Evaluation of the Antimicrobial Potential of Two Flavonoids Isolated from Limnophila Plants
The antimicrobial potential of two bioflavonoids, i.e., 5,7‐dihydroxy‐4′,6,8‐trimethoxyflavone (1) and 5,6‐dihydroxy‐4′,7,8‐trimethoxyflavone (2), isolated from Limnophila heterophylla Benth. and L. indica (Linn.) Druce (Scrophulariaceae), respectively, were evaluated against the microbial strains B...
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Veröffentlicht in: | Chemistry & biodiversity 2011-06, Vol.8 (6), p.1139-1151 |
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creator | Brahmachari, Goutam Mandal, Narayan C. Jash, Shyamal K. Roy, Rajiv Mandal, Lalan C. Mukhopadhyay, Arijit Behera, Biswajit Majhi, Sasadhar Mondal, Avijit Gangopadhyay, Arindam |
description | The antimicrobial potential of two bioflavonoids, i.e., 5,7‐dihydroxy‐4′,6,8‐trimethoxyflavone (1) and 5,6‐dihydroxy‐4′,7,8‐trimethoxyflavone (2), isolated from Limnophila heterophylla Benth. and L. indica (Linn.) Druce (Scrophulariaceae), respectively, were evaluated against the microbial strains Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Alternaria solani, and Candida albicans. Compounds 1 and 2 exhibited moderate but broad antimicrobial activities against both Gram‐positive and Gram‐negative bacteria and also against the fungal pathogens. Moreover, the mechanism of action of 1 and 2 on the cellular functions or structures of some of the microorganisms was studied. Compound 1 showed a bactericidal effect against E. coli and S. aureus (MICs of 200 and 250 μg/ml, resp.), while compound 2 was found to effectively kill B. subtilis by cell lysis. The growth of A. solani and C. albicans was inhibited by compounds 1 and 2, respectively. The effects of the flavonoids on the cellular structures and the carbohydrate metabolic pathways were studied by scanning electron microscopy (SEM) of the treated cells and by assessing the specific activity of key enzymes of the pathways, respectively. At sublethal doses, they enhanced the activity of gluconeogenic fructose bisphosphatase, but decreased the activity of phosphofructokinase and isocitrate dehydrogenase, the key enzymes of the EmbdenMeyerhofParnas pathway and the tricarboxylic acid cycle, respectively. |
doi_str_mv | 10.1002/cbdv.201000264 |
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Druce (Scrophulariaceae), respectively, were evaluated against the microbial strains Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Alternaria solani, and Candida albicans. Compounds 1 and 2 exhibited moderate but broad antimicrobial activities against both Gram‐positive and Gram‐negative bacteria and also against the fungal pathogens. Moreover, the mechanism of action of 1 and 2 on the cellular functions or structures of some of the microorganisms was studied. Compound 1 showed a bactericidal effect against E. coli and S. aureus (MICs of 200 and 250 μg/ml, resp.), while compound 2 was found to effectively kill B. subtilis by cell lysis. The growth of A. solani and C. albicans was inhibited by compounds 1 and 2, respectively. The effects of the flavonoids on the cellular structures and the carbohydrate metabolic pathways were studied by scanning electron microscopy (SEM) of the treated cells and by assessing the specific activity of key enzymes of the pathways, respectively. At sublethal doses, they enhanced the activity of gluconeogenic fructose bisphosphatase, but decreased the activity of phosphofructokinase and isocitrate dehydrogenase, the key enzymes of the EmbdenMeyerhofParnas pathway and the tricarboxylic acid cycle, respectively.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.201000264</identifier><identifier>PMID: 21674786</identifier><language>eng</language><publisher>Zürich: WILEY-VCH Verlag</publisher><subject>Anti-Infective Agents - chemistry ; Anti-Infective Agents - isolation & purification ; Anti-Infective Agents - pharmacology ; Antimicrobial activity ; Carbohydrate metabolism ; Flavones - chemistry ; Flavones - isolation & purification ; Flavones - pharmacology ; Flavonoids ; Fructose-Bisphosphatase - metabolism ; Isocitrate Dehydrogenase - metabolism ; Limnophila species ; Microbial Sensitivity Tests ; Phosphofructokinases - metabolism ; Scrophulariaceae - chemistry</subject><ispartof>Chemistry & biodiversity, 2011-06, Vol.8 (6), p.1139-1151</ispartof><rights>Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich</rights><rights>Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3824-a4f1b2270bf4654c467e812179709d9c58bb6c1748026bbba8e6b7f75e4f88413</citedby><cites>FETCH-LOGICAL-c3824-a4f1b2270bf4654c467e812179709d9c58bb6c1748026bbba8e6b7f75e4f88413</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.201000264$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.201000264$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21674786$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Brahmachari, Goutam</creatorcontrib><creatorcontrib>Mandal, Narayan C.</creatorcontrib><creatorcontrib>Jash, Shyamal K.</creatorcontrib><creatorcontrib>Roy, Rajiv</creatorcontrib><creatorcontrib>Mandal, Lalan C.</creatorcontrib><creatorcontrib>Mukhopadhyay, Arijit</creatorcontrib><creatorcontrib>Behera, Biswajit</creatorcontrib><creatorcontrib>Majhi, Sasadhar</creatorcontrib><creatorcontrib>Mondal, Avijit</creatorcontrib><creatorcontrib>Gangopadhyay, Arindam</creatorcontrib><title>Evaluation of the Antimicrobial Potential of Two Flavonoids Isolated from Limnophila Plants</title><title>Chemistry & biodiversity</title><addtitle>Chemistry & Biodiversity</addtitle><description>The antimicrobial potential of two bioflavonoids, i.e., 5,7‐dihydroxy‐4′,6,8‐trimethoxyflavone (1) and 5,6‐dihydroxy‐4′,7,8‐trimethoxyflavone (2), isolated from Limnophila heterophylla Benth. and L. indica (Linn.) Druce (Scrophulariaceae), respectively, were evaluated against the microbial strains Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Alternaria solani, and Candida albicans. Compounds 1 and 2 exhibited moderate but broad antimicrobial activities against both Gram‐positive and Gram‐negative bacteria and also against the fungal pathogens. Moreover, the mechanism of action of 1 and 2 on the cellular functions or structures of some of the microorganisms was studied. Compound 1 showed a bactericidal effect against E. coli and S. aureus (MICs of 200 and 250 μg/ml, resp.), while compound 2 was found to effectively kill B. subtilis by cell lysis. The growth of A. solani and C. albicans was inhibited by compounds 1 and 2, respectively. The effects of the flavonoids on the cellular structures and the carbohydrate metabolic pathways were studied by scanning electron microscopy (SEM) of the treated cells and by assessing the specific activity of key enzymes of the pathways, respectively. At sublethal doses, they enhanced the activity of gluconeogenic fructose bisphosphatase, but decreased the activity of phosphofructokinase and isocitrate dehydrogenase, the key enzymes of the EmbdenMeyerhofParnas pathway and the tricarboxylic acid cycle, respectively.</description><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - isolation & purification</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Antimicrobial activity</subject><subject>Carbohydrate metabolism</subject><subject>Flavones - chemistry</subject><subject>Flavones - isolation & purification</subject><subject>Flavones - pharmacology</subject><subject>Flavonoids</subject><subject>Fructose-Bisphosphatase - metabolism</subject><subject>Isocitrate Dehydrogenase - metabolism</subject><subject>Limnophila species</subject><subject>Microbial Sensitivity Tests</subject><subject>Phosphofructokinases - metabolism</subject><subject>Scrophulariaceae - chemistry</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtPAyEUhYnRWF9bl4adq6nAUGCWWttqMlFjfCS6IDDDpCgz1GHa6r-Xptq4c8XJ5Tsn9x4AjjHqY4TIWaHLRZ-gqBFhdAvsYYZJgoVA2xvNSQ_sh_AWkTgXu6BHMOOUC7YHXkcL5eaqs76BvoLd1MDzprO1LVqvrXLwzncmDqKK3w9LD8dOLXzjbRngdfBOdaaEVetrmNu68bOpdQreOdV04RDsVMoFc_TzHoDH8ehheJXkt5Pr4XmeFKkgNFG0wpoQjnRF2YAWlHEjMME84ygrs2IgtGYF5lTEE7XWShimecUHhlZCUJwegNN17qz1H3MTOlnbUBgXlzB-HmQsAKeIYBLJ_pqM14XQmkrOWlur9ktiJFd9ylWfctNnNJz8RM91bcoN_ltgBLI1sLTOfP0TJ4cXl09_w5O114bOfG68qn2XjKd8IJ9vJjK_zxhO2YvM02_qV5CY</recordid><startdate>201106</startdate><enddate>201106</enddate><creator>Brahmachari, Goutam</creator><creator>Mandal, Narayan C.</creator><creator>Jash, Shyamal K.</creator><creator>Roy, Rajiv</creator><creator>Mandal, Lalan C.</creator><creator>Mukhopadhyay, Arijit</creator><creator>Behera, Biswajit</creator><creator>Majhi, Sasadhar</creator><creator>Mondal, Avijit</creator><creator>Gangopadhyay, Arindam</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</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>7X8</scope></search><sort><creationdate>201106</creationdate><title>Evaluation of the Antimicrobial Potential of Two Flavonoids Isolated from Limnophila Plants</title><author>Brahmachari, Goutam ; Mandal, Narayan C. ; Jash, Shyamal K. ; Roy, Rajiv ; Mandal, Lalan C. ; Mukhopadhyay, Arijit ; Behera, Biswajit ; Majhi, Sasadhar ; Mondal, Avijit ; Gangopadhyay, Arindam</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3824-a4f1b2270bf4654c467e812179709d9c58bb6c1748026bbba8e6b7f75e4f88413</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Anti-Infective Agents - chemistry</topic><topic>Anti-Infective Agents - isolation & purification</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Antimicrobial activity</topic><topic>Carbohydrate metabolism</topic><topic>Flavones - chemistry</topic><topic>Flavones - isolation & purification</topic><topic>Flavones - pharmacology</topic><topic>Flavonoids</topic><topic>Fructose-Bisphosphatase - metabolism</topic><topic>Isocitrate Dehydrogenase - metabolism</topic><topic>Limnophila species</topic><topic>Microbial Sensitivity Tests</topic><topic>Phosphofructokinases - metabolism</topic><topic>Scrophulariaceae - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brahmachari, Goutam</creatorcontrib><creatorcontrib>Mandal, Narayan C.</creatorcontrib><creatorcontrib>Jash, Shyamal K.</creatorcontrib><creatorcontrib>Roy, Rajiv</creatorcontrib><creatorcontrib>Mandal, Lalan C.</creatorcontrib><creatorcontrib>Mukhopadhyay, Arijit</creatorcontrib><creatorcontrib>Behera, Biswajit</creatorcontrib><creatorcontrib>Majhi, Sasadhar</creatorcontrib><creatorcontrib>Mondal, Avijit</creatorcontrib><creatorcontrib>Gangopadhyay, Arindam</creatorcontrib><collection>Istex</collection><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>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Brahmachari, Goutam</au><au>Mandal, Narayan C.</au><au>Jash, Shyamal K.</au><au>Roy, Rajiv</au><au>Mandal, Lalan C.</au><au>Mukhopadhyay, Arijit</au><au>Behera, Biswajit</au><au>Majhi, Sasadhar</au><au>Mondal, Avijit</au><au>Gangopadhyay, Arindam</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Evaluation of the Antimicrobial Potential of Two Flavonoids Isolated from Limnophila Plants</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chemistry & Biodiversity</addtitle><date>2011-06</date><risdate>2011</risdate><volume>8</volume><issue>6</issue><spage>1139</spage><epage>1151</epage><pages>1139-1151</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>The antimicrobial potential of two bioflavonoids, i.e., 5,7‐dihydroxy‐4′,6,8‐trimethoxyflavone (1) and 5,6‐dihydroxy‐4′,7,8‐trimethoxyflavone (2), isolated from Limnophila heterophylla Benth. and L. indica (Linn.) Druce (Scrophulariaceae), respectively, were evaluated against the microbial strains Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Alternaria solani, and Candida albicans. Compounds 1 and 2 exhibited moderate but broad antimicrobial activities against both Gram‐positive and Gram‐negative bacteria and also against the fungal pathogens. Moreover, the mechanism of action of 1 and 2 on the cellular functions or structures of some of the microorganisms was studied. Compound 1 showed a bactericidal effect against E. coli and S. aureus (MICs of 200 and 250 μg/ml, resp.), while compound 2 was found to effectively kill B. subtilis by cell lysis. The growth of A. solani and C. albicans was inhibited by compounds 1 and 2, respectively. The effects of the flavonoids on the cellular structures and the carbohydrate metabolic pathways were studied by scanning electron microscopy (SEM) of the treated cells and by assessing the specific activity of key enzymes of the pathways, respectively. At sublethal doses, they enhanced the activity of gluconeogenic fructose bisphosphatase, but decreased the activity of phosphofructokinase and isocitrate dehydrogenase, the key enzymes of the EmbdenMeyerhofParnas pathway and the tricarboxylic acid cycle, respectively.</abstract><cop>Zürich</cop><pub>WILEY-VCH Verlag</pub><pmid>21674786</pmid><doi>10.1002/cbdv.201000264</doi><tpages>13</tpages></addata></record> |
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subjects | Anti-Infective Agents - chemistry Anti-Infective Agents - isolation & purification Anti-Infective Agents - pharmacology Antimicrobial activity Carbohydrate metabolism Flavones - chemistry Flavones - isolation & purification Flavones - pharmacology Flavonoids Fructose-Bisphosphatase - metabolism Isocitrate Dehydrogenase - metabolism Limnophila species Microbial Sensitivity Tests Phosphofructokinases - metabolism Scrophulariaceae - chemistry |
title | Evaluation of the Antimicrobial Potential of Two Flavonoids Isolated from Limnophila Plants |
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