{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T21:13:28Z","timestamp":1778793208794,"version":"3.51.4"},"reference-count":41,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,7,1]],"date-time":"2025-07-01T00:00:00Z","timestamp":1751328000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100007300","name":"China Medical University","doi-asserted-by":"publisher","award":["CMU113-S-50"],"award-info":[{"award-number":["CMU113-S-50"]}],"id":[{"id":"10.13039\/501100007300","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100007300","name":"China Medical University","doi-asserted-by":"publisher","award":["CMU112-S-55"],"award-info":[{"award-number":["CMU112-S-55"]}],"id":[{"id":"10.13039\/501100007300","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100020595","name":"National Science and Technology Council","doi-asserted-by":"publisher","award":["112-2113-M-039-002"],"award-info":[{"award-number":["112-2113-M-039-002"]}],"id":[{"id":"10.13039\/100020595","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100020595","name":"National Science and Technology Council","doi-asserted-by":"publisher","award":["113-2813-C-039-186-M"],"award-info":[{"award-number":["113-2813-C-039-186-M"]}],"id":[{"id":"10.13039\/100020595","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic & Medicinal Chemistry"],"published-print":{"date-parts":[[2025,7]]},"DOI":"10.1016\/j.bmc.2025.118198","type":"journal-article","created":{"date-parts":[[2025,4,17]],"date-time":"2025-04-17T06:34:50Z","timestamp":1744871690000},"page":"118198","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":1,"special_numbering":"C","title":["Oxidization synthesis and bioactivity study of tricyclic and tetracyclic genipin derivatives with collins reagent as anti-inflammatory agents"],"prefix":"10.1016","volume":"124","author":[{"given":"Wei-Zheng","family":"Zeng","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chun-Han","family":"Cha","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Cheng-Yen","family":"Chung","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Guan-Jhong","family":"Huang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Naoto","family":"Uramaru","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ichiro","family":"Arai","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fung Fuh","family":"Wong","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmc.2025.118198_h0005","doi-asserted-by":"crossref","first-page":"271","DOI":"10.1016\/j.tifs.2017.06.018","article-title":"Genipin: A natural blue pigment for food and health purposes","volume":"67","author":"Neri-Numa","year":"2017","journal-title":"Trends Food Sci Technol"},{"key":"10.1016\/j.bmc.2025.118198_h0010","doi-asserted-by":"crossref","first-page":"129","DOI":"10.1016\/j.indcrop.2012.02.042","article-title":"Extraction and characterization of some natural plant pigments","volume":"40","author":"Booa","year":"2012","journal-title":"Ind Crop Prod"},{"key":"10.1016\/j.bmc.2025.118198_h0015","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1163\/156856299X00289","article-title":"In vitro evaluation of cytotoxicity of a naturally occurring cross-linking reagent for biological tissue fixation","volume":"10","author":"Sung","year":"1999","journal-title":"J Biomater Sci Polym Ed"},{"key":"10.1016\/j.bmc.2025.118198_h0020","doi-asserted-by":"crossref","first-page":"10800","DOI":"10.1021\/jf503378k","article-title":"Influence of the Stage of Ripeness on the Composition of Iridoids and Phenolic Compounds in Genipap (Genipa americana L.)","volume":"62","author":"Bentes","year":"2014","journal-title":"J Agric Food Chem"},{"key":"10.1016\/j.bmc.2025.118198_h0025","doi-asserted-by":"crossref","first-page":"6511","DOI":"10.1021\/jf020499b","article-title":"Isolation and Characterization of Water-Soluble Intermediates of Blue Pigments Transformed from Geniposide of Gardenia jasminoides","volume":"50","author":"Park","year":"2002","journal-title":"J Agric Food Chem"},{"key":"10.1016\/j.bmc.2025.118198_b0015","doi-asserted-by":"crossref","first-page":"1277","DOI":"10.1016\/j.tetlet.2016.02.026","article-title":"Synthesis and structural characterization by LC\u2013MS and NMR of a new semi-natural blue amino-based pyranoanthocyanin compound","volume":"57","author":"Oliveira","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bmc.2025.118198_b0020","doi-asserted-by":"crossref","first-page":"496","DOI":"10.1016\/j.jep.2005.08.011","article-title":"Anti-inflammatory evaluation of gardenia extract, geniposide and genipin","volume":"103","author":"Koo","year":"2006","journal-title":"J. Ethnopharmacol."},{"key":"10.1016\/j.bmc.2025.118198_h0040","doi-asserted-by":"crossref","first-page":"3904","DOI":"10.1021\/acs.jafc.0c07948","article-title":"Molecular Structure of Gardenia Blue Pigments by Reaction of Genipin with Benzylamine and Amino Acids","volume":"69","author":"Tsutsumiuchi","year":"2021","journal-title":"J Agric Food Chem"},{"key":"10.1016\/j.bmc.2025.118198_h0045","doi-asserted-by":"crossref","first-page":"6831","DOI":"10.3390\/ijms21186831","article-title":"On the Mechanism of Genipin Binding to Primary Amines in Lactose-Modified Chitosan at Neutral pH","volume":"21","author":"Pizzolitto","year":"2020","journal-title":"Int J Mol Sci"},{"key":"10.1016\/j.bmc.2025.118198_h0050","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1007\/s00726-008-0192-9","article-title":"Metabolomic analysis of the response of growing pigs to dietary Larginine supplementation","volume":"37","author":"He","year":"2009","journal-title":"Amino Acids"},{"key":"10.1016\/j.bmc.2025.118198_b0030","doi-asserted-by":"crossref","first-page":"1398","DOI":"10.1016\/j.bcp.2005.07.025","article-title":"Genipin-induced apoptosis in hepatoma cells is mediated by reactive oxygen species\/c-Jun NH2-terminal kinase-dependent activation of mitochondrial pathway","volume":"70","author":"Kim","year":"2005","journal-title":"J. Biochem. Pharmacol."},{"key":"10.1016\/j.bmc.2025.118198_b0035","doi-asserted-by":"crossref","DOI":"10.1371\/journal.pone.0075721","article-title":"1 H-NMR-based metabonomic studies on the anti-depressant effect of genipin in the chronic unpredictable mild stress rat model","volume":"8","author":"Tian","year":"2013","journal-title":"PLoS One"},{"key":"10.1016\/j.bmc.2025.118198_h0065","first-page":"399","article-title":"Physicochemical Characteristics for the Transformation of Blue Pigments from Genipin of Gardenia jasminoides with Amino Acids","volume":"41","author":"Lee","year":"1998","journal-title":"Agric. Chem. Biotechol."},{"key":"10.1016\/j.bmc.2025.118198_h0070","doi-asserted-by":"crossref","first-page":"267","DOI":"10.1016\/S0003-2670(03)00023-0","article-title":"Colorimetric determination of amino acids using genipin from Gardenia jasminoides","volume":"480","author":"Lee","year":"2003","journal-title":"Anal Chim Acta"},{"key":"10.1016\/j.bmc.2025.118198_h0075","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1007\/s00726-008-0192-9","article-title":"Metabolomic analysis of the response of growing pigs to dietary Larginine supplementation","volume":"37","author":"He","year":"2009","journal-title":"Amino Acids"},{"key":"10.1016\/j.bmc.2025.118198_b0045","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1146\/annurev.bioeng.8.061505.095708","article-title":"Analysis of inflammation","volume":"8","author":"Schmid-Sch\u00f6nbein","year":"2006","journal-title":"Annu. Rev. Biomed. Eng."},{"key":"10.1016\/j.bmc.2025.118198_h0085","doi-asserted-by":"crossref","DOI":"10.1002\/slct.202104327","article-title":"Synthesis of tricyclic methyl cyclopentapyridopyrimidin-6-carboxylates and cyclopentaimidazopyridin-6-carboxylates from genipin","volume":"7","author":"Chiang","year":"2022","journal-title":"ChemistrySelect"},{"key":"10.1016\/j.bmc.2025.118198_h0090","article-title":"Bioactivity study of tricyclic and tetracyclic genipin derivatives as anti-inflammatory agents","volume":"116","author":"Li","year":"2022","journal-title":"Bioorg Chem"},{"key":"10.1016\/j.bmc.2025.118198_h0095","doi-asserted-by":"crossref","first-page":"2933","DOI":"10.1002\/jsfa.6116","article-title":"Purification of the photosynthetic pigment C-phycocyanin from heterotrophic Galdieria sulphuraria","volume":"93","author":"S\u00f8rensen","year":"2013","journal-title":"J. Sci. Food Agri."},{"key":"10.1016\/j.bmc.2025.118198_h0100","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1016\/j.cofs.2015.08.004","article-title":"Natural food pigments and colorants","volume":"7","author":"Rodriguez-Amaya","year":"2016","journal-title":"Curr Opin Food Sci"},{"key":"10.1016\/j.bmc.2025.118198_b0060","doi-asserted-by":"crossref","first-page":"430","DOI":"10.1021\/jf000978f","article-title":"Physical stability of the blue pigments formed from geniposide of gardenia fruits: effects of pH, temperature, and light","volume":"49","author":"Paik","year":"2001","journal-title":"J. Agric. Food Chem."},{"key":"10.1016\/j.bmc.2025.118198_b0065","doi-asserted-by":"crossref","first-page":"267","DOI":"10.1016\/S0003-2670(03)00023-0","article-title":"Colorimetric determination of amino acids using genipin from Gardenia jasminoides","volume":"480","author":"Lee","year":"2003","journal-title":"Anal. Chim. Acta"},{"key":"10.1016\/j.bmc.2025.118198_b0070","doi-asserted-by":"crossref","first-page":"3904","DOI":"10.1021\/acs.jafc.0c07948","article-title":"Molecular Structure of Gardenia Blue Pigments by Reaction of Genipin with Benzylamine and Amino Acids","volume":"69","author":"Tsutsumiuchi","year":"2021","journal-title":"J. Agric. Food Chem."},{"key":"10.1016\/j.bmc.2025.118198_h0120","doi-asserted-by":"crossref","first-page":"1571","DOI":"10.1248\/cpb.42.1571","article-title":"Studies on the blue pigments produced from genipin and methylamine. II. On the formation mechanisms of brownish-red intermediates leading to the blue formation","volume":"42","author":"Touyama","year":"1994","journal-title":"Chem Pharm Bull"},{"key":"10.1016\/j.bmc.2025.118198_h0125","doi-asserted-by":"crossref","first-page":"668","DOI":"10.1248\/cpb.42.668","article-title":"Studies on the blue pigments produced from genipin and methylamine. I. structures of brownish-red pigments, intermediates leading to the blue pigments","volume":"42","author":"Touyama","year":"1994","journal-title":"Chem Pharm Bull"},{"key":"10.1016\/j.bmc.2025.118198_h0130","doi-asserted-by":"crossref","first-page":"271","DOI":"10.1016\/j.tifs.2017.06.018","article-title":"Genipin: A natural blue pigment for food and health purposes","volume":"67","author":"Neri-Numa","year":"2017","journal-title":"Trends Food Sci Technol"},{"key":"10.1016\/j.bmc.2025.118198_b0080","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.carbpol.2009.01.016","article-title":"Genipin-crosslinked chitosan hydrogels as biomedical and pharmaceutical aids","volume":"77","author":"Muzzarelli","year":"2009","journal-title":"Carbohydr. Polym."},{"key":"10.1016\/j.bmc.2025.118198_b0085","doi-asserted-by":"crossref","first-page":"9157","DOI":"10.1021\/acs.joc.2c00877","article-title":"Selectivity of Oxidizing Agents toward Axial and Equatorial Hydroxyl Groups","volume":"87","author":"Kaspar","year":"2022","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bmc.2025.118198_b0090","doi-asserted-by":"crossref","first-page":"3328","DOI":"10.1021\/acs.chemrev.5b00547","article-title":"Advances in Synthetic Applications of Hypervalent Iodine Compounds","volume":"116","author":"Yoshimura","year":"2016","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bmc.2025.118198_b0095","doi-asserted-by":"crossref","unstructured":"Franzyk H. Synthetic aspects of iridoid chemistry\/progress in the chemistry of organic natural products, Edited by Braekman, J. C., Springer-Verlag\/Wien; 2000.","DOI":"10.1007\/978-3-7091-6341-2_1"},{"key":"10.1016\/j.bmc.2025.118198_b0100","doi-asserted-by":"crossref","first-page":"6831","DOI":"10.3390\/ijms21186831","article-title":"On the Mechanism of Genipin Binding to Primary Amines in Lactose-Modified Chitosan at Neutral pH","volume":"21","author":"Pizzolitto","year":"2020","journal-title":"Int. J. Mol. Sci."},{"key":"10.1016\/j.bmc.2025.118198_b0105","doi-asserted-by":"crossref","first-page":"2579","DOI":"10.1021\/am200416h","article-title":"Effect of genipin crosslinking on the optical spectral properties and structures of collagen hydrogels","volume":"7","author":"Hwang","year":"2011","journal-title":"ACS Appl. Mater. Interfaces."},{"key":"10.1016\/j.bmc.2025.118198_b0110","doi-asserted-by":"crossref","first-page":"1377","DOI":"10.1021\/acs.analchem.0c03087","article-title":"Improvement in Signal-to-Noise Ratio of Liquid-State NMR Spectroscopy via a Deep Neural Network DN-Unet","volume":"93","author":"Wu","year":"2021","journal-title":"Anal Chem"},{"key":"10.1016\/j.bmc.2025.118198_b0115","doi-asserted-by":"crossref","DOI":"10.1016\/j.bioorg.2021.104630","article-title":"Design and synthesis of methoxyphenyl-and coumarin-based chalcone derivatives as anti-inflammatory agents by inhibition of NO production and down-regulation of NF-\u03baB in LPS-induced RAW264.7 macrophage cells","volume":"107","author":"Emam","year":"2021","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bmc.2025.118198_b0120","doi-asserted-by":"crossref","DOI":"10.1016\/j.bioorg.2024.107312","article-title":"Synthesis, physicochemical characterization, and investigation of anti-inflammatory activity of water-soluble PEGylated 1,2,4-Triazoles","volume":"147","author":"Li","year":"2024","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bmc.2025.118198_b0125","doi-asserted-by":"crossref","first-page":"277","DOI":"10.1006\/abio.2001.5140","article-title":"A homogeneous fluorometric assay for measuring cell adhesion to immobilized ligand using V-well microtiter plates","volume":"293","author":"Weetall","year":"2001","journal-title":"Anal. Biochem."},{"key":"10.1016\/j.bmc.2025.118198_b0130","doi-asserted-by":"crossref","first-page":"1485","DOI":"10.1016\/j.fct.2012.01.041","article-title":"Anti-inflammatory effects of ethanolic extract of Antrodia salmonea in the lipopolysaccharide-stimulated RAW246. 7 macrophages and the \u03bb-carrageenan-induced paw edema model","volume":"50","author":"Huang","year":"2012","journal-title":"Food Chem Toxicol"},{"key":"10.1016\/j.bmc.2025.118198_b0135","doi-asserted-by":"crossref","first-page":"290","DOI":"10.1038\/sj.ki.5002058","article-title":"Molecular mechanisms involved in the reciprocal regulation of cyclooxygenase and nitric oxide synthase enzymes","volume":"71","author":"Cuzzocrea","year":"2007","journal-title":"Kidney Int"},{"key":"10.1016\/j.bmc.2025.118198_b0140","doi-asserted-by":"crossref","DOI":"10.1016\/j.bioorg.2020.104333","article-title":"New methyl 5-(halomethyl)-1-aryl-1H-1,2,4-triazole-3-carboxylates as selective COX-2 inhibitors and anti-inflammatory agents: design, synthesis, biological evaluation, and docking study","volume":"104","author":"Li","year":"2020","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bmc.2025.118198_h0200","doi-asserted-by":"crossref","first-page":"200","DOI":"10.1111\/cbdd.13784","article-title":"4-Sulfonyloxy\/alkoxy benzoxazolone derivatives with high anti-inflammatory activities: Synthesis, biological evaluation, and mechanims of action via p38\/ERK-NF-\u03baB\/iNOS pathway","volume":"97","author":"Tang","year":"2021","journal-title":"Chem Biol Drug Des"},{"key":"10.1016\/j.bmc.2025.118198_h0205","doi-asserted-by":"crossref","first-page":"452","DOI":"10.5530\/ijper.51.3.73","article-title":"Design and synthesis of novel indolizine analogues as COX-2 inhibitors: Computational perspective and in vitro screening","volume":"51","author":"Sandeep","year":"2017","journal-title":"Indian J. Pharm. Edu. Res."}],"container-title":["Bioorganic & Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089625001397?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089625001397?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T20:51:00Z","timestamp":1778791860000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0968089625001397"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,7]]},"references-count":41,"alternative-id":["S0968089625001397"],"URL":"https:\/\/doi.org\/10.1016\/j.bmc.2025.118198","relation":{},"ISSN":["0968-0896"],"issn-type":[{"value":"0968-0896","type":"print"}],"subject":[],"published":{"date-parts":[[2025,7]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Oxidization synthesis and bioactivity study of tricyclic and tetracyclic genipin derivatives with collins reagent as anti-inflammatory agents","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmc.2025.118198","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2025 Elsevier Ltd. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"118198"}}