Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo
Aims The aim of this study was to investigate the antimicrobial activities of Etlingera pubescens, and to isolate and identify the antimicrobial compound. Methods and Results The crude extracts of E. pubescens were obtained through methanol extraction, and evaluated for antimicrobial activities. Fro...
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| Veröffentlicht in: | Journal of applied microbiology 2019-07, Vol.127 (1), p.59-67 |
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| creator | Daniel‐Jambun, D. Ong, K.S. Lim, Y.Y. Tan, J.B.L. Yap, S.W. Lee, S.M. |
| description | Aims
The aim of this study was to investigate the antimicrobial activities of Etlingera pubescens, and to isolate and identify the antimicrobial compound.
Methods and Results
The crude extracts of E. pubescens were obtained through methanol extraction, and evaluated for antimicrobial activities. From this extract, 1,7‐bis(3,4‐dihydroxyphenyl)heptan‐3‐yl acetate (etlingerin) was isolated. When compared to curcumin (a compound with a similar chemical structure), etlingerin showed twofold lower minimum inhibitory concentration values while also being bactericidal. Through time kill assay, etlingerin showed rapid killing effects (as fast as 60 min) against the Gram‐positive bacteria (Staphylococcus aureus ATCC 43300 and Bacillus subtilis ATCC 8188). Further assessment revealed that etlingerin caused leakage of intracellular materials, therefore suggesting alteration in membrane permeability as its antimicrobial mechanism. Cytotoxicity study demonstrated that etlingerin exhibited approximately 5‐ to 12‐fold higher IC50 values against several cell lines, as compared to curcumin.
Conclusions
Etlingerin isolated from E. pubescens showed better antibacterial and cytotoxic activities when compared to curcumin. Etlingerin could be safe for human use, though further cytotoxicity study using animal models is needed.
Significance and Impact of the Study
Etlingerin has a potential to be used in treating bacterial infections due to its good antimicrobial activity, while having potentially low cytotoxicity. |
| doi_str_mv | 10.1111/jam.14287 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2235933528</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2235933528</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3537-5cf47d97d3afea7f574b63959973e526cb71c798a705d252b7a2bd28b1bda48b3</originalsourceid><addsrcrecordid>eNp1kDtPwzAYRS0EouUx8AeQJRY6pPUjjpOxIJ4qYoE58ivgKomL7QLd-eGYtrDxLf6ke3wsXwBOMBrjNJO56MY4JyXfAUNMC5aRgpPd9Z5nDHEyAAchzBHCFLFiHwwoRqjAPB-CrwuhovFWWS1aKHoN1Sq66D6tgimx7zauoGuggNoKv2pfzSKK3lkNz01sbf-S7vYjaINrRTQaNt51CX5ZJ_D8assIuFhKE5TpwwiaXpsu-aODF873xh2BvUa0wRxvz0PwfH31dHmbzR5v7i6ns0xRRnnGVJNzXXFNRWMEbxjPZUErVlWcGkYKJTlWvCoFR0wTRiQXRGpSSiy1yEtJD8HZxrvw7m1pQqznbun79GRNCGUVpYyUiRptKOVdCN409cLbLn2-xqj-6btOfdfrvhN7ujUuZWf0H_lbcAImG-DDtmb1v6m-nz5slN-bdYsT</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2235933528</pqid></control><display><type>article</type><title>Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><source>Oxford University Press Journals All Titles (1996-Current)</source><creator>Daniel‐Jambun, D. ; Ong, K.S. ; Lim, Y.Y. ; Tan, J.B.L. ; Yap, S.W. ; Lee, S.M.</creator><creatorcontrib>Daniel‐Jambun, D. ; Ong, K.S. ; Lim, Y.Y. ; Tan, J.B.L. ; Yap, S.W. ; Lee, S.M.</creatorcontrib><description>Aims
The aim of this study was to investigate the antimicrobial activities of Etlingera pubescens, and to isolate and identify the antimicrobial compound.
Methods and Results
The crude extracts of E. pubescens were obtained through methanol extraction, and evaluated for antimicrobial activities. From this extract, 1,7‐bis(3,4‐dihydroxyphenyl)heptan‐3‐yl acetate (etlingerin) was isolated. When compared to curcumin (a compound with a similar chemical structure), etlingerin showed twofold lower minimum inhibitory concentration values while also being bactericidal. Through time kill assay, etlingerin showed rapid killing effects (as fast as 60 min) against the Gram‐positive bacteria (Staphylococcus aureus ATCC 43300 and Bacillus subtilis ATCC 8188). Further assessment revealed that etlingerin caused leakage of intracellular materials, therefore suggesting alteration in membrane permeability as its antimicrobial mechanism. Cytotoxicity study demonstrated that etlingerin exhibited approximately 5‐ to 12‐fold higher IC50 values against several cell lines, as compared to curcumin.
Conclusions
Etlingerin isolated from E. pubescens showed better antibacterial and cytotoxic activities when compared to curcumin. Etlingerin could be safe for human use, though further cytotoxicity study using animal models is needed.
Significance and Impact of the Study
Etlingerin has a potential to be used in treating bacterial infections due to its good antimicrobial activity, while having potentially low cytotoxicity.</description><identifier>ISSN: 1364-5072</identifier><identifier>EISSN: 1365-2672</identifier><identifier>DOI: 10.1111/jam.14287</identifier><identifier>PMID: 31006174</identifier><language>eng</language><publisher>England: Oxford University Press</publisher><subject>Acetic acid ; Animal models ; Animals ; Anti-Bacterial Agents - adverse effects ; Anti-Bacterial Agents - isolation & purification ; Anti-Bacterial Agents - pharmacology ; Anti-Bacterial Agents - toxicity ; antimicrobial ; Antimicrobial activity ; Antimicrobial agents ; biocides ; Borneo ; Cell Death - drug effects ; Cell Line, Tumor ; Cell lines ; Cells, Cultured ; Curcumin ; Curcumin - pharmacology ; Cytotoxicity ; Diarylheptanoids - adverse effects ; Diarylheptanoids - isolation & purification ; Diarylheptanoids - pharmacology ; Diarylheptanoids - toxicity ; Etlingera ; Ginger ; Gram-Positive Bacteria - drug effects ; Humans ; Identification methods ; mechanism of action ; Membrane permeability ; Microbial Sensitivity Tests ; Minimum inhibitory concentration ; natural product ; Organic chemistry ; Permeability - drug effects ; phenolic ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; Toxicity ; Zingiber officinale - chemistry ; Zingiberaceae</subject><ispartof>Journal of applied microbiology, 2019-07, Vol.127 (1), p.59-67</ispartof><rights>2019 The Society for Applied Microbiology</rights><rights>2019 The Society for Applied Microbiology.</rights><rights>Copyright © 2019 The Society for Applied Microbiology</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3537-5cf47d97d3afea7f574b63959973e526cb71c798a705d252b7a2bd28b1bda48b3</citedby><cites>FETCH-LOGICAL-c3537-5cf47d97d3afea7f574b63959973e526cb71c798a705d252b7a2bd28b1bda48b3</cites><orcidid>0000-0003-0494-9013</orcidid></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.14287$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fjam.14287$$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/31006174$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Daniel‐Jambun, D.</creatorcontrib><creatorcontrib>Ong, K.S.</creatorcontrib><creatorcontrib>Lim, Y.Y.</creatorcontrib><creatorcontrib>Tan, J.B.L.</creatorcontrib><creatorcontrib>Yap, S.W.</creatorcontrib><creatorcontrib>Lee, S.M.</creatorcontrib><title>Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo</title><title>Journal of applied microbiology</title><addtitle>J Appl Microbiol</addtitle><description>Aims
The aim of this study was to investigate the antimicrobial activities of Etlingera pubescens, and to isolate and identify the antimicrobial compound.
Methods and Results
The crude extracts of E. pubescens were obtained through methanol extraction, and evaluated for antimicrobial activities. From this extract, 1,7‐bis(3,4‐dihydroxyphenyl)heptan‐3‐yl acetate (etlingerin) was isolated. When compared to curcumin (a compound with a similar chemical structure), etlingerin showed twofold lower minimum inhibitory concentration values while also being bactericidal. Through time kill assay, etlingerin showed rapid killing effects (as fast as 60 min) against the Gram‐positive bacteria (Staphylococcus aureus ATCC 43300 and Bacillus subtilis ATCC 8188). Further assessment revealed that etlingerin caused leakage of intracellular materials, therefore suggesting alteration in membrane permeability as its antimicrobial mechanism. Cytotoxicity study demonstrated that etlingerin exhibited approximately 5‐ to 12‐fold higher IC50 values against several cell lines, as compared to curcumin.
Conclusions
Etlingerin isolated from E. pubescens showed better antibacterial and cytotoxic activities when compared to curcumin. Etlingerin could be safe for human use, though further cytotoxicity study using animal models is needed.
Significance and Impact of the Study
Etlingerin has a potential to be used in treating bacterial infections due to its good antimicrobial activity, while having potentially low cytotoxicity.</description><subject>Acetic acid</subject><subject>Animal models</subject><subject>Animals</subject><subject>Anti-Bacterial Agents - adverse effects</subject><subject>Anti-Bacterial Agents - isolation & purification</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Anti-Bacterial Agents - toxicity</subject><subject>antimicrobial</subject><subject>Antimicrobial activity</subject><subject>Antimicrobial agents</subject><subject>biocides</subject><subject>Borneo</subject><subject>Cell Death - drug effects</subject><subject>Cell Line, Tumor</subject><subject>Cell lines</subject><subject>Cells, Cultured</subject><subject>Curcumin</subject><subject>Curcumin - pharmacology</subject><subject>Cytotoxicity</subject><subject>Diarylheptanoids - adverse effects</subject><subject>Diarylheptanoids - isolation & purification</subject><subject>Diarylheptanoids - pharmacology</subject><subject>Diarylheptanoids - toxicity</subject><subject>Etlingera</subject><subject>Ginger</subject><subject>Gram-Positive Bacteria - drug effects</subject><subject>Humans</subject><subject>Identification methods</subject><subject>mechanism of action</subject><subject>Membrane permeability</subject><subject>Microbial Sensitivity Tests</subject><subject>Minimum inhibitory concentration</subject><subject>natural product</subject><subject>Organic chemistry</subject><subject>Permeability - drug effects</subject><subject>phenolic</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>Toxicity</subject><subject>Zingiber officinale - chemistry</subject><subject>Zingiberaceae</subject><issn>1364-5072</issn><issn>1365-2672</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kDtPwzAYRS0EouUx8AeQJRY6pPUjjpOxIJ4qYoE58ivgKomL7QLd-eGYtrDxLf6ke3wsXwBOMBrjNJO56MY4JyXfAUNMC5aRgpPd9Z5nDHEyAAchzBHCFLFiHwwoRqjAPB-CrwuhovFWWS1aKHoN1Sq66D6tgimx7zauoGuggNoKv2pfzSKK3lkNz01sbf-S7vYjaINrRTQaNt51CX5ZJ_D8assIuFhKE5TpwwiaXpsu-aODF873xh2BvUa0wRxvz0PwfH31dHmbzR5v7i6ns0xRRnnGVJNzXXFNRWMEbxjPZUErVlWcGkYKJTlWvCoFR0wTRiQXRGpSSiy1yEtJD8HZxrvw7m1pQqznbun79GRNCGUVpYyUiRptKOVdCN409cLbLn2-xqj-6btOfdfrvhN7ujUuZWf0H_lbcAImG-DDtmb1v6m-nz5slN-bdYsT</recordid><startdate>201907</startdate><enddate>201907</enddate><creator>Daniel‐Jambun, D.</creator><creator>Ong, K.S.</creator><creator>Lim, Y.Y.</creator><creator>Tan, J.B.L.</creator><creator>Yap, S.W.</creator><creator>Lee, S.M.</creator><general>Oxford University Press</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>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><orcidid>https://orcid.org/0000-0003-0494-9013</orcidid></search><sort><creationdate>201907</creationdate><title>Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo</title><author>Daniel‐Jambun, D. ; Ong, K.S. ; Lim, Y.Y. ; Tan, J.B.L. ; Yap, S.W. ; Lee, S.M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3537-5cf47d97d3afea7f574b63959973e526cb71c798a705d252b7a2bd28b1bda48b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Acetic acid</topic><topic>Animal models</topic><topic>Animals</topic><topic>Anti-Bacterial Agents - adverse effects</topic><topic>Anti-Bacterial Agents - isolation & purification</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Anti-Bacterial Agents - toxicity</topic><topic>antimicrobial</topic><topic>Antimicrobial activity</topic><topic>Antimicrobial agents</topic><topic>biocides</topic><topic>Borneo</topic><topic>Cell Death - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Cell lines</topic><topic>Cells, Cultured</topic><topic>Curcumin</topic><topic>Curcumin - pharmacology</topic><topic>Cytotoxicity</topic><topic>Diarylheptanoids - adverse effects</topic><topic>Diarylheptanoids - isolation & purification</topic><topic>Diarylheptanoids - pharmacology</topic><topic>Diarylheptanoids - toxicity</topic><topic>Etlingera</topic><topic>Ginger</topic><topic>Gram-Positive Bacteria - drug effects</topic><topic>Humans</topic><topic>Identification methods</topic><topic>mechanism of action</topic><topic>Membrane permeability</topic><topic>Microbial Sensitivity Tests</topic><topic>Minimum inhibitory concentration</topic><topic>natural product</topic><topic>Organic chemistry</topic><topic>Permeability - drug effects</topic><topic>phenolic</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>Toxicity</topic><topic>Zingiber officinale - chemistry</topic><topic>Zingiberaceae</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Daniel‐Jambun, D.</creatorcontrib><creatorcontrib>Ong, K.S.</creatorcontrib><creatorcontrib>Lim, Y.Y.</creatorcontrib><creatorcontrib>Tan, J.B.L.</creatorcontrib><creatorcontrib>Yap, S.W.</creatorcontrib><creatorcontrib>Lee, S.M.</creatorcontrib><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><jtitle>Journal of applied microbiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Daniel‐Jambun, D.</au><au>Ong, K.S.</au><au>Lim, Y.Y.</au><au>Tan, J.B.L.</au><au>Yap, S.W.</au><au>Lee, S.M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo</atitle><jtitle>Journal of applied microbiology</jtitle><addtitle>J Appl Microbiol</addtitle><date>2019-07</date><risdate>2019</risdate><volume>127</volume><issue>1</issue><spage>59</spage><epage>67</epage><pages>59-67</pages><issn>1364-5072</issn><eissn>1365-2672</eissn><abstract>Aims
The aim of this study was to investigate the antimicrobial activities of Etlingera pubescens, and to isolate and identify the antimicrobial compound.
Methods and Results
The crude extracts of E. pubescens were obtained through methanol extraction, and evaluated for antimicrobial activities. From this extract, 1,7‐bis(3,4‐dihydroxyphenyl)heptan‐3‐yl acetate (etlingerin) was isolated. When compared to curcumin (a compound with a similar chemical structure), etlingerin showed twofold lower minimum inhibitory concentration values while also being bactericidal. Through time kill assay, etlingerin showed rapid killing effects (as fast as 60 min) against the Gram‐positive bacteria (Staphylococcus aureus ATCC 43300 and Bacillus subtilis ATCC 8188). Further assessment revealed that etlingerin caused leakage of intracellular materials, therefore suggesting alteration in membrane permeability as its antimicrobial mechanism. Cytotoxicity study demonstrated that etlingerin exhibited approximately 5‐ to 12‐fold higher IC50 values against several cell lines, as compared to curcumin.
Conclusions
Etlingerin isolated from E. pubescens showed better antibacterial and cytotoxic activities when compared to curcumin. Etlingerin could be safe for human use, though further cytotoxicity study using animal models is needed.
Significance and Impact of the Study
Etlingerin has a potential to be used in treating bacterial infections due to its good antimicrobial activity, while having potentially low cytotoxicity.</abstract><cop>England</cop><pub>Oxford University Press</pub><pmid>31006174</pmid><doi>10.1111/jam.14287</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-0494-9013</orcidid></addata></record> |
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| source | MEDLINE; Access via Wiley Online Library; Oxford University Press Journals All Titles (1996-Current) |
| subjects | Acetic acid Animal models Animals Anti-Bacterial Agents - adverse effects Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Anti-Bacterial Agents - toxicity antimicrobial Antimicrobial activity Antimicrobial agents biocides Borneo Cell Death - drug effects Cell Line, Tumor Cell lines Cells, Cultured Curcumin Curcumin - pharmacology Cytotoxicity Diarylheptanoids - adverse effects Diarylheptanoids - isolation & purification Diarylheptanoids - pharmacology Diarylheptanoids - toxicity Etlingera Ginger Gram-Positive Bacteria - drug effects Humans Identification methods mechanism of action Membrane permeability Microbial Sensitivity Tests Minimum inhibitory concentration natural product Organic chemistry Permeability - drug effects phenolic Plant Extracts - chemistry Plant Extracts - pharmacology Toxicity Zingiber officinale - chemistry Zingiberaceae |
| title | Bactericidal and cytotoxic activity of a diarylheptanoid (etlingerin) isolated from a ginger (Etlingera pubescens) endemic to Borneo |
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