{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T12:13:15Z","timestamp":1790251995800,"version":"4.1.0"},"reference-count":78,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2026,3,22]],"date-time":"2026-03-22T00:00:00Z","timestamp":1774137600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>Medicarpin, a natural pterocarpan phytoalexin, contributes to tree defense against microbial decay, particularly from the aggressive white-rot fungus Trametes versicolor, an ASTM standard for wood durability testing. To improve upon the inhibitory effect of medicarpin against this fungus (150 mg\/L), eleven derivatives were synthesized and evaluated. The acetylated analog demonstrated superior activity, achieving complete growth inhibition at 100 mg\/L. To establish a structure\u2013activity relationship, molecular docking was performed on the copper cluster on fungal laccase, the primary oxidative enzyme of T. versicolor. The acetylated derivative bound the T1 copper site with a more favorable free energy (\u22128.5 kcal\/mol) than the parent compound, exhibiting enhanced stabilizing interactions and a binding pose anchored closer to the trinuclear copper cluster (TNC). These results were corroborated by 80 ns molecular dynamics simulations, confirming complex stability and the persistence of key interactions. This study demonstrates that targeted chemical modification of natural phytoalexins can significantly improve their antifungal potency. The superior performance of the acetylated medicarpin derivative, linked to optimized binding at the laccase active site, establishes a clear structure\u2013activity relationship and highlights the potential of such engineered compounds as leads for next-generation, bio-inspired wood preservatives.<\/jats:p>","DOI":"10.3390\/ijms27062878","type":"journal-article","created":{"date-parts":[[2026,3,23]],"date-time":"2026-03-23T09:48:42Z","timestamp":1774259322000},"page":"2878","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Enhanced Inhibition of Trametes versicolor by Structurally Modified Medicarpin: In Vitro Evaluation and In Silico Insights into Laccase Binding"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5629-2864","authenticated-orcid":false,"given":"Santiago Jos\u00e9","family":"Guevara-Mart\u00ednez","sequence":"first","affiliation":[{"name":"Laboratorio de Qu\u00edmica Farmac\u00e9utica, Departamento de Farmacobiolog\u00eda, Centro Universitario de Ciencias Exactas e Ingenier\u00edas, Universidad de Guadalajara, Boulevard Gral. Marcelino Garc\u00eda Barrag\u00e1n 1421, Ol\u00edmpica, Guadalajara 44430, Jalisco, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3188-7321","authenticated-orcid":false,"given":"Jos\u00e9 Domingo","family":"Rivera-Ram\u00edrez","sequence":"additional","affiliation":[{"name":"Laboratorio de Qu\u00edmica Farmac\u00e9utica, Departamento de Farmacobiolog\u00eda, Centro Universitario de Ciencias Exactas e Ingenier\u00edas, Universidad de Guadalajara, Boulevard Gral. Marcelino Garc\u00eda Barrag\u00e1n 1421, Ol\u00edmpica, Guadalajara 44430, Jalisco, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rebeca","family":"Escutia-Guti\u00e9rrez","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Molecular y Gen\u00f3mica, Centro Universitario de Ciencias de la Salud, Universidad de Guadalajara, Sierra Mojada 950, Independencia Oriente, Guadalajara 44430, Jalisco, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6493-0408","authenticated-orcid":false,"given":"Marco Antonio","family":"P\u00e9rez-Cisneros","sequence":"additional","affiliation":[{"name":"Departamento de Electrofot\u00f3nica, Centro Universitario de Ciencias Exactas e Ingenier\u00edas, Universidad de Guadalajara, Boulevard Gral. 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M\u00fagica, s\/n, Morelia 58030, Michoac\u00e1n, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6147-4352","authenticated-orcid":false,"given":"Rafael","family":"Herrera-Bucio","sequence":"additional","affiliation":[{"name":"Instituto de Investigaci\u00f3n Qu\u00edmico Biol\u00f3gicas, Universidad Michoacana de San Nicol\u00e1s de Hidalgo, Francisco J. M\u00fagica, s\/n, Morelia 58030, Michoac\u00e1n, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fredy Geovannini","family":"Morales-Palacios","sequence":"additional","affiliation":[{"name":"Instituto de Investigaci\u00f3n Qu\u00edmico Biol\u00f3gicas, Universidad Michoacana de San Nicol\u00e1s de Hidalgo, Francisco J. 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