{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,8]],"date-time":"2026-10-08T20:55:23Z","timestamp":1791492923140,"version":"4.3.4"},"reference-count":54,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2022,9,27]],"date-time":"2022-09-27T00:00:00Z","timestamp":1664236800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"University of Zagreb","award":["TKP2021-NKTA-21"],"award-info":[{"award-number":["TKP2021-NKTA-21"]}]},{"name":"Ministry of Culture and Innovation of Hungary from the National Research, Development and Innovation Fund","award":["TKP2021-NKTA-21"],"award-info":[{"award-number":["TKP2021-NKTA-21"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>New resveratrol\u2013thiophene and resveratrol\u2013maltol hybrids were synthesized as cholinesterase inhibitors and antioxidants. As with photostability experiments, biological tests also found remarkable differences in the properties and behavior of thiophene and maltol hybrids. While resveratrol\u2013thiophene hybrids have excellent inhibitory and antioxidant properties (similar to the activity of reference drug galantamine), maltols have been proven to be weaker inhibitors and antioxidants. The molecular docking of selected active ligands gave insight into the structures of docked enzymes. It enabled the identification of interactions between the ligand and the active site of both cholinesterases. The maltols that proved to be active cholinesterase inhibitors were able to coordinate Fe3+ ion, forming complexes of 1:1 composition. Their formation constants, determined by spectrophotometry, are very similar, lgK = 11.6\u201312.6, suggesting that Fe3+ binds to the common hydroxy-pyranone moiety and is hardly affected by the other aromatic part of the ligand. Accordingly, the characteristic bands in their individual absorption spectra are uniformly red-shifted relative to those of the free ligands. The crystal structures of two new resveratrol\u2013maltol hybrids were recorded, giving additional information on the molecules\u2019 intermolecular hydrogen bonds and packing. In this way, several functionalities of these new resveratrol hybrids were examined as a necessary approach to finding more effective drugs for complicated neurodegenerative diseases.<\/jats:p>","DOI":"10.3390\/molecules27196379","type":"journal-article","created":{"date-parts":[[2022,9,28]],"date-time":"2022-09-28T03:30:37Z","timestamp":1664335837000},"page":"6379","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Resveratrol\u2013Maltol and Resveratrol\u2013Thiophene Hybrids as Cholinesterase Inhibitors and Antioxidants: Synthesis, Biometal Chelating Capability and Crystal Structure"],"prefix":"10.3390","volume":"27","author":[{"given":"Milena","family":"Mlaki\u0107","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruli\u0107ev trg 19, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1215-6980","authenticated-orcid":false,"given":"Lajos","family":"Fodor","sequence":"additional","affiliation":[{"name":"Department of General and Inorganic Chemistry, Institute of Chemistry, Faculty of Engineering, University of Pannonia, P.O. Box 158, H-8201 Veszpr\u00e9m, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6883-8470","authenticated-orcid":false,"given":"Ilijana","family":"Odak","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science and Education, University of Mostar, Matice hrvatske bb, 88000 Mostar, Bosnia and Herzegovina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5325-8430","authenticated-orcid":false,"given":"Ott\u00f3","family":"Horv\u00e1th","sequence":"additional","affiliation":[{"name":"Department of General and Inorganic Chemistry, Institute of Chemistry, Faculty of Engineering, University of Pannonia, P.O. Box 158, H-8201 Veszpr\u00e9m, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marija Jelena","family":"Lovri\u0107","sequence":"additional","affiliation":[{"name":"Group for Computational Life Sciences, Division of Physical Chemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, Bijeni\u010dka cesta 54, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5614-5167","authenticated-orcid":false,"given":"Danijela","family":"Bari\u0107","sequence":"additional","affiliation":[{"name":"Group for Computational Life Sciences, Division of Physical Chemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, Bijeni\u010dka cesta 54, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6761-876X","authenticated-orcid":false,"given":"Valentina","family":"Mila\u0161inovi\u0107","sequence":"additional","affiliation":[{"name":"Division of Physical Chemistry, Rudjer Bo\u0161kovi\u0107 Institute, Bijeni\u010dka cesta 54, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4328-3181","authenticated-orcid":false,"given":"Kre\u0161imir","family":"Mol\u010danov","sequence":"additional","affiliation":[{"name":"Division of Physical Chemistry, Rudjer Bo\u0161kovi\u0107 Institute, Bijeni\u010dka cesta 54, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"\u017deljko","family":"Marini\u0107","sequence":"additional","affiliation":[{"name":"NMR Center, Rudjer Bo\u0161kovi\u0107 Institute, Bijeni\u010dka cesta 54, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zlata","family":"Lasi\u0107","sequence":"additional","affiliation":[{"name":"Teva api Analytical R&D, Pliva, Prilaz Baruna Filipovi\u0107a 25, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1563-7261","authenticated-orcid":false,"given":"Irena","family":"\u0160kori\u0107","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruli\u0107ev trg 19, HR-10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,9,27]]},"reference":[{"key":"ref_1","unstructured":"Belwal, T., Nabavi, S.M., Nabavi, S.F., Dehpour, A.R., and Shirooie, S. 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