Antimycobacterials from Lovage Root (Ligusticum officinale Koch)
The n‐hexane extract of Lovage root was found to significantly inhibit the growth of both Mycobacterium smegmatis mc2155 and Mycobacterium bovis BCG, and therefore a bioassay‐guided isolation strategy was undertaken. (Z)‐Ligustilide, (Z)‐3‐butylidenephthalide, (E)‐3‐butylidenephthalide, 3‐butylphtha...
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| Veröffentlicht in: | Phytotherapy research 2013-07, Vol.27 (7), p.993-998 |
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| creator | Guzman, Juan David Evangelopoulos, Dimitrios Gupta, Antima Prieto, Jose M. Gibbons, Simon Bhakta, Sanjib |
| description | The n‐hexane extract of Lovage root was found to significantly inhibit the growth of both Mycobacterium smegmatis mc2155 and Mycobacterium bovis BCG, and therefore a bioassay‐guided isolation strategy was undertaken. (Z)‐Ligustilide, (Z)‐3‐butylidenephthalide, (E)‐3‐butylidenephthalide, 3‐butylphthalide, α‐prethapsenol, falcarindiol, levistolide A, psoralen and bergapten were isolated by chromatographic techniques, characterized by NMR spectroscopy and MS, and evaluated for their growth inhibition activity against Mycobacterium tuberculosis H37Rv using the whole‐cell phenotypic spot culture growth inhibition assay (SPOTi). Cytotoxicity against RAW 264.7 murine macrophage cells was employed for assessing their degree of selectivity. Falcarindiol was the most potent compound with a minimum inhibitory concentration (MIC) value of 20 mg/L against the virulent H37Rv strain; however, it was found to be cytotoxic with a half‐growth inhibitory concentration (GIC50) in the same order of magnitude (SI |
| doi_str_mv | 10.1002/ptr.4823 |
| format | Article |
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(Z)‐Ligustilide, (Z)‐3‐butylidenephthalide, (E)‐3‐butylidenephthalide, 3‐butylphthalide, α‐prethapsenol, falcarindiol, levistolide A, psoralen and bergapten were isolated by chromatographic techniques, characterized by NMR spectroscopy and MS, and evaluated for their growth inhibition activity against Mycobacterium tuberculosis H37Rv using the whole‐cell phenotypic spot culture growth inhibition assay (SPOTi). Cytotoxicity against RAW 264.7 murine macrophage cells was employed for assessing their degree of selectivity. Falcarindiol was the most potent compound with a minimum inhibitory concentration (MIC) value of 20 mg/L against the virulent H37Rv strain; however, it was found to be cytotoxic with a half‐growth inhibitory concentration (GIC50) in the same order of magnitude (SI < 1). Interestingly the sesquiterpene alcohol α‐prethapsenol was found to inhibit the growth of the pathogenic mycobacteria with an MIC value of 60 mg/L, being more specific towards mycobacteria than mammalian cells (SI ~ 2). Colony forming unit analysis at different concentrations of this phytochemical showed mycobacteriostatic mode of action. 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Res</addtitle><description>The n‐hexane extract of Lovage root was found to significantly inhibit the growth of both Mycobacterium smegmatis mc2155 and Mycobacterium bovis BCG, and therefore a bioassay‐guided isolation strategy was undertaken. (Z)‐Ligustilide, (Z)‐3‐butylidenephthalide, (E)‐3‐butylidenephthalide, 3‐butylphthalide, α‐prethapsenol, falcarindiol, levistolide A, psoralen and bergapten were isolated by chromatographic techniques, characterized by NMR spectroscopy and MS, and evaluated for their growth inhibition activity against Mycobacterium tuberculosis H37Rv using the whole‐cell phenotypic spot culture growth inhibition assay (SPOTi). Cytotoxicity against RAW 264.7 murine macrophage cells was employed for assessing their degree of selectivity. Falcarindiol was the most potent compound with a minimum inhibitory concentration (MIC) value of 20 mg/L against the virulent H37Rv strain; however, it was found to be cytotoxic with a half‐growth inhibitory concentration (GIC50) in the same order of magnitude (SI < 1). Interestingly the sesquiterpene alcohol α‐prethapsenol was found to inhibit the growth of the pathogenic mycobacteria with an MIC value of 60 mg/L, being more specific towards mycobacteria than mammalian cells (SI ~ 2). Colony forming unit analysis at different concentrations of this phytochemical showed mycobacteriostatic mode of action. Copyright © 2012 John Wiley & Sons, Ltd.</description><subject>4-Butyrolactone - analogs & derivatives</subject><subject>4-Butyrolactone - pharmacology</subject><subject>4-Butyrolactone - therapeutic use</subject><subject>Animals</subject><subject>Antibiotics, Antitubercular - isolation & purification</subject><subject>Antibiotics, Antitubercular - pharmacology</subject><subject>cytotoxicity</subject><subject>Cytotoxins - chemistry</subject><subject>Cytotoxins - pharmacology</subject><subject>Diynes - pharmacology</subject><subject>Diynes - therapeutic use</subject><subject>Fatty Alcohols - pharmacology</subject><subject>Fatty Alcohols - therapeutic use</subject><subject>Furocoumarins - pharmacology</subject><subject>Furocoumarins - therapeutic use</subject><subject>Ligusticum - chemistry</subject><subject>Ligusticum officinale Koch</subject><subject>Lovage</subject><subject>Macrophages - drug effects</subject><subject>Mice</subject><subject>Mycobacterium bovis - drug effects</subject><subject>Mycobacterium smegmatis - drug effects</subject><subject>Mycobacterium tuberculosis - drug effects</subject><subject>Phytotherapy</subject><subject>Plant Extracts - pharmacology</subject><subject>Plant Roots - chemistry</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Sesquiterpenes - therapeutic use</subject><subject>tuberculosis</subject><subject>α-prethapsenol</subject><issn>0951-418X</issn><issn>1099-1573</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kMtOAjEUQBujEUQTv8BM4gYXg31Mp9OdhAgY8BGCwV1TSotFhmI7o_L3DgHZubqbc8-9OQBcIthCEOLbdeFbSYbJEagjyHmMKCPHoA45RXGCsrcaOAthASHkGCanoIZxxjmltA7u2qvC5hvlplIV2lu5DJHxLo-G7kvOdTRyroiaQzsvQ2FVmUfOGKvsSi51NHDq_eYcnJhqSV_sZwO8du_HnX48fO49dNrDWJGMkZgmcntczmaGQ6xnHNIMUaXSNKHGME5SyqZGIqwTQzQ1KKVIZ0yqlKR4ygxpgOudd-3dZ6lDIRau9NUfQSDCE8wwT3hFNXeU8i4Er41Ye5tLvxEIim0qUaUS21QVerUXltNczw7gX5sKiHfAt13qzb8i8TIe7YV73oZC_xx46T9EygijYvLUE3gw6Y_Sx57okl82oYB8</recordid><startdate>201307</startdate><enddate>201307</enddate><creator>Guzman, Juan David</creator><creator>Evangelopoulos, Dimitrios</creator><creator>Gupta, Antima</creator><creator>Prieto, Jose M.</creator><creator>Gibbons, Simon</creator><creator>Bhakta, Sanjib</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</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>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7TK</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>P64</scope><scope>RC3</scope></search><sort><creationdate>201307</creationdate><title>Antimycobacterials from Lovage Root (Ligusticum officinale Koch)</title><author>Guzman, Juan David ; Evangelopoulos, Dimitrios ; Gupta, Antima ; Prieto, Jose M. ; Gibbons, Simon ; Bhakta, Sanjib</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3873-54a0920addf902ed905815cc6645ff793657bfa12e4f3e5f1651e87ac6362b7f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>4-Butyrolactone - analogs & derivatives</topic><topic>4-Butyrolactone - pharmacology</topic><topic>4-Butyrolactone - therapeutic use</topic><topic>Animals</topic><topic>Antibiotics, Antitubercular - isolation & purification</topic><topic>Antibiotics, Antitubercular - pharmacology</topic><topic>cytotoxicity</topic><topic>Cytotoxins - chemistry</topic><topic>Cytotoxins - pharmacology</topic><topic>Diynes - pharmacology</topic><topic>Diynes - therapeutic use</topic><topic>Fatty Alcohols - pharmacology</topic><topic>Fatty Alcohols - therapeutic use</topic><topic>Furocoumarins - pharmacology</topic><topic>Furocoumarins - therapeutic use</topic><topic>Ligusticum - chemistry</topic><topic>Ligusticum officinale Koch</topic><topic>Lovage</topic><topic>Macrophages - drug effects</topic><topic>Mice</topic><topic>Mycobacterium bovis - drug effects</topic><topic>Mycobacterium smegmatis - drug effects</topic><topic>Mycobacterium tuberculosis - drug effects</topic><topic>Phytotherapy</topic><topic>Plant Extracts - pharmacology</topic><topic>Plant Roots - chemistry</topic><topic>Sesquiterpenes - pharmacology</topic><topic>Sesquiterpenes - therapeutic use</topic><topic>tuberculosis</topic><topic>α-prethapsenol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guzman, Juan David</creatorcontrib><creatorcontrib>Evangelopoulos, Dimitrios</creatorcontrib><creatorcontrib>Gupta, Antima</creatorcontrib><creatorcontrib>Prieto, Jose M.</creatorcontrib><creatorcontrib>Gibbons, Simon</creatorcontrib><creatorcontrib>Bhakta, Sanjib</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>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><jtitle>Phytotherapy research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guzman, Juan David</au><au>Evangelopoulos, Dimitrios</au><au>Gupta, Antima</au><au>Prieto, Jose M.</au><au>Gibbons, Simon</au><au>Bhakta, Sanjib</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimycobacterials from Lovage Root (Ligusticum officinale Koch)</atitle><jtitle>Phytotherapy research</jtitle><addtitle>Phytother. Res</addtitle><date>2013-07</date><risdate>2013</risdate><volume>27</volume><issue>7</issue><spage>993</spage><epage>998</epage><pages>993-998</pages><issn>0951-418X</issn><eissn>1099-1573</eissn><coden>PHYREH</coden><abstract>The n‐hexane extract of Lovage root was found to significantly inhibit the growth of both Mycobacterium smegmatis mc2155 and Mycobacterium bovis BCG, and therefore a bioassay‐guided isolation strategy was undertaken. (Z)‐Ligustilide, (Z)‐3‐butylidenephthalide, (E)‐3‐butylidenephthalide, 3‐butylphthalide, α‐prethapsenol, falcarindiol, levistolide A, psoralen and bergapten were isolated by chromatographic techniques, characterized by NMR spectroscopy and MS, and evaluated for their growth inhibition activity against Mycobacterium tuberculosis H37Rv using the whole‐cell phenotypic spot culture growth inhibition assay (SPOTi). Cytotoxicity against RAW 264.7 murine macrophage cells was employed for assessing their degree of selectivity. Falcarindiol was the most potent compound with a minimum inhibitory concentration (MIC) value of 20 mg/L against the virulent H37Rv strain; however, it was found to be cytotoxic with a half‐growth inhibitory concentration (GIC50) in the same order of magnitude (SI < 1). Interestingly the sesquiterpene alcohol α‐prethapsenol was found to inhibit the growth of the pathogenic mycobacteria with an MIC value of 60 mg/L, being more specific towards mycobacteria than mammalian cells (SI ~ 2). Colony forming unit analysis at different concentrations of this phytochemical showed mycobacteriostatic mode of action. Copyright © 2012 John Wiley & Sons, Ltd.</abstract><cop>England</cop><pub>Blackwell Publishing Ltd</pub><pmid>22899555</pmid><doi>10.1002/ptr.4823</doi><tpages>6</tpages></addata></record> |
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| identifier | ISSN: 0951-418X |
| ispartof | Phytotherapy research, 2013-07, Vol.27 (7), p.993-998 |
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| subjects | 4-Butyrolactone - analogs & derivatives 4-Butyrolactone - pharmacology 4-Butyrolactone - therapeutic use Animals Antibiotics, Antitubercular - isolation & purification Antibiotics, Antitubercular - pharmacology cytotoxicity Cytotoxins - chemistry Cytotoxins - pharmacology Diynes - pharmacology Diynes - therapeutic use Fatty Alcohols - pharmacology Fatty Alcohols - therapeutic use Furocoumarins - pharmacology Furocoumarins - therapeutic use Ligusticum - chemistry Ligusticum officinale Koch Lovage Macrophages - drug effects Mice Mycobacterium bovis - drug effects Mycobacterium smegmatis - drug effects Mycobacterium tuberculosis - drug effects Phytotherapy Plant Extracts - pharmacology Plant Roots - chemistry Sesquiterpenes - pharmacology Sesquiterpenes - therapeutic use tuberculosis α-prethapsenol |
| title | Antimycobacterials from Lovage Root (Ligusticum officinale Koch) |
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