Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids
AIMS: This study reports on the inhibitory and bactericidal properties of a new synthetized flavonoid. METHODS AND RESULTS: Tricyclic flavonoid 1 has been synthesized through a two‐step reaction sequence. The antimicrobial effects were tested using the minimum inhibitory concentration (MIC) and mini...
Gespeichert in:
| Veröffentlicht in: | Journal of applied microbiology 2016-03, Vol.120 (3), p.630-637 |
|---|---|
| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 637 |
|---|---|
| container_issue | 3 |
| container_start_page | 630 |
| container_title | Journal of applied microbiology |
| container_volume | 120 |
| creator | Babii, C Bahrin, L.G Neagu, A.‐N Gostin, I Mihasan, M Birsa, L.M Stefan, M |
| description | AIMS: This study reports on the inhibitory and bactericidal properties of a new synthetized flavonoid. METHODS AND RESULTS: Tricyclic flavonoid 1 has been synthesized through a two‐step reaction sequence. The antimicrobial effects were tested using the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) assays. Also DNA fragmentation assay, fluorescence microscopy and SEM were used to study the mechanism of action. Our tested flavonoid displayed a strong antimicrobial activity with MIC and MBC values as low as 0·24 μg ml⁻¹ against Staphylococcus aureus and 3·9 μg ml⁻¹ against Escherichia coli. Flavonoid 1 displayed antimicrobial properties, causing not only the inhibition of bacterial growth, but also killing bacterial cells. The mechanism of action is related to the impairment of the cell membrane integrity and to cell agglutination. CONCLUSIONS: Tricyclic flavonoid 1 was found to have a stronger antibacterial effect at lower concentrations than those described in the earlier reports. SIGNIFICANCE AND IMPACT OF THE STUDY: Based on the strong antimicrobial activity observed, this new tricyclic flavonoid has a good potential for the design of new antimicrobial agents. |
| doi_str_mv | 10.1111/jam.13048 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1776658589</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3962147991</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4308-43873673c255f6a328fbf295c5ab3d92db44743087274149230254873f8c0a823</originalsourceid><addsrcrecordid>eNqNkc1O3DAUhS1UVCjtgheASN20i4D_7SxHqIUiUBcta8tx7OJRYk_tDChv02fhyXBmgEUlJLy5x9ffPbrWAeAQwRNUzulSDyeIQCp3wD4inNWYC_xuo2nNoMB74EPOSwgLxPh7sFfeKcWM7QO3CKNvtRlt8rqvivB3fpwqHbpqleIqZtttujFUgzW3Ovg8VNFV-uFfsPeV6XXO8z1PYby1ozfVmLyZTF-U6_VdDNF3-SPYdbrP9tNTPQA337_9Pruor36e_zhbXNWGEihrSqQgXBBTdnNcEyxd63DDDNMt6RrctZSKmRRYUEQbTCBmtMw4aaCWmByAL1vfsvvftc2jGnw2tu91sHGdFRKCcyaZbN6AcskKKGFBP_-HLuM6hfKRmRJCNATPhl-3lEkx52SdWiU_6DQpBNWckyo5qU1OhT16cly3g-1eyOdgCnC6Be59b6fXndTl4vrZ8ng74XRU-k_yWd38whDxEjuChCPyCMhbpFg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1767779329</pqid></control><display><type>article</type><title>Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><source>Oxford University Press Journals All Titles (1996-Current)</source><creator>Babii, C ; Bahrin, L.G ; Neagu, A.‐N ; Gostin, I ; Mihasan, M ; Birsa, L.M ; Stefan, M</creator><creatorcontrib>Babii, C ; Bahrin, L.G ; Neagu, A.‐N ; Gostin, I ; Mihasan, M ; Birsa, L.M ; Stefan, M</creatorcontrib><description>AIMS: This study reports on the inhibitory and bactericidal properties of a new synthetized flavonoid. METHODS AND RESULTS: Tricyclic flavonoid 1 has been synthesized through a two‐step reaction sequence. The antimicrobial effects were tested using the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) assays. Also DNA fragmentation assay, fluorescence microscopy and SEM were used to study the mechanism of action. Our tested flavonoid displayed a strong antimicrobial activity with MIC and MBC values as low as 0·24 μg ml⁻¹ against Staphylococcus aureus and 3·9 μg ml⁻¹ against Escherichia coli. Flavonoid 1 displayed antimicrobial properties, causing not only the inhibition of bacterial growth, but also killing bacterial cells. The mechanism of action is related to the impairment of the cell membrane integrity and to cell agglutination. CONCLUSIONS: Tricyclic flavonoid 1 was found to have a stronger antibacterial effect at lower concentrations than those described in the earlier reports. SIGNIFICANCE AND IMPACT OF THE STUDY: Based on the strong antimicrobial activity observed, this new tricyclic flavonoid has a good potential for the design of new antimicrobial agents.</description><identifier>ISSN: 1364-5072</identifier><identifier>EISSN: 1365-2672</identifier><identifier>DOI: 10.1111/jam.13048</identifier><identifier>PMID: 26744255</identifier><identifier>CODEN: JAMIFK</identifier><language>eng</language><publisher>England: Published for the Society for Applied Bacteriology by Blackwell Science</publisher><subject>agglutination ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; anti-infective agents ; Anti-Infective Agents - pharmacology ; antibacterial properties ; Antimicrobial agents ; Bacteria ; bactericidal effect ; Biosynthesis ; cell agglutination ; cell membranes ; DNA fragmentation ; Escherichia coli ; Escherichia coli - drug effects ; Flavonoids ; Flavonoids - chemical synthesis ; Flavonoids - chemistry ; Flavonoids - pharmacology ; fluorescence microscopy ; growth inhibition ; mechanism of action ; membrane integrity impairment ; microbial growth ; Microbial Sensitivity Tests ; Microbiology ; minimum inhibitory concentration ; Molecular Structure ; scanning electron microscopy ; Staphylococcus aureus ; Staphylococcus aureus - drug effects ; synthetic flavonoid</subject><ispartof>Journal of applied microbiology, 2016-03, Vol.120 (3), p.630-637</ispartof><rights>2016 The Society for Applied Microbiology</rights><rights>2016 The Society for Applied Microbiology.</rights><rights>Copyright © 2016 The Society for Applied Microbiology</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4308-43873673c255f6a328fbf295c5ab3d92db44743087274149230254873f8c0a823</citedby><cites>FETCH-LOGICAL-c4308-43873673c255f6a328fbf295c5ab3d92db44743087274149230254873f8c0a823</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fjam.13048$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fjam.13048$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26744255$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Babii, C</creatorcontrib><creatorcontrib>Bahrin, L.G</creatorcontrib><creatorcontrib>Neagu, A.‐N</creatorcontrib><creatorcontrib>Gostin, I</creatorcontrib><creatorcontrib>Mihasan, M</creatorcontrib><creatorcontrib>Birsa, L.M</creatorcontrib><creatorcontrib>Stefan, M</creatorcontrib><title>Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids</title><title>Journal of applied microbiology</title><addtitle>J Appl Microbiol</addtitle><description>AIMS: This study reports on the inhibitory and bactericidal properties of a new synthetized flavonoid. METHODS AND RESULTS: Tricyclic flavonoid 1 has been synthesized through a two‐step reaction sequence. The antimicrobial effects were tested using the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) assays. Also DNA fragmentation assay, fluorescence microscopy and SEM were used to study the mechanism of action. Our tested flavonoid displayed a strong antimicrobial activity with MIC and MBC values as low as 0·24 μg ml⁻¹ against Staphylococcus aureus and 3·9 μg ml⁻¹ against Escherichia coli. Flavonoid 1 displayed antimicrobial properties, causing not only the inhibition of bacterial growth, but also killing bacterial cells. The mechanism of action is related to the impairment of the cell membrane integrity and to cell agglutination. CONCLUSIONS: Tricyclic flavonoid 1 was found to have a stronger antibacterial effect at lower concentrations than those described in the earlier reports. SIGNIFICANCE AND IMPACT OF THE STUDY: Based on the strong antimicrobial activity observed, this new tricyclic flavonoid has a good potential for the design of new antimicrobial agents.</description><subject>agglutination</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>anti-infective agents</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>antibacterial properties</subject><subject>Antimicrobial agents</subject><subject>Bacteria</subject><subject>bactericidal effect</subject><subject>Biosynthesis</subject><subject>cell agglutination</subject><subject>cell membranes</subject><subject>DNA fragmentation</subject><subject>Escherichia coli</subject><subject>Escherichia coli - drug effects</subject><subject>Flavonoids</subject><subject>Flavonoids - chemical synthesis</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - pharmacology</subject><subject>fluorescence microscopy</subject><subject>growth inhibition</subject><subject>mechanism of action</subject><subject>membrane integrity impairment</subject><subject>microbial growth</subject><subject>Microbial Sensitivity Tests</subject><subject>Microbiology</subject><subject>minimum inhibitory concentration</subject><subject>Molecular Structure</subject><subject>scanning electron microscopy</subject><subject>Staphylococcus aureus</subject><subject>Staphylococcus aureus - drug effects</subject><subject>synthetic flavonoid</subject><issn>1364-5072</issn><issn>1365-2672</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkc1O3DAUhS1UVCjtgheASN20i4D_7SxHqIUiUBcta8tx7OJRYk_tDChv02fhyXBmgEUlJLy5x9ffPbrWAeAQwRNUzulSDyeIQCp3wD4inNWYC_xuo2nNoMB74EPOSwgLxPh7sFfeKcWM7QO3CKNvtRlt8rqvivB3fpwqHbpqleIqZtttujFUgzW3Ovg8VNFV-uFfsPeV6XXO8z1PYby1ozfVmLyZTF-U6_VdDNF3-SPYdbrP9tNTPQA337_9Pruor36e_zhbXNWGEihrSqQgXBBTdnNcEyxd63DDDNMt6RrctZSKmRRYUEQbTCBmtMw4aaCWmByAL1vfsvvftc2jGnw2tu91sHGdFRKCcyaZbN6AcskKKGFBP_-HLuM6hfKRmRJCNATPhl-3lEkx52SdWiU_6DQpBNWckyo5qU1OhT16cly3g-1eyOdgCnC6Be59b6fXndTl4vrZ8ng74XRU-k_yWd38whDxEjuChCPyCMhbpFg</recordid><startdate>201603</startdate><enddate>201603</enddate><creator>Babii, C</creator><creator>Bahrin, L.G</creator><creator>Neagu, A.‐N</creator><creator>Gostin, I</creator><creator>Mihasan, M</creator><creator>Birsa, L.M</creator><creator>Stefan, M</creator><general>Published for the Society for Applied Bacteriology by Blackwell Science</general><general>Oxford University Press</general><scope>FBQ</scope><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>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope><scope>7ST</scope><scope>SOI</scope></search><sort><creationdate>201603</creationdate><title>Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids</title><author>Babii, C ; Bahrin, L.G ; Neagu, A.‐N ; Gostin, I ; Mihasan, M ; Birsa, L.M ; Stefan, M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4308-43873673c255f6a328fbf295c5ab3d92db44743087274149230254873f8c0a823</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>agglutination</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>anti-infective agents</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>antibacterial properties</topic><topic>Antimicrobial agents</topic><topic>Bacteria</topic><topic>bactericidal effect</topic><topic>Biosynthesis</topic><topic>cell agglutination</topic><topic>cell membranes</topic><topic>DNA fragmentation</topic><topic>Escherichia coli</topic><topic>Escherichia coli - drug effects</topic><topic>Flavonoids</topic><topic>Flavonoids - chemical synthesis</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - pharmacology</topic><topic>fluorescence microscopy</topic><topic>growth inhibition</topic><topic>mechanism of action</topic><topic>membrane integrity impairment</topic><topic>microbial growth</topic><topic>Microbial Sensitivity Tests</topic><topic>Microbiology</topic><topic>minimum inhibitory concentration</topic><topic>Molecular Structure</topic><topic>scanning electron microscopy</topic><topic>Staphylococcus aureus</topic><topic>Staphylococcus aureus - drug effects</topic><topic>synthetic flavonoid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Babii, C</creatorcontrib><creatorcontrib>Bahrin, L.G</creatorcontrib><creatorcontrib>Neagu, A.‐N</creatorcontrib><creatorcontrib>Gostin, I</creatorcontrib><creatorcontrib>Mihasan, M</creatorcontrib><creatorcontrib>Birsa, L.M</creatorcontrib><creatorcontrib>Stefan, M</creatorcontrib><collection>AGRIS</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Environment Abstracts</collection><collection>Environment Abstracts</collection><jtitle>Journal of applied microbiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Babii, C</au><au>Bahrin, L.G</au><au>Neagu, A.‐N</au><au>Gostin, I</au><au>Mihasan, M</au><au>Birsa, L.M</au><au>Stefan, M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids</atitle><jtitle>Journal of applied microbiology</jtitle><addtitle>J Appl Microbiol</addtitle><date>2016-03</date><risdate>2016</risdate><volume>120</volume><issue>3</issue><spage>630</spage><epage>637</epage><pages>630-637</pages><issn>1364-5072</issn><eissn>1365-2672</eissn><coden>JAMIFK</coden><abstract>AIMS: This study reports on the inhibitory and bactericidal properties of a new synthetized flavonoid. METHODS AND RESULTS: Tricyclic flavonoid 1 has been synthesized through a two‐step reaction sequence. The antimicrobial effects were tested using the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) assays. Also DNA fragmentation assay, fluorescence microscopy and SEM were used to study the mechanism of action. Our tested flavonoid displayed a strong antimicrobial activity with MIC and MBC values as low as 0·24 μg ml⁻¹ against Staphylococcus aureus and 3·9 μg ml⁻¹ against Escherichia coli. Flavonoid 1 displayed antimicrobial properties, causing not only the inhibition of bacterial growth, but also killing bacterial cells. The mechanism of action is related to the impairment of the cell membrane integrity and to cell agglutination. CONCLUSIONS: Tricyclic flavonoid 1 was found to have a stronger antibacterial effect at lower concentrations than those described in the earlier reports. SIGNIFICANCE AND IMPACT OF THE STUDY: Based on the strong antimicrobial activity observed, this new tricyclic flavonoid has a good potential for the design of new antimicrobial agents.</abstract><cop>England</cop><pub>Published for the Society for Applied Bacteriology by Blackwell Science</pub><pmid>26744255</pmid><doi>10.1111/jam.13048</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1364-5072 |
| ispartof | Journal of applied microbiology, 2016-03, Vol.120 (3), p.630-637 |
| issn | 1364-5072 1365-2672 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1776658589 |
| source | MEDLINE; Access via Wiley Online Library; Oxford University Press Journals All Titles (1996-Current) |
| subjects | agglutination Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology anti-infective agents Anti-Infective Agents - pharmacology antibacterial properties Antimicrobial agents Bacteria bactericidal effect Biosynthesis cell agglutination cell membranes DNA fragmentation Escherichia coli Escherichia coli - drug effects Flavonoids Flavonoids - chemical synthesis Flavonoids - chemistry Flavonoids - pharmacology fluorescence microscopy growth inhibition mechanism of action membrane integrity impairment microbial growth Microbial Sensitivity Tests Microbiology minimum inhibitory concentration Molecular Structure scanning electron microscopy Staphylococcus aureus Staphylococcus aureus - drug effects synthetic flavonoid |
| title | Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-21T18%3A45%3A12IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Antibacterial%20activity%20and%20proposed%20action%20mechanism%20of%20a%C2%A0new%20class%20of%20synthetic%20tricyclic%20flavonoids&rft.jtitle=Journal%20of%20applied%20microbiology&rft.au=Babii,%20C&rft.date=2016-03&rft.volume=120&rft.issue=3&rft.spage=630&rft.epage=637&rft.pages=630-637&rft.issn=1364-5072&rft.eissn=1365-2672&rft.coden=JAMIFK&rft_id=info:doi/10.1111/jam.13048&rft_dat=%3Cproquest_cross%3E3962147991%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1767779329&rft_id=info:pmid/26744255&rfr_iscdi=true |