{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,26]],"date-time":"2026-03-26T11:33:51Z","timestamp":1774524831467,"version":"3.50.1"},"reference-count":41,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2020,4,17]],"date-time":"2020-04-17T00:00:00Z","timestamp":1587081600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2020,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Catechol\u2010containing imidazolium (four) and benzimidazolium chlorides (eight) were synthesized to evaluate their antimicrobial properties. All the compounds were fully characterized using <jats:sup>1<\/jats:sup>H and <jats:sup>13<\/jats:sup>C nuclear magnetic resonance, liquid chromatography\u2013mass spectrometry, infrared spectroscopic methods, and elemental analyses. Antimicrobial activities of the compounds were tested against the bacteria <jats:italic>Escherichia coli<\/jats:italic>, <jats:italic>Pseudomonas aeruginosa<\/jats:italic>, <jats:italic>Acinetobacter baumannii<\/jats:italic>, <jats:italic>Klebsiella pneumoniae<\/jats:italic>, <jats:italic>Staphylococcus aureus<\/jats:italic>, methicillin\u2010resistant <jats:italic>S. aureus<\/jats:italic> (MRSA), <jats:italic>Enterococcus faecalis<\/jats:italic>, and the fungal strains <jats:italic>Candida albicans<\/jats:italic> and <jats:italic>Candida glabrata<\/jats:italic>, and promising results were achieved. The two most important benzyl\u2010substituted benzimidazolium chlorides, <jats:bold>3l<\/jats:bold> and <jats:bold>3k<\/jats:bold>, showed comparable activity to vancomycin against MRSA.<\/jats:p>","DOI":"10.1002\/ardp.202000013","type":"journal-article","created":{"date-parts":[[2020,4,17]],"date-time":"2020-04-17T07:58:51Z","timestamp":1587110331000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Catechol\u2010bearing imidazolium and benzimidazolium chlorides as promising antimicrobial agents"],"prefix":"10.1002","volume":"353","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8500-2088","authenticated-orcid":false,"given":"Mert O.","family":"Karata\u015f","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Science \u0130n\u00f6n\u00fc University  Malatya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Selami","family":"G\u00fcnal","sequence":"additional","affiliation":[{"name":"Department of Microbiology, Faculty of Pharmacy \u0130n\u00f6n\u00fc University  Malatya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ahmet","family":"Mansur","sequence":"additional","affiliation":[{"name":"Department of Microbiology, Faculty of Pharmacy \u0130n\u00f6n\u00fc University  Malatya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"B\u00fclent","family":"Al\u0131c\u0131","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science \u0130n\u00f6n\u00fc University  Malatya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6325-0216","authenticated-orcid":false,"given":"\u0130smail","family":"\u00d6zdemir","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science \u0130n\u00f6n\u00fc University  Malatya Turkey"},{"name":"Catalysis Research and Application Centre \u0130n\u00f6n\u00fc University  Malatya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2020,4,17]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.3390\/antibiotics8020045"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm020017n"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00044-015-1495-5"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)69550-X"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00505"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/np030031i"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm00130a013"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0223-5234(97)89853-4"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1179\/joc.2002.14.3.241"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm030262m"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.1702"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.inoche.2012.04.033"},{"key":"e_1_2_6_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.3256"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm501979f"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.200800152"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2012.677838"},{"key":"e_1_2_6_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2016.02.012"},{"key":"e_1_2_6_19_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1068162014040049"},{"key":"e_1_2_6_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.201700045"},{"key":"e_1_2_6_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2009.02.065"},{"key":"e_1_2_6_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2012.12.040"},{"key":"e_1_2_6_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2014.09.045"},{"key":"e_1_2_6_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2015.11.092"},{"key":"e_1_2_6_25_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.02.025"},{"key":"e_1_2_6_26_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9MD00112C"},{"key":"e_1_2_6_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201202343"},{"key":"e_1_2_6_28_1","doi-asserted-by":"publisher","DOI":"10.3109\/03602532.2015.1102932"},{"key":"e_1_2_6_29_1","first-page":"912","volume":"30","author":"Zanhu Z.","year":"2010","journal-title":"Chin. J. Org. Chem."},{"key":"e_1_2_6_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2019.127668"},{"key":"e_1_2_6_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.6b00158"},{"key":"e_1_2_6_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jmb.2019.03.031"},{"key":"e_1_2_6_33_1","doi-asserted-by":"publisher","DOI":"10.1111\/jphp.12343"},{"key":"e_1_2_6_34_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.111743"},{"key":"e_1_2_6_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm500270w"},{"key":"e_1_2_6_36_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcata.2005.02.031"},{"key":"e_1_2_6_37_1","unstructured":"Clinical Laboratory Standards Institute (CLSI) Performance Standards for Antimicrobial Susceptibility Testing; Twenty\u2010Third Informational Supplement M100\u2010S23. Wayne PA2013."},{"key":"e_1_2_6_38_1","first-page":"5.19.1","volume-title":"McFarland Standards, Part 1","author":"Hindler J.","year":"1992"},{"key":"e_1_2_6_39_1","unstructured":"Clinical Laboratory Standards Institute (CLSI) Methods for Antimicrobial Dilution and Disk Susceptibility Testing of Infrequently Isolated or Fastidious Bacteria; Approved Guideline Second Edition. CLSI Document M45\u2010A2. Wayne PA2010."},{"key":"e_1_2_6_40_1","unstructured":"Clinical and Laboratory Standards Institute (CLSI) Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically; Approved Standard Ninth Edition. CLSI Document M07\u2010A9. Wayne PA2012."},{"key":"e_1_2_6_41_1","unstructured":"The European Committee on Antimicrobial Susceptibility Testing (EUCAST). Breakpoint Tables for Interpretation of MICs and Zone Diameters. Version 4.02014.http:\/\/www.eucast.org"},{"key":"e_1_2_6_42_1","unstructured":"Clinical Laboratory Standards Institute (CLSI) Performance Standards for Antifungal Susceptibility Testing of Yeast. 1st ed. CLSI supplement M60. Wayne PA2017."}],"container-title":["Archiv der Pharmazie"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fardp.202000013","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ardp.202000013","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/ardp.202000013","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ardp.202000013","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,6]],"date-time":"2023-09-06T05:20:06Z","timestamp":1693977606000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ardp.202000013"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,4,17]]},"references-count":41,"journal-issue":{"issue":"6","published-print":{"date-parts":[[2020,6]]}},"alternative-id":["10.1002\/ardp.202000013"],"URL":"https:\/\/doi.org\/10.1002\/ardp.202000013","archive":["Portico"],"relation":{},"ISSN":["0365-6233","1521-4184"],"issn-type":[{"value":"0365-6233","type":"print"},{"value":"1521-4184","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,4,17]]},"assertion":[{"value":"2020-01-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-03-27","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-04-17","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"2000013"}}