{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,4]],"date-time":"2026-05-04T03:27:20Z","timestamp":1777865240697,"version":"3.51.4"},"reference-count":38,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2022,6,1]],"date-time":"2022-06-01T00:00:00Z","timestamp":1654041600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100003399","name":"Science and Technology Commission of Shanghai Municipality","doi-asserted-by":"publisher","award":["19JC1416400"],"award-info":[{"award-number":["19JC1416400"]}],"id":[{"id":"10.13039\/501100003399","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21907104"],"award-info":[{"award-number":["21907104"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["31870127"],"award-info":[{"award-number":["31870127"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2022,6]]},"DOI":"10.1016\/j.ejmech.2022.114309","type":"journal-article","created":{"date-parts":[[2022,3,31]],"date-time":"2022-03-31T21:13:05Z","timestamp":1648761185000},"page":"114309","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":14,"special_numbering":"C","title":["Design, synthesis, and biological evaluations of substituted pyrazoles as pyrrolomycin analogues against staphylococcal biofilm"],"prefix":"10.1016","volume":"236","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5538-4940","authenticated-orcid":false,"given":"Xiang","family":"Huan","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9759-7856","authenticated-orcid":false,"given":"Yanhui","family":"Wang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiaofeng","family":"Peng","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shanshan","family":"Xie","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qian","family":"He","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4805-9453","authenticated-orcid":false,"given":"Xiaofei","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5551-5496","authenticated-orcid":false,"given":"Lefu","family":"Lan","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5767-5808","authenticated-orcid":false,"given":"Chunhao","family":"Yang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2022.114309_bib1","series-title":"Book Review: Tackling Drug-Resistant Infections Globally","first-page":"110","author":"Shankar","year":"2016"},{"key":"10.1016\/j.ejmech.2022.114309_bib2","doi-asserted-by":"crossref","first-page":"780","DOI":"10.1021\/acsinfecdis.7b00084","article-title":"Small-molecule potentiators for conventional antibiotics against staphylococcus aureus","volume":"3","author":"Vermote","year":"2017","journal-title":"ACS Infect. Dis."},{"key":"10.1016\/j.ejmech.2022.114309_bib3","doi-asserted-by":"crossref","first-page":"510","DOI":"10.1128\/MMBR.00013-14","article-title":"Biofilm-related infections: bridging the gap between clinical management and fundamental aspects of recalcitrance toward antibiotics","volume":"78","author":"Lebeaux","year":"2014","journal-title":"Microbiol. Mol. Biol. Rev."},{"key":"10.1016\/j.ejmech.2022.114309_bib4","first-page":"154","article-title":"Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance","volume":"161","author":"Barbara","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib5","doi-asserted-by":"crossref","first-page":"62","DOI":"10.1038\/nrmicro2474","article-title":"Targeting bacterial membrane function: an underexploited mechanism for treating persistent infections","volume":"9","author":"Hurdle","year":"2011","journal-title":"Nat. Rev. Microbiol."},{"key":"10.1016\/j.ejmech.2022.114309_bib6","doi-asserted-by":"crossref","first-page":"114","DOI":"10.1038\/nrd1008","article-title":"Understanding biofilm resistance to antibacterial agents","volume":"2","author":"Davies","year":"2003","journal-title":"Nat. Rev. Drug Discov."},{"key":"10.1016\/j.ejmech.2022.114309_bib7","doi-asserted-by":"crossref","first-page":"740","DOI":"10.1038\/nrmicro.2017.99","article-title":"Targeting microbial biofilms: current and prospective therapeutic strategies","volume":"15","author":"Koo","year":"2017","journal-title":"Nat. Rev. Microbiol."},{"key":"10.1016\/j.ejmech.2022.114309_bib8","doi-asserted-by":"crossref","first-page":"735","DOI":"10.1093\/jac\/dkp299","article-title":"XF-73, a novel antistaphylococcal membrane-active agent with rapid bactericidal activity","volume":"64","author":"Ooi","year":"2009","journal-title":"J.\u00a0Antimicrob. Chemother."},{"key":"10.1016\/j.ejmech.2022.114309_bib9","doi-asserted-by":"crossref","first-page":"11074","DOI":"10.1021\/acs.jmedchem.1c00465","article-title":"Design and synthesis of novel c-di-GMP G-Quadruplex inducers as bacterial biofilm inhibitors","volume":"64","author":"Xuan","year":"2021","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib10","doi-asserted-by":"crossref","first-page":"10651","DOI":"10.1021\/acs.jmedchem.8b01293","article-title":"Hydroxybiphenylamide GroEL\/ES inhibitors are potent antibacterials against planktonic and biofilm forms of staphylococcus aureus","volume":"61","author":"Kunkle","year":"2018","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib11","doi-asserted-by":"crossref","first-page":"223","DOI":"10.1016\/j.ejmech.2017.02.052","article-title":"Synthesis of novel pyrazolo[3,4-b]quinolinyl acetamide analogs, their evaluation for antimicrobial and anticancer activities, validation by molecular modeling and CoMFA analysis","volume":"130","author":"Jitender","year":"2017","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib12","doi-asserted-by":"crossref","first-page":"2905","DOI":"10.1016\/j.bmcl.2014.04.084","article-title":"Synthesis, cytotoxicity, antimicrobial and anti-biofilm activities of novel pyrazolo[3,4-b]pyridine and pyrimidine functionalized 1,2,3-triazole derivatives","volume":"24","author":"Nagender","year":"2014","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2022.114309_bib13","doi-asserted-by":"crossref","first-page":"3321","DOI":"10.1016\/j.bmcl.2014.05.103","article-title":"Structure-guided discovery of 1,3,5-triazine\u2013pyrazole conjugates as antibacterial and antibiofilm agent against pathogens causing human diseases with favorable metabolic fate","volume":"24","author":"Singh","year":"2014","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2022.114309_bib14","doi-asserted-by":"crossref","DOI":"10.1371\/journal.pone.0011818","article-title":"A\u00a0new approach for the discovery of antibiotics by targeting non-multiplying bacteria: a novel topical antibiotic for staphylococcal infections","volume":"5","author":"Hu","year":"2010","journal-title":"PLoS One"},{"key":"10.1016\/j.ejmech.2022.114309_bib15","doi-asserted-by":"crossref","first-page":"1263","DOI":"10.7164\/antibiotics.36.1263","article-title":"Pyrrolomycins C, D and E, new members of pyrrolomycins","volume":"36","author":"Ezaki","year":"1983","journal-title":"J.\u00a0Antibiot."},{"key":"10.1016\/j.ejmech.2022.114309_bib16","doi-asserted-by":"crossref","first-page":"1431","DOI":"10.7164\/antibiotics.36.1431","article-title":"Pyrrolomycins F1, F2a, F2b and F3, new metabolites produced by the addition of bromide to the fermentation","volume":"36","author":"Ezaki","year":"1983","journal-title":"J.\u00a0Antibiot."},{"key":"10.1016\/j.ejmech.2022.114309_bib17","doi-asserted-by":"crossref","first-page":"1363","DOI":"10.7164\/antibiotics.34.1363","article-title":"New chlorinated nitro-pyrrole antibiotics, Pyrrolomycin A and B SE-2080 A and B","volume":"34","author":"Ezaki","year":"1981","journal-title":"J.\u00a0Antibiot."},{"key":"10.1016\/j.ejmech.2022.114309_bib18","doi-asserted-by":"crossref","first-page":"21658","DOI":"10.3390\/molecules201219797","article-title":"Pharmaceutical potential of synthetic and natural pyrrolomycins","volume":"20","author":"Cascioferro","year":"2015","journal-title":"Molecules"},{"key":"10.1016\/j.ejmech.2022.114309_bib19","doi-asserted-by":"crossref","first-page":"433","DOI":"10.1080\/08927011003718673","article-title":"Pyrrolomycins as potential anti-staphylococcal biofilms agents","volume":"26","author":"Schillaci","year":"2010","journal-title":"Biofouling"},{"key":"10.1016\/j.ejmech.2022.114309_bib20","doi-asserted-by":"crossref","first-page":"338","DOI":"10.1016\/j.ijantimicag.2004.11.014","article-title":"3,4,5,3\u2032,5\u2032-Pentabromo-2-(2\u2032-hydroxybenzoyl)pyrrole: a potential lead compound as anti-Gram-positive and anti-biofilm agent","volume":"25","author":"Schillaci","year":"2005","journal-title":"Int. J. Antimicrob. Agents"},{"key":"10.1016\/j.ejmech.2022.114309_bib21","doi-asserted-by":"crossref","first-page":"129","DOI":"10.1016\/j.ejmech.2016.08.017","article-title":"Novel fluorinated pyrrolomycins as potent anti-staphylococcal biofilm agents: design, synthesis, pharmacokinetics and antibacterial activities","volume":"124","author":"Yang","year":"2016","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib22","doi-asserted-by":"crossref","first-page":"292","DOI":"10.3390\/antibiotics9060292","article-title":"New synthetic nitro-pyrrolomycins as promising antibacterial and anticancer agents","volume":"9","author":"Raimondi","year":"2020","journal-title":"Antibiotics"},{"key":"10.1016\/j.ejmech.2022.114309_bib23","doi-asserted-by":"crossref","first-page":"113134","DOI":"10.1016\/j.ejmech.2020.113134","article-title":"Pyrazole-based analogs as potential antibacterial agents against methicillin-resistance staphylococcus aureus (MRSA) and its SAR elucidation","volume":"212","author":"Verma","year":"2021","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib24","doi-asserted-by":"crossref","first-page":"1775","DOI":"10.1039\/C9QO00324J","article-title":"Silver-mediated synthesis of novel 3-CF3\/CN\/phosphonate-substituted pyrazoles as pyrrolomycin analogues from 3-formylchromones and diazo compounds","volume":"6","author":"Peng","year":"2019","journal-title":"Org. Chem. Front."},{"key":"10.1016\/j.ejmech.2022.114309_bib25","doi-asserted-by":"crossref","first-page":"435","DOI":"10.7164\/antibiotics.48.435","article-title":"Pyralomicins, new antibiotics from actinomadura spiralis","volume":"48","author":"Kawamura","year":"1995","journal-title":"J.\u00a0Antibiot."},{"key":"10.1016\/j.ejmech.2022.114309_bib26","doi-asserted-by":"crossref","first-page":"3288","DOI":"10.1016\/j.bmcl.2005.04.066","article-title":"Synthesis of (1,4)-naphthoquinono-[3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives as antifungal, antibacterial, and anticancer agents","volume":"15","author":"Tandon","year":"2005","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2022.114309_bib27","doi-asserted-by":"crossref","DOI":"10.1128\/AAC.01450-19","article-title":"Pyrrolomycins are potent natural protonophores","volume":"63","author":"Valderrama","year":"2019","journal-title":"Antimicrob. Agents Chemother."},{"key":"10.1016\/j.ejmech.2022.114309_bib28","doi-asserted-by":"crossref","DOI":"10.1021\/acs.joc.9b00282","article-title":"Substituent-oriented synthesis of substituted pyrazoles\/chromeno[3,2-c]pyrazoles via sequential reactions of chromones\/3-chlorochromones and tosylhydrazones","author":"Dai","year":"2019","journal-title":"J.\u00a0Org. Chem."},{"key":"10.1016\/j.ejmech.2022.114309_bib29","first-page":"95","article-title":"Staphylococcal coagulase; mode of action and antigenicity","volume":"6","author":"Duthie","year":"1952","journal-title":"J.\u00a0Gen. Microbiol."},{"key":"10.1016\/j.ejmech.2022.114309_bib30","doi-asserted-by":"crossref","first-page":"287","DOI":"10.1084\/jem.20072208","article-title":"Vaccine protection against staphylococcus aureus pneumonia","volume":"205","author":"Wardenburg","year":"2008","journal-title":"J.\u00a0Exp. Med."},{"key":"10.1016\/j.ejmech.2022.114309_bib31","first-page":"1225","article-title":"Whole genome sequencing of meticillin-resistant staphylococcus aureus","volume":"357","author":"Kuroda","year":"2001","journal-title":"The Lancet (British edition)"},{"key":"10.1016\/j.ejmech.2022.114309_bib32","doi-asserted-by":"crossref","first-page":"4643","DOI":"10.1128\/AAC.01710-09","article-title":"VanM, a new glycopeptide resistance gene cluster found in enterococcus faecium, Antimicrob","volume":"54","author":"Xu","year":"2010","journal-title":"Agents"},{"key":"10.1016\/j.ejmech.2022.114309_bib33","doi-asserted-by":"crossref","first-page":"174","DOI":"10.1038\/nchembio.2003","article-title":"Small-molecule targeting of a diapophytoene desaturase inhibits SA virulence","volume":"12","author":"Chen","year":"2016","journal-title":"Nat. Chem. Biol."},{"key":"10.1016\/j.ejmech.2022.114309_bib34","doi-asserted-by":"crossref","first-page":"6678","DOI":"10.1002\/anie.201902210","article-title":"Sulfonium, an underestimated moiety for structural modification, alters the antibacterial profile of vancomycin against multidrug-resistant bacteria","volume":"58","author":"Guan","year":"2019","journal-title":"Angew. Chem. Int. Ed."},{"key":"10.1016\/j.ejmech.2022.114309_bib35","doi-asserted-by":"crossref","first-page":"1893","DOI":"10.1101\/gad.1945010","article-title":"Functional microdomains in bacterial membranes","volume":"24","author":"L\u00f3pez","year":"2010","journal-title":"Gene Dev."},{"key":"10.1016\/j.ejmech.2022.114309_bib36","doi-asserted-by":"crossref","DOI":"10.1128\/AEM.01008-18","article-title":"MgrA negatively regulates biofilm formation and detachment by repressing the expression of psm operons in staphylococcus aureus","volume":"84","author":"Jiang","year":"2018","journal-title":"Appl. Environ. Microbiol."},{"key":"10.1016\/j.ejmech.2022.114309_bib37","doi-asserted-by":"crossref","first-page":"1606","DOI":"10.1023\/A:1020765025857","article-title":"The Use of in\u00a0vitro metabolic stability for rapid selection of compounds in early discovery based on their expected hepatic extraction ratios","volume":"19","author":"Lau","year":"2002","journal-title":"Pharm. Res-Dordr."},{"key":"10.1016\/j.ejmech.2022.114309_bib38","first-page":"1305","article-title":"Prediction of human clearance of twenty-nine drugs from hepatic microsomal intrinsic clearance data: an examination of in\u00a0vitro half-life approach and nonspecific binding to microsomes","volume":"27","author":"Oach","year":"1999","journal-title":"Drug Metab. Dispos."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523422002112?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523422002112?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,4,30]],"date-time":"2026-04-30T06:02:21Z","timestamp":1777528941000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523422002112"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,6]]},"references-count":38,"alternative-id":["S0223523422002112"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2022.114309","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2022,6]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Design, synthesis, and biological evaluations of substituted pyrazoles as pyrrolomycin analogues against staphylococcal biofilm","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2022.114309","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2022 Elsevier Masson SAS. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"114309"}}