Microbial Metabolites of Harman Alkaloids
Several microorganisms showed the ability to transform the harman alkaloids, harmaline (1), harmalol (2) and harman (5). Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoet...
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| Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2003, Vol.51(6), pp.646-648 |
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| creator | Herath, Wimal Mikell, Julie Rakel Ferreira, Daneel Khan, Ikhlas Ahmad |
| description | Several microorganisms showed the ability to transform the harman alkaloids, harmaline (1), harmalol (2) and harman (5). Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoethyl)-7-hydroxyindole (4), respectively. Harman (5) was biotransformed by Cunninghamella echinulata NRRL 3655 into 6-hydroxyharman (6) and harman-2-oxide (7). |
| doi_str_mv | 10.1248/cpb.51.646 |
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Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoethyl)-7-hydroxyindole (4), respectively. Harman (5) was biotransformed by Cunninghamella echinulata NRRL 3655 into 6-hydroxyharman (6) and harman-2-oxide (7).</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.51.646</identifier><identifier>PMID: 12808240</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Biological and medical sciences ; Biotransformation ; Cunninghamella - metabolism ; General pharmacology ; harmaline ; Harmaline - analogs & derivatives ; Harmaline - metabolism ; harmalol ; harman ; Harmine - analogs & derivatives ; Harmine - chemistry ; Harmine - metabolism ; Magnetic Resonance Spectroscopy ; Medical sciences ; metabolites ; microbial ; Molecular Structure ; NMR ; Pharmacognosy. Homeopathy. Health food ; Pharmacokinetics. Pharmacogenetics. Drug-receptor interactions ; Pharmacology. Drug treatments ; Rhodotorula - metabolism</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2003, Vol.51(6), pp.646-648</ispartof><rights>2003 The Pharmaceutical Society of Japan</rights><rights>2003 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2003</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c691t-7566bae9d4399818a1e26955da5ce31fdab7b204e6220bd95fab32d58a75c91f3</citedby><cites>FETCH-LOGICAL-c691t-7566bae9d4399818a1e26955da5ce31fdab7b204e6220bd95fab32d58a75c91f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14993176$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12808240$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Herath, Wimal</creatorcontrib><creatorcontrib>Mikell, Julie Rakel</creatorcontrib><creatorcontrib>Ferreira, Daneel</creatorcontrib><creatorcontrib>Khan, Ikhlas Ahmad</creatorcontrib><creatorcontrib>Research Institute of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>School of Pharmacy</creatorcontrib><creatorcontrib>The University of Mississippi University</creatorcontrib><creatorcontrib>bDepartment of Pharmacognosy</creatorcontrib><creatorcontrib>aNational Center of Natural Products Research</creatorcontrib><title>Microbial Metabolites of Harman Alkaloids</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Several microorganisms showed the ability to transform the harman alkaloids, harmaline (1), harmalol (2) and harman (5). Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoethyl)-7-hydroxyindole (4), respectively. Harman (5) was biotransformed by Cunninghamella echinulata NRRL 3655 into 6-hydroxyharman (6) and harman-2-oxide (7).</description><subject>Biological and medical sciences</subject><subject>Biotransformation</subject><subject>Cunninghamella - metabolism</subject><subject>General pharmacology</subject><subject>harmaline</subject><subject>Harmaline - analogs & derivatives</subject><subject>Harmaline - metabolism</subject><subject>harmalol</subject><subject>harman</subject><subject>Harmine - analogs & derivatives</subject><subject>Harmine - chemistry</subject><subject>Harmine - metabolism</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>metabolites</subject><subject>microbial</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacokinetics. Pharmacogenetics. Drug-receptor interactions</subject><subject>Pharmacology. Drug treatments</subject><subject>Rhodotorula - metabolism</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkM1uEzEURi1ERUNhwwOgSKgLkCZc_9srVFXQIrXqBtbWtcdDHSYzwZ4sePt6NFGy8V34-NzPHyEfKGwoE-Zr2PuNpBsl1CuyolzoRjLGX5MVANiGccUvydtStgBMguZvyCVlBgwTsCKfH1PIo0_Yrx_jhH7s0xTLeuzW95h3OKxv-r_Yj6kt78hFh32J74_zivz-8f3X7X3z8HT38_bmoQnK0qnRUimP0baCW2uoQRqZslK2KEPktGvRa89ARMUY-NbKDj1nrTSoZbC041fk0-Ld5_HfIZbJbcdDHupKR4UCPv9NVOrLQtX0peTYuX1OO8z_HQU3t-JqK05SV1up8Mej8uB3sT2jxxoqcH0EsATsu4xDSOXMCWs51bPobuGqJVVwHPo0xHPAUHR4jrvkGAB3AJKCqkM7qDHmw1DQ1BpTTd8W07ZM-CeeVmGeUujjKf1yzK9PN8-YXRz4C5HTlQM</recordid><startdate>2003</startdate><enddate>2003</enddate><creator>Herath, Wimal</creator><creator>Mikell, Julie Rakel</creator><creator>Ferreira, Daneel</creator><creator>Khan, Ikhlas Ahmad</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>2003</creationdate><title>Microbial Metabolites of Harman Alkaloids</title><author>Herath, Wimal ; Mikell, Julie Rakel ; Ferreira, Daneel ; Khan, Ikhlas Ahmad</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c691t-7566bae9d4399818a1e26955da5ce31fdab7b204e6220bd95fab32d58a75c91f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Biological and medical sciences</topic><topic>Biotransformation</topic><topic>Cunninghamella - metabolism</topic><topic>General pharmacology</topic><topic>harmaline</topic><topic>Harmaline - analogs & derivatives</topic><topic>Harmaline - metabolism</topic><topic>harmalol</topic><topic>harman</topic><topic>Harmine - analogs & derivatives</topic><topic>Harmine - chemistry</topic><topic>Harmine - metabolism</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>metabolites</topic><topic>microbial</topic><topic>Molecular Structure</topic><topic>NMR</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacokinetics. Pharmacogenetics. Drug-receptor interactions</topic><topic>Pharmacology. Drug treatments</topic><topic>Rhodotorula - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Herath, Wimal</creatorcontrib><creatorcontrib>Mikell, Julie Rakel</creatorcontrib><creatorcontrib>Ferreira, Daneel</creatorcontrib><creatorcontrib>Khan, Ikhlas Ahmad</creatorcontrib><creatorcontrib>Research Institute of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>School of Pharmacy</creatorcontrib><creatorcontrib>The University of Mississippi University</creatorcontrib><creatorcontrib>bDepartment of Pharmacognosy</creatorcontrib><creatorcontrib>aNational Center of Natural Products Research</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Herath, Wimal</au><au>Mikell, Julie Rakel</au><au>Ferreira, Daneel</au><au>Khan, Ikhlas Ahmad</au><aucorp>Research Institute of Pharmaceutical Sciences</aucorp><aucorp>School of Pharmacy</aucorp><aucorp>The University of Mississippi University</aucorp><aucorp>bDepartment of Pharmacognosy</aucorp><aucorp>aNational Center of Natural Products Research</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microbial Metabolites of Harman Alkaloids</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2003</date><risdate>2003</risdate><volume>51</volume><issue>6</issue><spage>646</spage><epage>648</epage><pages>646-648</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Several microorganisms showed the ability to transform the harman alkaloids, harmaline (1), harmalol (2) and harman (5). Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoethyl)-7-hydroxyindole (4), respectively. Harman (5) was biotransformed by Cunninghamella echinulata NRRL 3655 into 6-hydroxyharman (6) and harman-2-oxide (7).</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>12808240</pmid><doi>10.1248/cpb.51.646</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Biological and medical sciences Biotransformation Cunninghamella - metabolism General pharmacology harmaline Harmaline - analogs & derivatives Harmaline - metabolism harmalol harman Harmine - analogs & derivatives Harmine - chemistry Harmine - metabolism Magnetic Resonance Spectroscopy Medical sciences metabolites microbial Molecular Structure NMR Pharmacognosy. Homeopathy. Health food Pharmacokinetics. Pharmacogenetics. Drug-receptor interactions Pharmacology. Drug treatments Rhodotorula - metabolism |
| title | Microbial Metabolites of Harman Alkaloids |
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