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However, growing evidence suggests that a linear disease model based on \u03b2\u2010amyloid peptide (A\u03b2) alone is not likely to be realistic, which therefore calls for further investigations on the other actors involved in the play. The pro\u2010oxidant environment induced by A\u03b2 in AD pathology is well established, and a correlation among A\u03b2, oxidative stress, and conformational changes in p53 has been suggested. In this study, we applied a multifunctional approach to identify allyl thioesters of variously substituted <jats:italic>trans<\/jats:italic>\u2010cinnamic acids for which the pharmacological profile was strategically tuned by hydroxy substituents on the aromatic moiety. Indeed, only catechol derivative <jats:bold>3<\/jats:bold> [(<jats:italic>S<\/jats:italic>)\u2010allyl (<jats:italic>E<\/jats:italic>)\u20103\u2010(3,4\u2010dihydroxyphenyl)prop\u20102\u2010enethioate] inhibited A\u03b2 fibrilization. Conversely, albeit to different extents, all compounds were able to decrease the formation of reactive oxygen species in SH\u2010SY5Y neuroblastoma cells and to prevent alterations in the conformation of p53 and its activity mediated by soluble sub\u2010lethal concentrations of A\u03b2. This may support an involvement of oxidative stress in A\u03b2 function, with p53 emerging as a potential mediator of their functional interplay.<\/jats:p>","DOI":"10.1002\/cmdc.201500422","type":"journal-article","created":{"date-parts":[[2015,10,26]],"date-time":"2015-10-26T07:07:28Z","timestamp":1445843248000},"page":"1309-1317","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":29,"title":["Nature\u2010Inspired Multifunctional Ligands: Focusing on Amyloid\u2010Based Molecular Mechanisms of Alzheimer's Disease"],"prefix":"10.1002","volume":"11","author":[{"given":"Elena","family":"Simoni","sequence":"first","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Melania M.","family":"Serafini","sequence":"additional","affiliation":[{"name":"Department of Drug Sciences (Pharmacology Section) University of Pavia  V.le Taramelli\u200514 27100 Pavia Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manuela","family":"Bartolini","sequence":"additional","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Roberta","family":"Caporaso","sequence":"additional","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Antonella","family":"Pinto","sequence":"additional","affiliation":[{"name":"Department of Drug Sciences (Pharmacology Section) University of Pavia  V.le Taramelli\u200514 27100 Pavia Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniela","family":"Necchi","sequence":"additional","affiliation":[{"name":"Department of Drug Sciences (Pharmacology Section) University of Pavia  V.le Taramelli\u200514 27100 Pavia Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jessica","family":"Fiori","sequence":"additional","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vincenza","family":"Andrisano","sequence":"additional","affiliation":[{"name":"Department for Life Quality Studies Alma Mater Studiorum, University of Bologna  Corso d'Augusto\u2005237 47921 Rimini Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anna","family":"Minarini","sequence":"additional","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cristina","family":"Lanni","sequence":"additional","affiliation":[{"name":"Department of Drug Sciences (Pharmacology Section) University of Pavia  V.le Taramelli\u200514 27100 Pavia Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michela","family":"Rosini","sequence":"additional","affiliation":[{"name":"Department of Pharmacy and Biotechnology Alma Mater Studiorum, University of Bologna  Via Belmeloro\u20056 40126 Bologna Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,10,26]]},"reference":[{"key":"e_1_2_6_1_1","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbr.2008.02.016"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature07761"},{"key":"e_1_2_6_4_1","unstructured":"\u00a0"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1038\/nrd3505"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1038\/nn.4017"},{"key":"e_1_2_6_7_1","unstructured":"\u00a0"},{"key":"e_1_2_6_8_2","first-page":"4121","volume":"20","author":"Mura E.","year":"2014","journal-title":"Curr. 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