{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T15:52:38Z","timestamp":1789487558110,"version":"build-2803163510"},"reference-count":75,"publisher":"American Chemical Society (ACS)","issue":"36","license":[{"start":{"date-parts":[[2026,8,28]],"date-time":"2026-08-28T00:00:00Z","timestamp":1787875200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100006470","name":"Aristotle University of Thessaloniki","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100006470","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Oxime functionalization represents a promising strategy for modulating the physicochemical and biological properties of flavonoids, with the relationship to biological behavior remaining ill-defined. In this work, naringin and naringenin have been converted to their oximated derivatives through an optimized high-yield synthetic protocol. Both derivatives were characterized by elemental analysis, FT-IR, UV\u2013Visible, NMR, ESI-MS, and, for the first time, X-ray crystallography. Spectroscopic analyses confirmed the transformation of the carbonyl group to oxime (C = N\u2013OH) and revealed the presence of E\/Z oxime isomers, while crystallographic analysis demonstrated the participation of the oxime group in hydrogen-bonding interactions in the crystal lattice. Oxime modification altered their electronic structure and solid-state fluorescence properties. Naringin-oxime exhibited improved solubility in biological media and was further evaluated biologically. It exhibited concentration- and tissue-dependent protective effects against H2O2-induced oxidative stress, under pre\/post-treatment conditions, in neuronal cell models, and antibacterial activity against Gram(+) and Gram(\u2212) bacteria. Complementary molecular docking studies provided insights into potential ligand\u2013protein interactions with antioxidant- and antibacterial-related targets, thereby supporting the experimental observations. Collectively, the formulated structure\u2013property\u2013activity profile renders oximation a significant strategy for tuning flavonoid physicochemical and biological properties, thus highlighting flavonoid-oximes as multifunctional antibacterial and neuroprotective candidates.<\/jats:p>","DOI":"10.1021\/acsomega.6c07013","type":"journal-article","created":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T04:30:02Z","timestamp":1788323402000},"page":"54561-54577","source":"Crossref","is-referenced-by-count":0,"title":["Oxime Functionalization\nof Naringin and Naringenin:\nTuning Structural, Physicochemical, and Biological Profiling"],"prefix":"10.1021","volume":"11","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3777-9815","authenticated-orcid":true,"given":"Sevasti","family":"Matsia","sequence":"first","affiliation":[{"name":"Aristotle University of Thessaloniki , , ,","place":["Thessaloniki, Greece, 54124"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Georgios","family":"Lazopoulos","sequence":"additional","affiliation":[{"name":"Aristotle University of Thessaloniki , , ,","place":["Thessaloniki, Greece, 54124"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Antonios","family":"Hatzidimitriou","sequence":"additional","affiliation":[{"name":"Aristotle University of Thessaloniki , , ,","place":["Thessaloniki, Greece, 54124"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1822-7989","authenticated-orcid":true,"given":"Athanasios","family":"Salifoglou","sequence":"additional","affiliation":[{"name":"Aristotle University of Thessaloniki , , ,","place":["Thessaloniki, Greece, 54124"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,28]]},"reference":[{"key":"2026091510085314500_cit1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2025.111489","article-title":"Flavonoids\nand their role in oxidative\nstress, inflammation, and human Diseases","volume":"413","author":"Jomova","year":"2025","journal-title":"Chem.-Biol.\nInteract."},{"issue":"7","key":"2026091510085314500_cit2","doi-asserted-by":"publisher","first-page":"668","DOI":"10.1038\/s43016-025-01176-1","article-title":"High diversity of dietary flavonoid\nintake is associated with a lower risk of all-cause mortality and\nmajor chronic diseases","volume":"6","author":"Parmenter","year":"2025","journal-title":"Nat. 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