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Herein, we show that molecular editing can reveal a natural product\u2010derived chemotype that attenuates neuroinflammation via prolyl endopeptidase (PREP) inhibition.\n                    <jats:bold>BB10<\/jats:bold>\n                    , a chemically stabilized bilobalide analogue generated via lactone\u2010to\u2010lactam molecular editing, significantly suppressed LPS\u2010induced microglial activation and reduced levels of key inflammatory mediators. Unbiased cellular target identification (CETSA\u2010MS) identified PREP as the top thermally stabilized target, supporting cellular target engagement.\n                    <jats:bold>BB10<\/jats:bold>\n                    inhibited PREP activity in both cellular and recombinant enzyme assays, implicating PREP inhibition as a mechanism contributing to its anti\u2010neuroinflammatory activity. Guided by this target\u2010based insight, structural optimization afforded a fluorinated analogue,\n                    <jats:bold>BB56<\/jats:bold>\n                    , with improved PREP inhibition and superior anti\u2010inflammatory efficacy. Mechanistically,\n                    <jats:bold>BB56<\/jats:bold>\n                    attenuated p38\/NF\u2010\u03baB signaling and reduced NLRP3 upregulation, and PREP knockdown abrogated the anti\u2010inflammatory effects. Finally,\n                    <jats:bold>BB56<\/jats:bold>\n                    provided functional rescue in a zebrafish model of neuroinflammation. Collectively, this work establishes a molecular editing\u2010enabled approach to a natural product chemotype that modulates neuroinflammation through PREP inhibition.\n                  <\/jats:p>","DOI":"10.1002\/advs.202600011","type":"journal-article","created":{"date-parts":[[2026,8,11]],"date-time":"2026-08-11T17:06:06Z","timestamp":1786467966000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Molecular Editing Reveals a Bilobalide Chemotype that Attenuates Prolyl Endopeptidase (PREP)\u2010Linked Neuroinflammation"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1868-4079","authenticated-orcid":false,"given":"Chanin","family":"Sillapachaiyaporn","sequence":"first","affiliation":[{"name":"Guangdong\u2010Hong Kong\u2010Macao Joint Laboratory for New Drug Screening School of Pharmacy Faculty of Medicine The Chinese University of Hong Kong  Hong Kong SAR China"},{"name":"Li Ka Shing 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