Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium
Seasonal variation of triketones and cluster analysis of terpenoid, phenyl propanoid and triketone regional chemotypes are described. The triketone chemotype of manuka, Leptospermum scoparium (Myrtaceae), is commercially important because of its antimicrobial activity. Oils from 36 individual plants...
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Veröffentlicht in: | Phytochemistry (Oxford) 2004-05, Vol.65 (9), p.1255-1264 |
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creator | Douglas, Malcolm H. van Klink, John W. Smallfield, Bruce M. Perry, Nigel B. Anderson, Rosemary E. Johnstone, Peter Weavers, Rex T. |
description | Seasonal variation of triketones and cluster analysis of terpenoid, phenyl propanoid and triketone regional chemotypes are described.
The triketone chemotype of manuka,
Leptospermum scoparium (Myrtaceae), is commercially important because of its antimicrobial activity. Oils from 36 individual plants on the East Cape of New Zealand all showed similar high triketone contents (>20% total triketones) with little seasonal variation. Analyses of oils from 261 individual manuka plants collected from 87 sites throughout New Zealand showed that the high triketone chemotype was localised on the East Cape, although oils with triketone levels up to 20% were found in the Marlborough Sounds area of the South Island. Cluster analysis revealed other chemotypes localised on other areas. Ten further chemotypes are described: α-pinene; sesquiterpene-rich with high myrcene; sesquiterpene-rich with elevated caryophyllene and humulene; sesquiterpene-rich with an unidentified sesquiterpene hydrocarbon; high geranyl acetate; sesquiterpene-rich with high γ-ylangene
+
α-copaene and elevated triketones; sesquiterpene-rich with no distinctive components; sesquiterpene-rich with high
trans-methyl cinnamate; high linalol; and sesquiterpene-rich with elevated elemene and selinene. Some of the chemotypes contained aroma compounds at relatively high levels, with a geranyl acetate-rich oil being most notable. Possible origins for this complex array of chemotypes are proposed. |
doi_str_mv | 10.1016/j.phytochem.2004.03.019 |
format | Article |
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The triketone chemotype of manuka,
Leptospermum scoparium (Myrtaceae), is commercially important because of its antimicrobial activity. Oils from 36 individual plants on the East Cape of New Zealand all showed similar high triketone contents (>20% total triketones) with little seasonal variation. Analyses of oils from 261 individual manuka plants collected from 87 sites throughout New Zealand showed that the high triketone chemotype was localised on the East Cape, although oils with triketone levels up to 20% were found in the Marlborough Sounds area of the South Island. Cluster analysis revealed other chemotypes localised on other areas. Ten further chemotypes are described: α-pinene; sesquiterpene-rich with high myrcene; sesquiterpene-rich with elevated caryophyllene and humulene; sesquiterpene-rich with an unidentified sesquiterpene hydrocarbon; high geranyl acetate; sesquiterpene-rich with high γ-ylangene
+
α-copaene and elevated triketones; sesquiterpene-rich with no distinctive components; sesquiterpene-rich with high
trans-methyl cinnamate; high linalol; and sesquiterpene-rich with elevated elemene and selinene. Some of the chemotypes contained aroma compounds at relatively high levels, with a geranyl acetate-rich oil being most notable. Possible origins for this complex array of chemotypes are proposed.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2004.03.019</identifier><identifier>PMID: 15184010</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Biological and medical sciences ; Chemotype ; Chromatography, Gas ; Cluster Analysis ; Ecosystem ; Essential oil ; Fundamental and applied biological sciences. Psychology ; Geranyl acetate ; Ketones - chemistry ; Ketones - isolation & purification ; Leptospermum - chemistry ; Leptospermum scoparium ; Manuka ; Methyl cinnamate ; Monoterpenes ; Myrtaceae ; New Zealand ; Oils, Volatile - chemistry ; Oils, Volatile - isolation & purification ; Plant cytology, morphology, systematics, chorology and evolution ; Sesquiterpenes ; Spermatophyta ; Systematics (diagnosis, chromosome numbers) ; Terpenes - chemistry ; Terpenes - isolation & purification ; Triketones</subject><ispartof>Phytochemistry (Oxford), 2004-05, Vol.65 (9), p.1255-1264</ispartof><rights>2004 Elsevier Ltd</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c428t-14b53a3fecf9eca3cf01f302f7b2c027b222b159b76d1018a44bd833409593033</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942204001116$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3536,27903,27904,65309</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15854961$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15184010$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Douglas, Malcolm H.</creatorcontrib><creatorcontrib>van Klink, John W.</creatorcontrib><creatorcontrib>Smallfield, Bruce M.</creatorcontrib><creatorcontrib>Perry, Nigel B.</creatorcontrib><creatorcontrib>Anderson, Rosemary E.</creatorcontrib><creatorcontrib>Johnstone, Peter</creatorcontrib><creatorcontrib>Weavers, Rex T.</creatorcontrib><title>Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Seasonal variation of triketones and cluster analysis of terpenoid, phenyl propanoid and triketone regional chemotypes are described.
The triketone chemotype of manuka,
Leptospermum scoparium (Myrtaceae), is commercially important because of its antimicrobial activity. Oils from 36 individual plants on the East Cape of New Zealand all showed similar high triketone contents (>20% total triketones) with little seasonal variation. Analyses of oils from 261 individual manuka plants collected from 87 sites throughout New Zealand showed that the high triketone chemotype was localised on the East Cape, although oils with triketone levels up to 20% were found in the Marlborough Sounds area of the South Island. Cluster analysis revealed other chemotypes localised on other areas. Ten further chemotypes are described: α-pinene; sesquiterpene-rich with high myrcene; sesquiterpene-rich with elevated caryophyllene and humulene; sesquiterpene-rich with an unidentified sesquiterpene hydrocarbon; high geranyl acetate; sesquiterpene-rich with high γ-ylangene
+
α-copaene and elevated triketones; sesquiterpene-rich with no distinctive components; sesquiterpene-rich with high
trans-methyl cinnamate; high linalol; and sesquiterpene-rich with elevated elemene and selinene. Some of the chemotypes contained aroma compounds at relatively high levels, with a geranyl acetate-rich oil being most notable. Possible origins for this complex array of chemotypes are proposed.</description><subject>Biological and medical sciences</subject><subject>Chemotype</subject><subject>Chromatography, Gas</subject><subject>Cluster Analysis</subject><subject>Ecosystem</subject><subject>Essential oil</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Geranyl acetate</subject><subject>Ketones - chemistry</subject><subject>Ketones - isolation & purification</subject><subject>Leptospermum - chemistry</subject><subject>Leptospermum scoparium</subject><subject>Manuka</subject><subject>Methyl cinnamate</subject><subject>Monoterpenes</subject><subject>Myrtaceae</subject><subject>New Zealand</subject><subject>Oils, Volatile - chemistry</subject><subject>Oils, Volatile - isolation & purification</subject><subject>Plant cytology, morphology, systematics, chorology and evolution</subject><subject>Sesquiterpenes</subject><subject>Spermatophyta</subject><subject>Systematics (diagnosis, chromosome numbers)</subject><subject>Terpenes - chemistry</subject><subject>Terpenes - isolation & purification</subject><subject>Triketones</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcmO1DAQhi0EYpqBVwBf4JZQXrJxG42GRWrBBS5cjOOU1e6J42A7oH57EnULuM2lSip9tf0_Ia8YlAxY_fZYzodTDuaAvuQAsgRRAusekR1rG1GIBuAx2QEIVnSS8yvyLKUjAFRVXT8lV6xirQQGO_LjLiWcstMjDW5M1Mbg6Wf8Tb-jHvU0UK-n5V6_ozm6e8xhQrpVQz5gpNv6kE8zJhos3eOcQ5ox-sXTZMKso1v8c_LE6jHhi0u-Jt_e3329_Vjsv3z4dHuzL4zkbS6Y7CuhhUVjOzRaGAvMCuC26bkBvkbOe1Z1fVMPqwKtlrIfWiEkdFUnQIhr8uY8d47h54IpK--SwXF9AsOSVMO6rmmAPQhyYJy39TaxOYMmhpQiWjVH53U8KQZqc0Ed1V8X1OaCAqFWF9bOl5cVS-9x-Nd3kX0FXl8AnYwebdSTcek_rq1kV2-33pw5XJX75TCqZBxOBgcX0WQ1BPfgMX8AOeuqlA</recordid><startdate>20040501</startdate><enddate>20040501</enddate><creator>Douglas, Malcolm H.</creator><creator>van Klink, John W.</creator><creator>Smallfield, Bruce M.</creator><creator>Perry, Nigel B.</creator><creator>Anderson, Rosemary E.</creator><creator>Johnstone, Peter</creator><creator>Weavers, Rex T.</creator><general>Elsevier Ltd</general><general>Elsevier</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>7QR</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20040501</creationdate><title>Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium</title><author>Douglas, Malcolm H. ; van Klink, John W. ; Smallfield, Bruce M. ; Perry, Nigel B. ; Anderson, Rosemary E. ; Johnstone, Peter ; Weavers, Rex T.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-14b53a3fecf9eca3cf01f302f7b2c027b222b159b76d1018a44bd833409593033</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Biological and medical sciences</topic><topic>Chemotype</topic><topic>Chromatography, Gas</topic><topic>Cluster Analysis</topic><topic>Ecosystem</topic><topic>Essential oil</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Geranyl acetate</topic><topic>Ketones - chemistry</topic><topic>Ketones - isolation & purification</topic><topic>Leptospermum - chemistry</topic><topic>Leptospermum scoparium</topic><topic>Manuka</topic><topic>Methyl cinnamate</topic><topic>Monoterpenes</topic><topic>Myrtaceae</topic><topic>New Zealand</topic><topic>Oils, Volatile - chemistry</topic><topic>Oils, Volatile - isolation & purification</topic><topic>Plant cytology, morphology, systematics, chorology and evolution</topic><topic>Sesquiterpenes</topic><topic>Spermatophyta</topic><topic>Systematics (diagnosis, chromosome numbers)</topic><topic>Terpenes - chemistry</topic><topic>Terpenes - isolation & purification</topic><topic>Triketones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Douglas, Malcolm H.</creatorcontrib><creatorcontrib>van Klink, John W.</creatorcontrib><creatorcontrib>Smallfield, Bruce M.</creatorcontrib><creatorcontrib>Perry, Nigel B.</creatorcontrib><creatorcontrib>Anderson, Rosemary E.</creatorcontrib><creatorcontrib>Johnstone, Peter</creatorcontrib><creatorcontrib>Weavers, Rex T.</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>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Douglas, Malcolm H.</au><au>van Klink, John W.</au><au>Smallfield, Bruce M.</au><au>Perry, Nigel B.</au><au>Anderson, Rosemary E.</au><au>Johnstone, Peter</au><au>Weavers, Rex T.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2004-05-01</date><risdate>2004</risdate><volume>65</volume><issue>9</issue><spage>1255</spage><epage>1264</epage><pages>1255-1264</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Seasonal variation of triketones and cluster analysis of terpenoid, phenyl propanoid and triketone regional chemotypes are described.
The triketone chemotype of manuka,
Leptospermum scoparium (Myrtaceae), is commercially important because of its antimicrobial activity. Oils from 36 individual plants on the East Cape of New Zealand all showed similar high triketone contents (>20% total triketones) with little seasonal variation. Analyses of oils from 261 individual manuka plants collected from 87 sites throughout New Zealand showed that the high triketone chemotype was localised on the East Cape, although oils with triketone levels up to 20% were found in the Marlborough Sounds area of the South Island. Cluster analysis revealed other chemotypes localised on other areas. Ten further chemotypes are described: α-pinene; sesquiterpene-rich with high myrcene; sesquiterpene-rich with elevated caryophyllene and humulene; sesquiterpene-rich with an unidentified sesquiterpene hydrocarbon; high geranyl acetate; sesquiterpene-rich with high γ-ylangene
+
α-copaene and elevated triketones; sesquiterpene-rich with no distinctive components; sesquiterpene-rich with high
trans-methyl cinnamate; high linalol; and sesquiterpene-rich with elevated elemene and selinene. Some of the chemotypes contained aroma compounds at relatively high levels, with a geranyl acetate-rich oil being most notable. Possible origins for this complex array of chemotypes are proposed.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>15184010</pmid><doi>10.1016/j.phytochem.2004.03.019</doi><tpages>10</tpages></addata></record> |
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subjects | Biological and medical sciences Chemotype Chromatography, Gas Cluster Analysis Ecosystem Essential oil Fundamental and applied biological sciences. Psychology Geranyl acetate Ketones - chemistry Ketones - isolation & purification Leptospermum - chemistry Leptospermum scoparium Manuka Methyl cinnamate Monoterpenes Myrtaceae New Zealand Oils, Volatile - chemistry Oils, Volatile - isolation & purification Plant cytology, morphology, systematics, chorology and evolution Sesquiterpenes Spermatophyta Systematics (diagnosis, chromosome numbers) Terpenes - chemistry Terpenes - isolation & purification Triketones |
title | Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium |
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