flow Synthesis of Capsaicinoids and Their Formulation with Cyclodextrins true true /api/journal/10068075 REVIEWED true false 10068075 false 10068075 true 2470-1343 2470-1343 Journal FOREIGN 11 3 4570 4580 4570 11 2026 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. true NATIONAL 2026 true true true false true false GOLD 2026-04-10 true https://doi.org/10.1021/acsomega.5c10910 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 2 2 Q1 false false false false 2026-01-29T09:31:44.833+0000 Analitikai Kémiai Tanszék (ELTE / TTK / KI); CycloLab Cyclodextrin Research and Development ...; Szerves Kémia és Technológia Tanszék (BME / VBK) 5 16 3 7 0 true 10063514 Language 10002 /api/language/10002 Angol English true 2 true PersonAuthorship 132652039 /api/authorship/132652039 1 0.143 true false false Author 10081859 /api/author/10081859 Rávai Bettina true true Rávai Bettina true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652040 /api/authorship/132652040 2 0.143 false false false Author 10087378 /api/author/10087378 Ujj Dóra Viktória true true Ujj Dóra V. true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652041 /api/authorship/132652041 3 0.143 false false false Author 10088953 /api/author/10088953 Orosz János Máté true true Orosz Máté J. true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652042 /api/authorship/132652042 4 0.14285715 false false false Revenco Ecaterina true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652043 /api/authorship/132652043 5 0.14285715 false false false Author 10001293 /api/author/10001293 Béni Szabolcs true 10001293 true Béni Szabolcs true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652044 /api/authorship/132652044 6 0.14285715 false false false Tajti Ádám true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PersonAuthorship 132652045 /api/authorship/132652045 7 0.143 false true true Author 10030275 /api/author/10030275 Bálint Erika true 10030275 true Bálint Erika true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false true PublicationIdentifier 31151626 /api/publicationidentifier/31151626 PlainSource 6 /api/publicationsource/6 PublicationSourceType 10001 /api/publicationsourcetype/10001 true true true DOI DOI https://doi.org/@@@ true true 6 true GOLD true IDENTICAL 10.1021/acsomega.5c10910 https://doi.org/10.1021/acsomega.5c10910 false true PublicationIdentifier 31259091 /api/publicationidentifier/31259091 PlainSource 1 /api/publicationsource/1 PublicationSourceType 10003 /api/publicationsourcetype/10003 false true true WoS WoS https://www.webofscience.com/wos/woscc/full-record/@@@ true true 1 true IDENTICAL 001659218800001 https://www.webofscience.com/wos/woscc/full-record/001659218800001 false true PublicationIdentifier 31449499 /api/publicationidentifier/31449499 PlainSource 3 /api/publicationsource/3 PublicationSourceType 10003 /api/publicationsourcetype/10003 false true true Scopus Scopus http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-@@@ true true 3 true IDENTICAL 105029600870 http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-105029600870 false true PublicationIdentifier 31563978 /api/publicationidentifier/31563978 PlainSource 17 /api/publicationsource/17 PublicationSourceType 10003 /api/publicationsourcetype/10003 false true true PubMed PubMed http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=@@@&dopt=Abstract true true 17 true IDENTICAL 41626505 http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=41626505&dopt=Abstract false true PublicationIdentifier 31151627 /api/publicationidentifier/31151627 PlainSource 40 /api/publicationsource/40 PublicationSourceType 10006 /api/publicationsourcetype/10006 true true true Egyéb URL Other URL @@@ true true 40 true IDENTICAL https://pubs.acs.org/doi/10.1021/acsomega.5c10910 https://pubs.acs.org/doi/10.1021/acsomega.5c10910 false true SjrRating 11674713 /api/sjrrating/11674713 82 0.24 journal RatingType 10002 /api/ratingtype/10002 sjr true true ClassificationExternal 1501 /api/classificationexternal/1501 true 1501 true Q1 FROM_PREVIOUS_TO_LAST_YEAR true true Reference 71328854 /api/reference/71328854 1 10.1002/adsc.201301148 false true Reference 71328855 /api/reference/71328855 2 10.1021/jf9035029 false true Reference 71328856 /api/reference/71328856 3 10.3390/molecules16021253 false true Reference 71328857 /api/reference/71328857 4 10.1021/jf050469j false true Reference 71328858 /api/reference/71328858 5 10.3390/foods12122315 false true Reference 71328859 /api/reference/71328859 6 10.3390/ijms18081711 false true Reference 71328860 /api/reference/71328860 7 10.1177/1756285613496862 false true Reference 71328861 /api/reference/71328861 8 10.2217/fon.10.117 false true Reference 71328862 /api/reference/71328862 9 10.1002/mnfr.201900608 false true Reference 71328863 /api/reference/71328863 10 10.1177/1934578x19862695 false true Reference 71328864 /api/reference/71328864 11 10.1016/S0168-1605(00)00216-6 false true Reference 71328865 /api/reference/71328865 12 10.1007/s11418-011-0579-x false true Reference 71328866 /api/reference/71328866 13 10.1016/j.tifs.2022.03.014 false true Reference 71328867 /api/reference/71328867 14 10.1016/j.tet.2018.08.049 false true Reference 71328868 /api/reference/71328868 15 false true Reference 71328869 /api/reference/71328869 16 10.1021/acssuschemeng.4c01839 false true Reference 71328870 /api/reference/71328870 17 10.1016/j.molliq.2021.117794 false true Reference 71328871 /api/reference/71328871 18 10.1016/j.molliq.2024.124275 false true Reference 71328872 /api/reference/71328872 19 10.3390/ijms21165741 false true Reference 71328873 /api/reference/71328873 20 10.1007/s10311-020-01170-y false true Reference 71328874 /api/reference/71328874 21 10.1021/acsomega.7b01438 false true Reference 71328875 /api/reference/71328875 22 10.1021/acsomega.3c04428 false true Reference 71328876 /api/reference/71328876 23 10.1055/s-0031-1296327 false true Reference 71328877 /api/reference/71328877 24 10.1016/j.saa.2019.117278 false true Reference 71328878 /api/reference/71328878 25 10.3109/13880209.2015.1021816 false true Reference 71328879 /api/reference/71328879 26 10.31925/farmacia.2019.3.18 false true Reference 71328880 /api/reference/71328880 27 10.1002/chem.201403503 false true Reference 71328881 /api/reference/71328881 28 false true Reference 71328882 /api/reference/71328882 29 false true Reference 71328883 /api/reference/71328883 30 10.3390/molecules23051161 false true Reference 71328884 /api/reference/71328884 31 10.1007/s10847-006-9247-2 false true Reference 71328885 /api/reference/71328885 32 10.3390/molecules23051228 false true Reference 71328886 /api/reference/71328886 33 10.1088/1757-899x/389/1/012030 false true Reference 71328887 /api/reference/71328887 34 10.1065/espr2003.12.180 false true Reference 71328888 /api/reference/71328888 35 false true Reference 71328889 /api/reference/71328889 36 10.1016/j.cjche.2013.05.001 false true Reference 71328890 /api/reference/71328890 37 10.1021/acs.joc.5b02909 false true Reference 71328891 /api/reference/71328891 38 10.1039/c6cc03888c false true Reference 71328892 /api/reference/71328892 39 10.1016/j.jpba.2021.113947 false true Reference 71328893 /api/reference/71328893 40 10.1021/acsomega.2c03325 false true Reference 71328894 /api/reference/71328894 41 10.1021/jo00275a040 false true Reference 71328895 /api/reference/71328895 42 10.1039/D3RA05107B false true /api/publication/36855143 <div class="JournalArticle Publication long-list"> <div class="authors"> <img title="Forrásközlemény" style="float: left" src="/frontend/resources/grid/publication-core-icon.png"> <img title="Idézőközlemény" style="float: left" src="/frontend/resources/grid/publication-citation-icon.png"> <div class="autype autype0"> <span class="author-name" mtid="10081859"><a href="/gui2/?type=authors&mode=browse&sel=10081859" target="_blank">Rávai Bettina (<span class="authorship-author-name">Rávai Bettina</span> <span class="authorAux-mtmt"> szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék; CycloLab Cyclodextrin Research and Development Laboratory Ltd.</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10087378"><a href="/gui2/?type=authors&mode=browse&sel=10087378" target="_blank">Ujj Dóra V. (<span class="authorship-author-name">Ujj Dóra Viktória</span> <span class="authorAux-mtmt"> Vegyészmérnök</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10088953"><a href="/gui2/?type=authors&mode=browse&sel=10088953" target="_blank">Orosz Máté J. (<span class="authorship-author-name">Orosz János Máté</span> <span class="authorAux-mtmt"> gyógyszer-vegyészmérnöki</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Revenco Ecaterina </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10001293"><a href="/gui2/?type=authors&mode=browse&sel=10001293" target="_blank">Béni Szabolcs (<span class="authorship-author-name">Béni Szabolcs</span> <span class="authorAux-mtmt"> NMR-spektroszkópia, analitikai kémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/Analitikai Kémiai Tanszék</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Tajti Ádám </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10030275"><a href="/gui2/?type=authors&mode=browse&sel=10030275" target="_blank">Bálint Erika ✉ (<span class="authorship-author-name">Bálint Erika</span> <span class="authorAux-mtmt"> Szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;36855143" target="_blank">Pilot-Scale Continuous Flow Synthesis of Capsaicinoids and Their Formulation with Cyclodextrins</a></div> <div> <span class="journal-title">ACS OMEGA</span> <span class="journal-issn">(<a target="_blank" href="https://portal.issn.org/resource/ISSN/2470-1343">2470-1343</a> <a target="_blank" href="https://portal.issn.org/resource/ISSN/2470-1343">2470-1343</a>)</span>: <span class="journal-volume">11</span> <span class="journal-issue">3</span> <span class="page"> pp 4570-4580 </span> <span class="year">(2026)</span> </div> <div class="pub-footer"> <span class="language" xmlns="http://www.w3.org/1999/html">Nyelv: Angol | </span> <span class="identifiers"> <span class="id identifier oa_GOLD" title=" Gold "> <a style="color:blue" title="10.1021/acsomega.5c10910" target="_blank" href="https://doi.org/10.1021/acsomega.5c10910"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="001659218800001" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/001659218800001"> WoS </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="105029600870" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-105029600870"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="41626505" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=41626505&dopt=Abstract"> PubMed </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="https://pubs.acs.org/doi/10.1021/acsomega.5c10910" target="_blank" href="https://pubs.acs.org/doi/10.1021/acsomega.5c10910"> Egyéb URL </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Folyóirat szakterülete: Scopus - Chemical Engineering (miscellaneous)&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Chemistry (miscellaneous)&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> </div></OnlyViewableByAuthor> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;36855143&sort=publishedYear,desc&sort=title"> Idézett közlemények száma: 2 </a> </div> <div class="mtid"><span class="long-pub-mtid">Közlemény: 36855143</span> | <span class="status-data status-VALIDATED"> Egyeztetett </span> Forrás Idéző | <span class="type-subtype">Folyóiratcikk ( Szakcikk ) </span> | <span class="pub-category">Tudományos</span> | <span class="publication-sourceOfData">WOS TAGGED</span> </div> <div class="lastModified">Utolsó módosítás: 2026.04.10. 12:46 Balázs András (MTMT Központ, admin) </div> <div class="lockedBy">Központi kezelésű 2026.03.20. 22:02 Mikola Katalin (MTMT 3, admin) </div> </div></div>