{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T21:52:21Z","timestamp":1791409941484,"version":"4.3.3"},"reference-count":41,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/100017133","name":"National Key Project for Synthetic Biology","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100017133","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012166","name":"National Key Research and Development Program of China","doi-asserted-by":"publisher","award":["2020YFA0908000"],"award-info":[{"award-number":["2020YFA0908000"]}],"id":[{"id":"10.13039\/501100012166","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":[[2026,10]]},"DOI":"10.1016\/j.bioorg.2026.110448","type":"journal-article","created":{"date-parts":[[2026,8,28]],"date-time":"2026-08-28T15:18:50Z","timestamp":1787930330000},"page":"110448","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":0,"special_numbering":"C","title":["Glycosylation switches spiramycin from an antibiotic to a hepatoprotective agent by targeting GSTP1"],"prefix":"10.1016","volume":"181","author":[{"given":"Hai-Zhu","family":"Jia","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zheng-Shuang","family":"Zhu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Li-Li","family":"Hong","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ru","family":"Lin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hua","family":"Sun","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wei-Qing","family":"He","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jian-Qiang","family":"Kong","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bioorg.2026.110448_bb0005","doi-asserted-by":"crossref","first-page":"2967","DOI":"10.1111\/bph.13936","article-title":"The macrolide antibiotic renaissance","volume":"174","author":"Dinos","year":"2017","journal-title":"Brit. J. Pharmacol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0010","doi-asserted-by":"crossref","first-page":"12111","DOI":"10.1073\/pnas.95.21.12111","article-title":"A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity","volume":"95","author":"Xue","year":"1998","journal-title":"Proc. Natl. Acad. Sci."},{"key":"10.1016\/j.bioorg.2026.110448_bb0015","doi-asserted-by":"crossref","first-page":"3501","DOI":"10.1038\/ncomms4501","article-title":"Molecular basis for erythromycin-dependent ribosome stalling during translation of the ErmBL leader peptide","volume":"5","author":"Arenz","year":"2014","journal-title":"Nat.Commun."},{"key":"10.1016\/j.bioorg.2026.110448_bb0020","doi-asserted-by":"crossref","first-page":"2058","DOI":"10.1038\/s41401-021-00618-3","article-title":"Roxithromycin attenuates bleomycin-induced pulmonary fibrosis by targeting senescent cells","volume":"42","author":"Zhang","year":"2021","journal-title":"Acta Pharmacol. Sin."},{"key":"10.1016\/j.bioorg.2026.110448_bb0025","doi-asserted-by":"crossref","DOI":"10.1128\/AEM.00373-21","article-title":"Azithromycin and ciprofloxacin can promote antibiotic resistance in biosolids and biosolids-amended soils","volume":"87","author":"Sidhu","year":"2021","journal-title":"Appl. Environ.Microbiol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0030","doi-asserted-by":"crossref","first-page":"304","DOI":"10.1016\/j.jiec.2014.11.008","article-title":"Enzymatic synthesis of amentoflavone glycoside using recombinant oleandomycin glycosyltransferase","volume":"25","author":"Chaudhary","year":"2015","journal-title":"J. Ind. Eng. Chem."},{"key":"10.1016\/j.bioorg.2026.110448_bb0035","doi-asserted-by":"crossref","DOI":"10.1016\/j.prevetmed.2020.104934","article-title":"The effect of tylosin on antimicrobial resistance in beef cattle enteric bacteria: a systematic review and meta-analysis","volume":"176","author":"Cazer","year":"2020","journal-title":"Prev.Vet.Med."},{"key":"10.1016\/j.bioorg.2026.110448_bb0040","doi-asserted-by":"crossref","DOI":"10.1016\/j.micres.2020.126532","article-title":"The regulatory genes involved in spiramycin and bitespiramycin biosynthesis","volume":"240","author":"Dai","year":"2020","journal-title":"Microbiol.Res."},{"key":"10.1016\/j.bioorg.2026.110448_bb0045","doi-asserted-by":"crossref","DOI":"10.3390\/ijms222312636","article-title":"Midecamycin is inactivated by several different sugar moieties at its inactivation site","volume":"22","author":"Lin","year":"2021","journal-title":"Int. J. Mol. Sci."},{"key":"10.1016\/j.bioorg.2026.110448_bb0050","doi-asserted-by":"crossref","first-page":"1635","DOI":"10.1021\/acs.accounts.1c00020","article-title":"Discovery of macrolide antibiotics effective against multi-drug resistant gram-negative pathogens","volume":"54","author":"Myers","year":"2021","journal-title":"Acc. Chem. Res."},{"key":"10.1016\/j.bioorg.2026.110448_bb0055","doi-asserted-by":"crossref","DOI":"10.1002\/vms3.70049","article-title":"Veterinary drug residues in food products of animal origin and their public health consequences: a review","volume":"10","author":"Mesfin","year":"2024","journal-title":"Vet. Med. Sci."},{"key":"10.1016\/j.bioorg.2026.110448_bb0060","doi-asserted-by":"crossref","first-page":"2134","DOI":"10.3748\/wjg.v29.i14.2134","article-title":"Anti-inflammatory effect and antihepatoma mechanism of carrimycin","volume":"29","author":"Li","year":"2023","journal-title":"World J. Gastroenterol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0065","doi-asserted-by":"crossref","DOI":"10.1016\/j.biopha.2022.112682","article-title":"Antiviral effects of azithromycin: a narrative review","volume":"147","author":"Khoshnood","year":"2022","journal-title":"Biomed.Pharmacother."},{"key":"10.1016\/j.bioorg.2026.110448_bb0070","doi-asserted-by":"crossref","first-page":"1541","DOI":"10.3892\/ijo.2013.1870","article-title":"Macrolide antibiotics block autophagy flux and sensitize to bortezomib via endoplasmic reticulum stress-mediated CHOP induction in myeloma cells","volume":"42","author":"Moriya","year":"2013","journal-title":"Int. J. Oncol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0075","doi-asserted-by":"crossref","first-page":"5336","DOI":"10.1073\/pnas.0607897104","article-title":"The crystal structure of two macrolide glycosyltransferases provides a blueprint for host cell antibiotic immunity","volume":"104","author":"Bolam","year":"2007","journal-title":"Proc. Natl. Acad. Sci."},{"key":"10.1016\/j.bioorg.2026.110448_bb0080","doi-asserted-by":"crossref","first-page":"1942","DOI":"10.3389\/fmicb.2018.01942","article-title":"Look and outlook on enzyme-mediated macrolide resistance","volume":"9","author":"Golkar","year":"2018","journal-title":"Front. Microbiol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0085","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/0378-1119(91)90487-V","article-title":"Cloning and characterization of two genes from Streptomyces lividans that confer inducible resistance to lincomycin and macrolide antibiotics","volume":"108","author":"Jenkins","year":"1991","journal-title":"Gene"},{"key":"10.1016\/j.bioorg.2026.110448_bb0090","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1016\/0378-1119(92)90543-X","article-title":"Resistance to macrolides and lincosamides in Streptomyces lividans and to aminoglycosides in Micromonospora purpurea","volume":"115","author":"Cundliffe","year":"1992","journal-title":"Gene"},{"key":"10.1016\/j.bioorg.2026.110448_bb0095","doi-asserted-by":"crossref","first-page":"8071","DOI":"10.1021\/bi1007657","article-title":"Characterization of glycosyltransferase DesVII and its auxiliary partner protein DesVIII in the methymycin\/picromycin biosynthetic pathway","volume":"49","author":"Borisova","year":"2010","journal-title":"Biochemistry"},{"key":"10.1016\/j.bioorg.2026.110448_bb0100","doi-asserted-by":"crossref","first-page":"1554","DOI":"10.1002\/cbic.200800155","article-title":"Glycosylation of acyclic and cyclic aglycone substrates by macrolide glycosyltransferase DesVII\/DesVIII: analysis and implications","volume":"9","author":"Borisova","year":"2008","journal-title":"Chembiochem"},{"key":"10.1016\/j.bioorg.2026.110448_bb0105","doi-asserted-by":"crossref","first-page":"348","DOI":"10.1128\/AAC.36.2.348","article-title":"Glycosylation of macrolide antibiotics in extracts of Streptomyces lividans","volume":"36","author":"Cundliffe","year":"1992","journal-title":"Antimicrob. Agents Chemother."},{"key":"10.1016\/j.bioorg.2026.110448_bb0110","doi-asserted-by":"crossref","first-page":"484","DOI":"10.1186\/s12866-025-04120-2","article-title":"Enhancement of carrimycin production in Streptomyces spiramyceticus 54-IA by the reporter-guided selection method with traditional mutagenesis","volume":"25","author":"Li","year":"2025","journal-title":"BMC Microbiol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0115","doi-asserted-by":"crossref","first-page":"347","DOI":"10.1093\/jac\/dki013","article-title":"Concentrations and in vivo antibacterial activity of spiramycin and metronidazole in patients with periodontitis treated with high-dose metronidazole and the spiramycin\/metronidazole combination","volume":"55","author":"Poulet","year":"2005","journal-title":"J. Antimicrob. Chemother."},{"key":"10.1016\/j.bioorg.2026.110448_bb0120","doi-asserted-by":"crossref","first-page":"1762","DOI":"10.1128\/AAC.05183-11","article-title":"Significant reduction of brain cysts caused by Toxoplasma gondii after treatment with spiramycin coadministered with metronidazole in a mouse model of chronic toxoplasmosis","volume":"56","author":"Chew","year":"2012","journal-title":"Antimicrob. Agents Chemother."},{"key":"10.1016\/j.bioorg.2026.110448_bb0125","first-page":"724","article-title":"A new antibiotic-spiramycin","volume":"1954","author":"Pinnert-Sindico","year":"1955","journal-title":"Antibiot. Annu."},{"key":"10.1016\/j.bioorg.2026.110448_bb0130","doi-asserted-by":"crossref","DOI":"10.3390\/antibiotics12030499","article-title":"Spiramycin disarms Pseudomonas aeruginosa without inhibiting growth","volume":"12","author":"Calcagnile","year":"2023","journal-title":"Antibiotics"},{"key":"10.1016\/j.bioorg.2026.110448_bb0135","doi-asserted-by":"crossref","DOI":"10.3390\/molecules27103202","article-title":"Anti-inflammatory effects of spiramycin in LPS-activated RAW 264.7 macrophages","volume":"27","author":"Kang","year":"2022","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2026.110448_bb0140","article-title":"Anti-obesity effects of spiramycin in vitro and in vivo","volume":"11","author":"Kim","year":"2016","journal-title":"PLoS One"},{"key":"10.1016\/j.bioorg.2026.110448_bb0145","doi-asserted-by":"crossref","first-page":"2612","DOI":"10.1128\/AAC.42.10.2612","article-title":"Characterization of a glycosyl transferase inactivating macrolides, encoded by gimA from Streptomyces ambofaciens","volume":"42","author":"Gourmelen","year":"1998","journal-title":"Antimicrob. Agents Chemother."},{"key":"10.1016\/j.bioorg.2026.110448_bb0150","doi-asserted-by":"crossref","DOI":"10.1016\/j.bbrc.2024.149710","article-title":"Structure and function of the pyridoxal 5\u2032-phosphate-dependent (PLP) threonine deaminase IlvA1 from Pseudomonas aeruginosa PAO1","volume":"704","author":"Jia","year":"2024","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"10.1016\/j.bioorg.2026.110448_bb0155","doi-asserted-by":"crossref","first-page":"32059","DOI":"10.1021\/acsomega.0c05088","article-title":"Altering the regioselectivity of cytochrome P450 BM3 variant M13 toward genistein through protein engineering and variation of reaction conditions","volume":"5","author":"Hong","year":"2020","journal-title":"ACS Omega"},{"key":"10.1016\/j.bioorg.2026.110448_bb0160","doi-asserted-by":"crossref","first-page":"626","DOI":"10.31083\/ph.2020.0063","article-title":"Proof-of-concept for a miniaturized shake-flask biopharmaceutical solubility determination by sonic mixing","volume":"75","author":"Veseli","year":"2020","journal-title":"Pharmazie"},{"key":"10.1016\/j.bioorg.2026.110448_bb0165","doi-asserted-by":"crossref","first-page":"1717","DOI":"10.1080\/03639045.2019.1665062","article-title":"A review of methods for solubility determination in biopharmaceutical drug characterization","volume":"45","author":"Veseli","year":"2019","journal-title":"Drug Dev. Ind. Pharm."},{"key":"10.1016\/j.bioorg.2026.110448_bb0170","doi-asserted-by":"crossref","first-page":"W356","DOI":"10.1093\/nar\/gkx374","article-title":"PharmMapper 2017 update: a web server for potential drug target identification with a comprehensive target pharmacophore database","volume":"45","author":"Wang","year":"2017","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.bioorg.2026.110448_bb0175","doi-asserted-by":"crossref","DOI":"10.1016\/j.ijbiomac.2023.127721","article-title":"Exploring 3-O-glycosylations of 20(R)-dammarane ginsenosides and the catalytic mechanism underlying the stereoselectivity with the combined assistance of AlphaFold 2 and molecular docking","volume":"254","author":"Hong","year":"2024","journal-title":"Int. J. Biol. Macromol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0180","doi-asserted-by":"crossref","first-page":"3891","DOI":"10.1021\/acs.jcim.1c00203","article-title":"AutoDock Vina 1.2.0: new docking methods, expanded force field, and Python bindings","volume":"61","author":"Eberhardt","year":"2021","journal-title":"J. Chem. Inf. Model."},{"key":"10.1016\/j.bioorg.2026.110448_bb0185","doi-asserted-by":"crossref","first-page":"854","DOI":"10.1016\/j.jep.2014.03.058","article-title":"Two xanthones from Swertia punicea with hepatoprotective activities in vitro and in vivo","volume":"153","author":"Zheng","year":"2014","journal-title":"J. Ethnopharmacol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0190","doi-asserted-by":"crossref","first-page":"228","DOI":"10.1002\/mrc.1260330313","article-title":"1H and 13C NMR spectra of spiramycin I in organic and aqueous solutions","volume":"33","author":"Alam","year":"1995","journal-title":"Magn.Reson.Chem."},{"key":"10.1016\/j.bioorg.2026.110448_bb0195","doi-asserted-by":"crossref","first-page":"299","DOI":"10.1016\/j.freeradbiomed.2011.04.013","article-title":"The role of glutathione S-transferase P in signaling pathways and S-glutathionylation in cancer","volume":"51","author":"Tew","year":"2011","journal-title":"Free Radic. Biol. Med."},{"key":"10.1016\/j.bioorg.2026.110448_bb0200","doi-asserted-by":"crossref","first-page":"51","DOI":"10.1146\/annurev.pharmtox.45.120403.095857","article-title":"Glutathione transferases","volume":"45","author":"Hayes","year":"2005","journal-title":"Annu.Rev. Pharmacol.Toxicol."},{"key":"10.1016\/j.bioorg.2026.110448_bb0205","doi-asserted-by":"crossref","first-page":"712","DOI":"10.1124\/dmd.123.001279","article-title":"Central mechanisms of acetaminophen hepatotoxicity: mitochondrial dysfunction by protein adducts and oxidant stress","volume":"52","author":"Jaeschke","year":"2024","journal-title":"Drug Metab.Dispos."}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206826009843?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206826009843?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T21:19:59Z","timestamp":1791407999000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206826009843"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10]]},"references-count":41,"alternative-id":["S0045206826009843"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2026.110448","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2026,10]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Glycosylation switches spiramycin from an antibiotic to a hepatoprotective agent by targeting GSTP1","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2026.110448","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2026 Elsevier Inc. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"110448"}}