Novel benzimidazol-2-ylidene carbene precursors and their silver(I) complexes: Potential antimicrobial agents
[Display omitted] Novel benzimidazolium salts were synthesized as N-heterocyclic carbene (NHC) precursors, these NHC precursors were metallated with Ag2O in dichloromethane at room temperature to give novel silver(I)–NHC complexes. Structures of these benzimidazolium salts and silver(I)–NHC complexe...
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Veröffentlicht in: | Bioorganic & medicinal chemistry 2016-08, Vol.24 (16), p.3649-3656 |
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container_title | Bioorganic & medicinal chemistry |
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creator | Kaloğlu, Murat Kaloğlu, Nazan Özdemir, İlknur Günal, Selami Özdemir, İsmail |
description | [Display omitted]
Novel benzimidazolium salts were synthesized as N-heterocyclic carbene (NHC) precursors, these NHC precursors were metallated with Ag2O in dichloromethane at room temperature to give novel silver(I)–NHC complexes. Structures of these benzimidazolium salts and silver(I)–NHC complexes were characterized on the basis of elemental analysis, 1H NMR, 13C NMR, IR and LC–MS spectroscopic techniques. A series of benzimidazolium salts and silver(I)–NHC complexes were tested against standard bacterial strains: Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and the fungal strains: Candida albicans and Candida tropicalis. The results showed that benzimidazolium salts inhibited the growth of all bacteria and fungi strains and all silver(I)–NHC complexes performed good activities against different microorganisms. |
doi_str_mv | 10.1016/j.bmc.2016.06.004 |
format | Article |
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Novel benzimidazolium salts were synthesized as N-heterocyclic carbene (NHC) precursors, these NHC precursors were metallated with Ag2O in dichloromethane at room temperature to give novel silver(I)–NHC complexes. Structures of these benzimidazolium salts and silver(I)–NHC complexes were characterized on the basis of elemental analysis, 1H NMR, 13C NMR, IR and LC–MS spectroscopic techniques. A series of benzimidazolium salts and silver(I)–NHC complexes were tested against standard bacterial strains: Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and the fungal strains: Candida albicans and Candida tropicalis. The results showed that benzimidazolium salts inhibited the growth of all bacteria and fungi strains and all silver(I)–NHC complexes performed good activities against different microorganisms.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2016.06.004</identifier><identifier>PMID: 27301680</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Anti-Infective Agents - chemistry ; Anti-Infective Agents - pharmacology ; Benzimidazoles - chemistry ; Benzimidazoles - pharmacology ; Benzimidazolium salts ; Candida - drug effects ; Enterococcus faecalis - drug effects ; Escherichia coli - drug effects ; Metallopharmaceuticals in vitro antimicrobial activity ; Microbial Sensitivity Tests ; N-Heterocyclic carbene ; Pseudomonas aeruginosa - drug effects ; Silver - chemistry ; Silver(I)–NHC complexes ; Spectrum Analysis - methods ; Staphylococcus aureus - drug effects</subject><ispartof>Bioorganic & medicinal chemistry, 2016-08, Vol.24 (16), p.3649-3656</ispartof><rights>2016 Elsevier Ltd</rights><rights>Copyright © 2016 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-10ca395cafecd311561b2422128ba194deb069830c504afe7331546f84338d43</citedby><cites>FETCH-LOGICAL-c353t-10ca395cafecd311561b2422128ba194deb069830c504afe7331546f84338d43</cites><orcidid>0000-0001-6325-0216</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmc.2016.06.004$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27301680$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kaloğlu, Murat</creatorcontrib><creatorcontrib>Kaloğlu, Nazan</creatorcontrib><creatorcontrib>Özdemir, İlknur</creatorcontrib><creatorcontrib>Günal, Selami</creatorcontrib><creatorcontrib>Özdemir, İsmail</creatorcontrib><title>Novel benzimidazol-2-ylidene carbene precursors and their silver(I) complexes: Potential antimicrobial agents</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>[Display omitted]
Novel benzimidazolium salts were synthesized as N-heterocyclic carbene (NHC) precursors, these NHC precursors were metallated with Ag2O in dichloromethane at room temperature to give novel silver(I)–NHC complexes. Structures of these benzimidazolium salts and silver(I)–NHC complexes were characterized on the basis of elemental analysis, 1H NMR, 13C NMR, IR and LC–MS spectroscopic techniques. A series of benzimidazolium salts and silver(I)–NHC complexes were tested against standard bacterial strains: Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and the fungal strains: Candida albicans and Candida tropicalis. The results showed that benzimidazolium salts inhibited the growth of all bacteria and fungi strains and all silver(I)–NHC complexes performed good activities against different microorganisms.</description><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Benzimidazoles - chemistry</subject><subject>Benzimidazoles - pharmacology</subject><subject>Benzimidazolium salts</subject><subject>Candida - drug effects</subject><subject>Enterococcus faecalis - drug effects</subject><subject>Escherichia coli - drug effects</subject><subject>Metallopharmaceuticals in vitro antimicrobial activity</subject><subject>Microbial Sensitivity Tests</subject><subject>N-Heterocyclic carbene</subject><subject>Pseudomonas aeruginosa - drug effects</subject><subject>Silver - chemistry</subject><subject>Silver(I)–NHC complexes</subject><subject>Spectrum Analysis - methods</subject><subject>Staphylococcus aureus - drug effects</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kM1OwzAQhC0EoqXwAFxQjuWQso6dNIETQvxUqoBD75Zjb8GVExc7rShPj0sLR6SVdr36ZrQeQs4pjCjQ4moxqhs1yuI4gljAD0if8oKnjFX0kPShKsoUyqrokZMQFgCQ8Yoek142ZlFUQp80z26NNqmx_TKN0fLL2TRLN9ZobDFR0tfbvvSoVj44HxLZ6qR7R-OTYOwa_XBymSjXLC1-YrhOXl2HbWekjWAXHZV39c_rLa7DKTmaSxvwbN8HZPZwP7t7Sqcvj5O722mqWM66lIKSrMqVnKPSjNK8oHXGs4xmZS1pxTXWUFQlA5UDj9CYMZrzYl5yxkrN2YAMd7ZL7z5WGDrRmKDQWtmiWwVBS8jHRdRDROkOjYeG4HEult400m8EBbENWSxEDFlsQxYQC7b2F3v7Vd2g_lP8phqBmx2A8Y9rg14EZbBVqE0MshPamX_svwHufY1P</recordid><startdate>20160815</startdate><enddate>20160815</enddate><creator>Kaloğlu, Murat</creator><creator>Kaloğlu, Nazan</creator><creator>Özdemir, İlknur</creator><creator>Günal, Selami</creator><creator>Özdemir, İsmail</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-6325-0216</orcidid></search><sort><creationdate>20160815</creationdate><title>Novel benzimidazol-2-ylidene carbene precursors and their silver(I) complexes: Potential antimicrobial agents</title><author>Kaloğlu, Murat ; Kaloğlu, Nazan ; Özdemir, İlknur ; Günal, Selami ; Özdemir, İsmail</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-10ca395cafecd311561b2422128ba194deb069830c504afe7331546f84338d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Anti-Infective Agents - chemistry</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Benzimidazoles - chemistry</topic><topic>Benzimidazoles - pharmacology</topic><topic>Benzimidazolium salts</topic><topic>Candida - drug effects</topic><topic>Enterococcus faecalis - drug effects</topic><topic>Escherichia coli - drug effects</topic><topic>Metallopharmaceuticals in vitro antimicrobial activity</topic><topic>Microbial Sensitivity Tests</topic><topic>N-Heterocyclic carbene</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Silver - chemistry</topic><topic>Silver(I)–NHC complexes</topic><topic>Spectrum Analysis - methods</topic><topic>Staphylococcus aureus - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kaloğlu, Murat</creatorcontrib><creatorcontrib>Kaloğlu, Nazan</creatorcontrib><creatorcontrib>Özdemir, İlknur</creatorcontrib><creatorcontrib>Günal, Selami</creatorcontrib><creatorcontrib>Özdemir, İsmail</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kaloğlu, Murat</au><au>Kaloğlu, Nazan</au><au>Özdemir, İlknur</au><au>Günal, Selami</au><au>Özdemir, İsmail</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel benzimidazol-2-ylidene carbene precursors and their silver(I) complexes: Potential antimicrobial agents</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2016-08-15</date><risdate>2016</risdate><volume>24</volume><issue>16</issue><spage>3649</spage><epage>3656</epage><pages>3649-3656</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>[Display omitted]
Novel benzimidazolium salts were synthesized as N-heterocyclic carbene (NHC) precursors, these NHC precursors were metallated with Ag2O in dichloromethane at room temperature to give novel silver(I)–NHC complexes. Structures of these benzimidazolium salts and silver(I)–NHC complexes were characterized on the basis of elemental analysis, 1H NMR, 13C NMR, IR and LC–MS spectroscopic techniques. A series of benzimidazolium salts and silver(I)–NHC complexes were tested against standard bacterial strains: Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and the fungal strains: Candida albicans and Candida tropicalis. The results showed that benzimidazolium salts inhibited the growth of all bacteria and fungi strains and all silver(I)–NHC complexes performed good activities against different microorganisms.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>27301680</pmid><doi>10.1016/j.bmc.2016.06.004</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-6325-0216</orcidid></addata></record> |
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subjects | Anti-Infective Agents - chemistry Anti-Infective Agents - pharmacology Benzimidazoles - chemistry Benzimidazoles - pharmacology Benzimidazolium salts Candida - drug effects Enterococcus faecalis - drug effects Escherichia coli - drug effects Metallopharmaceuticals in vitro antimicrobial activity Microbial Sensitivity Tests N-Heterocyclic carbene Pseudomonas aeruginosa - drug effects Silver - chemistry Silver(I)–NHC complexes Spectrum Analysis - methods Staphylococcus aureus - drug effects |
title | Novel benzimidazol-2-ylidene carbene precursors and their silver(I) complexes: Potential antimicrobial agents |
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