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Importantly, such an approach is highly beneficial for the sustainable manufacturing of pharmaceutically relevant molecules. Here, we demonstrate a one\u2010step protocol toward biologically active isochromans through the Oxa\u2010Pictet cyclization involving both aromatic aldehydes, including vanillin, and aliphatic aldehydes in combination with lignin\u2010derivable homovanillyl alcohol (\n                    <jats:bold>1<\/jats:bold>\n                    ), a prominent aromatic platform chemical obtainable via diol\u2010assisted fractionation. Employing tunable deep eutectic solvents as benign reaction media allows for modulating reactivity under mild reaction conditions, and opens access to a library of isochromans in a single step. Several compounds exhibit promising properties, including PPI inhibition, anticancer, and antibacterial activities, highlighting the benefits of this synthetic strategy and its potential for drug discovery.\n                  <\/jats:p>","DOI":"10.1002\/chem.202502769","type":"journal-article","created":{"date-parts":[[2025,12,6]],"date-time":"2025-12-06T05:43:28Z","timestamp":1764999808000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["The One\u2010Step Synthesis of Biologically Active Isochromans from Lignin\u2010Derived Aromatic Monomers in Tunable Deep Eutectic Solvents"],"prefix":"10.1002","volume":"32","author":[{"given":"Anjali","family":"Kottayi","sequence":"first","affiliation":[{"name":"Institute of Chemistry University of Graz  Graz Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7234-8290","authenticated-orcid":false,"given":"Anastasiia M.","family":"Afanasenko","sequence":"additional","affiliation":[{"name":"Stratingh Institute for Chemistry University of Groningen  Groningen The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-7311-4255","authenticated-orcid":false,"given":"Antonio A.","family":"Castillo\u2010Garcia","sequence":"additional","affiliation":[{"name":"Institute of Chemistry University of Graz  Graz Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8766-4568","authenticated-orcid":false,"given":"Walid A. 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