Biologically Active Carbazole Alkaloids from Murraya koenigii
The bioassay guided fractionation of the acetone extract of the fresh leaves of Murraya koenigii resulted in the isolation of three bioactive carbazole alkaloids, mahanimbine (1), murrayanol (2), and mahanine (3), as confirmed from their (1)H and (13)C NMR spectral data. Compound 2 showed an IC(50)...
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Veröffentlicht in: | Journal of agricultural and food chemistry 1999-02, Vol.47 (2), p.444-447 |
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container_title | Journal of agricultural and food chemistry |
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creator | RAMSEWAK, Russel S. NAIR, Muraleedharan G. STRASBURG, Gale M. DEWITT, David L. NITISS, John L. |
description | The bioassay guided fractionation of the acetone extract of the fresh leaves of Murraya koenigii resulted in the isolation of three bioactive carbazole alkaloids, mahanimbine (1), murrayanol (2), and mahanine (3), as confirmed from their (1)H and (13)C NMR spectral data. Compound 2 showed an IC(50) of 109 microg/mL against hPGHS-1 and an IC(50) of 218 microg/mL against hPGHS-2 in antiinflammatory assays, while compound 1 displayed antioxidant activity at 33.1 microg/mL. All three compounds were mosquitocidal and antimicrobial and exhibited topoisomerase I and II inhibition activities. |
doi_str_mv | 10.1021/jf9805808 |
format | Article |
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Compound 2 showed an IC(50) of 109 microg/mL against hPGHS-1 and an IC(50) of 218 microg/mL against hPGHS-2 in antiinflammatory assays, while compound 1 displayed antioxidant activity at 33.1 microg/mL. All three compounds were mosquitocidal and antimicrobial and exhibited topoisomerase I and II inhibition activities.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf9805808</identifier><identifier>PMID: 10563914</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject><![CDATA[Aedes ; Alkaloids - isolation & purification ; Alkaloids - pharmacology ; Animals ; Anti-Bacterial Agents - isolation & purification ; Anti-Bacterial Agents - pharmacology ; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification ; Anti-Inflammatory Agents, Non-Steroidal - pharmacology ; Antioxidants - isolation & purification ; Antioxidants - pharmacology ; Bacteria - drug effects ; Biological and medical sciences ; Carbazoles - isolation & purification ; Carbazoles - pharmacology ; Enzyme Inhibitors - isolation & purification ; Enzyme Inhibitors - pharmacology ; Food additives ; Food industries ; Fundamental and applied biological sciences. Psychology ; General aspects ; General pharmacology ; Humans ; Insecticides - isolation & purification ; Magnetic Resonance Spectroscopy ; Medical sciences ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - pharmacology ; Plants, Medicinal - chemistry ; Topoisomerase I Inhibitors ; Topoisomerase II Inhibitors]]></subject><ispartof>Journal of agricultural and food chemistry, 1999-02, Vol.47 (2), p.444-447</ispartof><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1728601$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10563914$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>RAMSEWAK, Russel S.</creatorcontrib><creatorcontrib>NAIR, Muraleedharan G.</creatorcontrib><creatorcontrib>STRASBURG, Gale M.</creatorcontrib><creatorcontrib>DEWITT, David L.</creatorcontrib><creatorcontrib>NITISS, John L.</creatorcontrib><title>Biologically Active Carbazole Alkaloids from Murraya koenigii</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>The bioassay guided fractionation of the acetone extract of the fresh leaves of Murraya koenigii resulted in the isolation of three bioactive carbazole alkaloids, mahanimbine (1), murrayanol (2), and mahanine (3), as confirmed from their (1)H and (13)C NMR spectral data. Compound 2 showed an IC(50) of 109 microg/mL against hPGHS-1 and an IC(50) of 218 microg/mL against hPGHS-2 in antiinflammatory assays, while compound 1 displayed antioxidant activity at 33.1 microg/mL. All three compounds were mosquitocidal and antimicrobial and exhibited topoisomerase I and II inhibition activities.</description><subject>Aedes</subject><subject>Alkaloids - isolation & purification</subject><subject>Alkaloids - pharmacology</subject><subject>Animals</subject><subject>Anti-Bacterial Agents - isolation & purification</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>Antioxidants - isolation & purification</subject><subject>Antioxidants - pharmacology</subject><subject>Bacteria - drug effects</subject><subject>Biological and medical sciences</subject><subject>Carbazoles - isolation & purification</subject><subject>Carbazoles - pharmacology</subject><subject>Enzyme Inhibitors - isolation & purification</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Food additives</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Insecticides - isolation & purification</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - pharmacology</subject><subject>Plants, Medicinal - chemistry</subject><subject>Topoisomerase I Inhibitors</subject><subject>Topoisomerase II Inhibitors</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFz0tPwkAUBeCJ0QiiC_-A6cJtdR6d18IFgqIGo4kYl81tO0MGppTMgLH-epuAurqL8-XkHoTOCb4imJLrhdUKc4XVAeoTTnHKCVGHqI-7MFVckB46iXGBMVZc4mPUI5gLpknWRze3rvHN3JXgfZsMy437NMkIQgHfjTfJ0C_BN66KiQ1NnTxvQ4AWkmVjVm7u3Ck6suCjOdvfAXq_v5uNHtLpy-RxNJymjspsk9rC6pIpZXX3gaKkkoJwJjMjCq6xNdywTJuSMk2ZpQw6bAqVMV4ZyEoKbIAudr3rbVGbKl8HV0No898dHbjcA4jdFBtgVbr47yRVApOOpTvm4sZ8_cUQlrmQTPJ89vqW6wkbC_Yh8yf2A2QOZAE</recordid><startdate>19990201</startdate><enddate>19990201</enddate><creator>RAMSEWAK, Russel S.</creator><creator>NAIR, Muraleedharan G.</creator><creator>STRASBURG, Gale M.</creator><creator>DEWITT, David L.</creator><creator>NITISS, John L.</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>19990201</creationdate><title>Biologically Active Carbazole Alkaloids from Murraya koenigii</title><author>RAMSEWAK, Russel S. ; NAIR, Muraleedharan G. ; STRASBURG, Gale M. ; DEWITT, David L. ; NITISS, John L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i274t-fbf9c388f9008821d7615374e6b590fe5e349ec23923f23a9c3eb8435dea4c2a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Aedes</topic><topic>Alkaloids - isolation & purification</topic><topic>Alkaloids - pharmacology</topic><topic>Animals</topic><topic>Anti-Bacterial Agents - isolation & purification</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>Antioxidants - isolation & purification</topic><topic>Antioxidants - pharmacology</topic><topic>Bacteria - drug effects</topic><topic>Biological and medical sciences</topic><topic>Carbazoles - isolation & purification</topic><topic>Carbazoles - pharmacology</topic><topic>Enzyme Inhibitors - isolation & purification</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Food additives</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Insecticides - isolation & purification</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - pharmacology</topic><topic>Plants, Medicinal - chemistry</topic><topic>Topoisomerase I Inhibitors</topic><topic>Topoisomerase II Inhibitors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>RAMSEWAK, Russel S.</creatorcontrib><creatorcontrib>NAIR, Muraleedharan G.</creatorcontrib><creatorcontrib>STRASBURG, Gale M.</creatorcontrib><creatorcontrib>DEWITT, David L.</creatorcontrib><creatorcontrib>NITISS, John L.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>RAMSEWAK, Russel S.</au><au>NAIR, Muraleedharan G.</au><au>STRASBURG, Gale M.</au><au>DEWITT, David L.</au><au>NITISS, John L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biologically Active Carbazole Alkaloids from Murraya koenigii</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>1999-02-01</date><risdate>1999</risdate><volume>47</volume><issue>2</issue><spage>444</spage><epage>447</epage><pages>444-447</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The bioassay guided fractionation of the acetone extract of the fresh leaves of Murraya koenigii resulted in the isolation of three bioactive carbazole alkaloids, mahanimbine (1), murrayanol (2), and mahanine (3), as confirmed from their (1)H and (13)C NMR spectral data. Compound 2 showed an IC(50) of 109 microg/mL against hPGHS-1 and an IC(50) of 218 microg/mL against hPGHS-2 in antiinflammatory assays, while compound 1 displayed antioxidant activity at 33.1 microg/mL. All three compounds were mosquitocidal and antimicrobial and exhibited topoisomerase I and II inhibition activities.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>10563914</pmid><doi>10.1021/jf9805808</doi><tpages>4</tpages></addata></record> |
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subjects | Aedes Alkaloids - isolation & purification Alkaloids - pharmacology Animals Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Anti-Inflammatory Agents, Non-Steroidal - isolation & purification Anti-Inflammatory Agents, Non-Steroidal - pharmacology Antioxidants - isolation & purification Antioxidants - pharmacology Bacteria - drug effects Biological and medical sciences Carbazoles - isolation & purification Carbazoles - pharmacology Enzyme Inhibitors - isolation & purification Enzyme Inhibitors - pharmacology Food additives Food industries Fundamental and applied biological sciences. Psychology General aspects General pharmacology Humans Insecticides - isolation & purification Magnetic Resonance Spectroscopy Medical sciences Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - pharmacology Plants, Medicinal - chemistry Topoisomerase I Inhibitors Topoisomerase II Inhibitors |
title | Biologically Active Carbazole Alkaloids from Murraya koenigii |
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