{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,30]],"date-time":"2026-04-30T11:59:19Z","timestamp":1777550359526,"version":"3.51.4"},"reference-count":28,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2024,3,1]],"date-time":"2024-03-01T00:00:00Z","timestamp":1709251200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2024,3]]},"DOI":"10.1016\/j.bioorg.2024.107119","type":"journal-article","created":{"date-parts":[[2024,1,12]],"date-time":"2024-01-12T10:40:29Z","timestamp":1705056029000},"page":"107119","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":3,"special_numbering":"C","title":["A GSH-resistant FK228 analogue containing a stable disulfide bond"],"prefix":"10.1016","volume":"144","author":[{"given":"Mei-miao","family":"Zhan","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yun","family":"Xing","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zigang","family":"Li","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Feng","family":"Yin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"issue":"3","key":"10.1016\/j.bioorg.2024.107119_b0005","doi-asserted-by":"crossref","first-page":"315","DOI":"10.7164\/antibiotics.47.315","article-title":"Fr901228, a novel antitumor bicyclic depsipeptide produced by chromobacterium-violaceum No-968.3. antitumor activities on experimental-tumors in mice","volume":"47","author":"Ueda","year":"1994","journal-title":"J. Antibiot."},{"issue":"1","key":"10.1016\/j.bioorg.2024.107119_b0010","doi-asserted-by":"crossref","first-page":"126","DOI":"10.1006\/excr.1998.4027","article-title":"FR901228, a potent antitumor antibiotic, is a novel histone deacetylase inhibitor","volume":"241","author":"Nakajima","year":"1998","journal-title":"Exp. Cell Res."},{"issue":"8","key":"10.1016\/j.bioorg.2024.107119_b0015","first-page":"859","article-title":"The discovery and development of romidepsin for the treatment of T-cell lymphoma","volume":"12","author":"Smolewski","year":"2017","journal-title":"Expert Opin Drug Dis"},{"issue":"2","key":"10.1016\/j.bioorg.2024.107119_b0020","doi-asserted-by":"crossref","first-page":"540","DOI":"10.1073\/pnas.2536759100","article-title":"Transcriptional signature of histone deacetylase inhibition in multiple myeloma: Biological and clinical implications","volume":"101","author":"Mitsiades","year":"2004","journal-title":"P Natl Acad Sci USA"},{"issue":"20","key":"10.1016\/j.bioorg.2024.107119_b0025","doi-asserted-by":"crossref","first-page":"4115","DOI":"10.1182\/blood-2012-08-449140","article-title":"MAPK pathway activation leads to Bim loss and histone deacetylase inhibitor resistance: rationale to combine romidepsin with an MEK inhibitor","volume":"121","author":"Chakraborty","year":"2013","journal-title":"Blood"},{"issue":"15","key":"10.1016\/j.bioorg.2024.107119_b0030","doi-asserted-by":"crossref","first-page":"1188","DOI":"10.1093\/jnci\/djq258","article-title":"Randomized Trial of Radiotherapy Plus Concurrent-Adjuvant Chemotherapy vs Radiotherapy Alone for Regionally Advanced Nasopharyngeal Carcinoma","volume":"102","author":"Lee","year":"2010","journal-title":"Jnci-J Natl Cancer I"},{"issue":"30","key":"10.1016\/j.bioorg.2024.107119_b0035","doi-asserted-by":"crossref","first-page":"7237","DOI":"10.1021\/ja9613724","article-title":"Total synthesis of the antitumor depsipeptide FR-901,228","volume":"118","author":"Li","year":"1996","journal-title":"J. Am. Chem. Soc."},{"issue":"17","key":"10.1016\/j.bioorg.2024.107119_b0040","first-page":"4916","article-title":"FK228 (depsipeptide) as a natural prodrug that inhibits class I histone deacetylases","volume":"62","author":"Furumai","year":"2002","journal-title":"Cancer Res."},{"issue":"5","key":"10.1016\/j.bioorg.2024.107119_b0045","doi-asserted-by":"crossref","first-page":"659","DOI":"10.1016\/j.bcp.2007.04.007","article-title":"HDAC inhibitors: Clinical update and mechanism-based potential","volume":"74","author":"Glaser","year":"2007","journal-title":"Biochem. Pharmacol."},{"issue":"23","key":"10.1016\/j.bioorg.2024.107119_b0050","doi-asserted-by":"crossref","first-page":"5720","DOI":"10.1021\/jm0703800","article-title":"The first biologically active synthetic analogues of FK228, the depsipeptide histone deacetylase inhibitor","volume":"50","author":"Yurek-George","year":"2007","journal-title":"J. Med. Chem."},{"issue":"8","key":"10.1016\/j.bioorg.2024.107119_b0055","doi-asserted-by":"crossref","first-page":"757","DOI":"10.1002\/rcm.976","article-title":"Identification of thiols and glutathione conjugates of depsipeptide FK228 (FR901228), a novel histone protein deacetylase inhibitor, in the blood","volume":"17","author":"Xiao","year":"2003","journal-title":"Rapid Commun Mass Sp"},{"key":"10.1016\/j.bioorg.2024.107119_b0060","doi-asserted-by":"crossref","first-page":"592","DOI":"10.1016\/j.ejmech.2016.05.031","article-title":"Synthesis and biological evaluation of novel FK228 analogues as potential isoform selective HDAC inhibitors","volume":"121","author":"Narita","year":"2016","journal-title":"Eur. J. Med. Chem."},{"issue":"11","key":"10.1016\/j.bioorg.2024.107119_b0065","doi-asserted-by":"crossref","first-page":"5116","DOI":"10.1021\/jacs.2c00216","article-title":"Design and ribosomal incorporation of noncanonical disulfide-directing motifs for the development of multicyclic peptide libraries","volume":"144","author":"Dong","year":"2022","journal-title":"J. Am. Chem. Soc."},{"issue":"38","key":"10.1016\/j.bioorg.2024.107119_b0070","doi-asserted-by":"crossref","first-page":"16285","DOI":"10.1021\/jacs.0c06044","article-title":"Directed disulfide pairing and folding of peptides for the de novo development of multicyclic peptide libraries","volume":"142","author":"Lu","year":"2020","journal-title":"J. Am. Chem. Soc."},{"issue":"34","key":"10.1016\/j.bioorg.2024.107119_b0075","doi-asserted-by":"crossref","first-page":"11464","DOI":"10.1039\/D1SC02952E","article-title":"An evolution-inspired strategy to design disulfide-rich peptides tolerant to extensive sequence manipulation","volume":"12","author":"Zha","year":"2021","journal-title":"Chem. Sci."},{"issue":"48","key":"10.1016\/j.bioorg.2024.107119_b0080","doi-asserted-by":"crossref","first-page":"15094","DOI":"10.1021\/jacs.5b10779","article-title":"Orthogonal cysteine-penicillamine disulfide pairing for directing the oxidative folding of peptides","volume":"137","author":"Zheng","year":"2015","journal-title":"J. Am. Chem. Soc."},{"issue":"3","key":"10.1016\/j.bioorg.2024.107119_b0085","doi-asserted-by":"crossref","first-page":"521","DOI":"10.1021\/acschembio.2c00083","article-title":"Chemo-selective Cys-Pen disulfide for proximity-induced cysteine cross-linking","volume":"17","author":"Zhan","year":"2022","journal-title":"ACS Chem. Biol."},{"issue":"8","key":"10.1016\/j.bioorg.2024.107119_b0090","doi-asserted-by":"crossref","first-page":"2900","DOI":"10.1021\/ja807772w","article-title":"Synthesis and conformation-activity relationships of the peptide isosteres of FK228 and largazole","volume":"131","author":"Bowers","year":"2009","journal-title":"J. Am. Chem. Soc."},{"issue":"23","key":"10.1016\/j.bioorg.2024.107119_b0095","doi-asserted-by":"crossref","first-page":"8902","DOI":"10.1021\/jo034765b","article-title":"Total synthesis of the depsipeptide FR-901375","volume":"68","author":"Chen","year":"2003","journal-title":"J. Org. Chem."},{"issue":"34","key":"10.1016\/j.bioorg.2024.107119_b0100","doi-asserted-by":"crossref","first-page":"5667","DOI":"10.1002\/ejoc.201601023","article-title":"Total synthesis of the depsipeptide FR901375 and preliminary evaluation of its biological activity","volume":"2016","author":"Narita","year":"2016","journal-title":"Eur. J. Org. Chem."},{"issue":"23","key":"10.1016\/j.bioorg.2024.107119_b0105","doi-asserted-by":"crossref","first-page":"9353","DOI":"10.1021\/jo801866z","article-title":"Macrolactamization versus macrolactonization: total synthesis of FK228, the Depsipeptide histone deacetylase inhibitor","volume":"73","author":"Wen","year":"2008","journal-title":"J. Org. Chem."},{"issue":"4","key":"10.1016\/j.bioorg.2024.107119_b0110","doi-asserted-by":"crossref","first-page":"613","DOI":"10.1021\/ol702957z","article-title":"Improved total synthesis of the potent HDAC inhibitor FK228 (FR-901228)","volume":"10","author":"Greshock","year":"2008","journal-title":"Org. Lett."},{"key":"10.1016\/j.bioorg.2024.107119_b0115","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1007\/978-0-387-73657-0_8","article-title":"Development of an efficient solid-phase synthetic methodology to construct a combinatorial library of a potent HDAC inhibitor","volume":"611","author":"Maro","year":"2009","journal-title":"Adv. Exp. Med. Biol."},{"issue":"12","key":"10.1016\/j.bioorg.2024.107119_b0120","doi-asserted-by":"crossref","first-page":"8253","DOI":"10.1021\/acs.joc.0c00854","article-title":"Synthesis and biological evaluation of a depsipeptidic histone deacetylase inhibitor via a generalizable approach using an optimized latent thioester solid-phase linker","volume":"85","author":"Zang","year":"2020","journal-title":"J. Org. Chem."},{"issue":"11","key":"10.1016\/j.bioorg.2024.107119_b0125","doi-asserted-by":"crossref","first-page":"3460","DOI":"10.1128\/AEM.01751-06","article-title":"Characterization of a gene cluster responsible for the biosynthesis of anticancer agent FK228 in Chromobacterium violaceum No. 968","volume":"73","author":"Cheng","year":"2007","journal-title":"Appl. Environ. Microb."},{"issue":"42","key":"10.1016\/j.bioorg.2024.107119_b0130","doi-asserted-by":"crossref","first-page":"7535","DOI":"10.1016\/S0040-4039(02)01819-1","article-title":"A novel and efficient macrolactonization of omega-hydroxycarboxylic acids using 2-methyl-6-nitrobenzoic anhydride (MNBA)","volume":"43","author":"Shiina","year":"2002","journal-title":"Tetrahedron Lett."},{"issue":"23","key":"10.1016\/j.bioorg.2024.107119_b0135","doi-asserted-by":"crossref","first-page":"3633","DOI":"10.1081\/SCC-100107012","article-title":"Dehydration of threonine esters during tosylation","volume":"31","author":"Somlai","year":"2001","journal-title":"Synthet. Commun."},{"issue":"44","key":"10.1016\/j.bioorg.2024.107119_b0140","doi-asserted-by":"crossref","first-page":"17335","DOI":"10.1073\/pnas.0706487104","article-title":"Unraveling the hidden catalytic activity of vertebrate class IIa histone deacetylases","volume":"104","author":"Lahm","year":"2007","journal-title":"PNAS"}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206824000245?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206824000245?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,9,23]],"date-time":"2025-09-23T08:48:02Z","timestamp":1758617282000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206824000245"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,3]]},"references-count":28,"alternative-id":["S0045206824000245"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2024.107119","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2024,3]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"A GSH-resistant FK228 analogue containing a stable disulfide bond","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2024.107119","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2024 Elsevier Inc. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"107119"}}