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https://hdl.handle.net/1959.11/29370
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DC Field | Value | Language |
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dc.contributor.author | Sadgrove, Nicholas J | en |
dc.contributor.author | Senbill, Haytham | en |
dc.contributor.author | Van Wyk, Ben-Erik | en |
dc.contributor.author | Greatrex, Ben W | en |
dc.date.accessioned | 2020-09-02T04:16:08Z | - |
dc.date.available | 2020-09-02T04:16:08Z | - |
dc.date.issued | 2020-04-11 | - |
dc.identifier.citation | Antibiotics, 9(4), p. 1-16 | en |
dc.identifier.issn | 2079-6382 | en |
dc.identifier.uri | https://hdl.handle.net/1959.11/29370 | - |
dc.description.abstract | In spite of the evidence for antimicrobial and acaricidal effects in ethnobotanical reports of <i>Callitris</i> and <i>Widdringtonia</i>, the diterpene acids from <i>Widdringtonia</i> have never been described and no comparison to the Australian clade sister genus <i>Callitris</i> has been made. The critically endangered South African Clanwilliam cedar, <i>Widdringtonia wallichii (syn. W. cedarbergensis)</i>, of the Cederberg Mountains was once prized for its enduring fragrant timbers and an essential oil that gives an aroma comparable to better known Mediterranean cedars, predominantly comprised by widdrol, cedrol, and thujopsene. In South Africa, two other 'cedars' are known, which are called <i>W. nodiflora</i> and <i>W. schwarzii</i>, but, until now, their chemical similarity to <i>W. wallichii</i> has not been investigated. Much like <i>Widdringtonia, Callitris</i> was once prized for its termite resistant timbers and an 'earthy' essential oil, but predominantly guaiol. The current study demonstrates that the essential oils were similar across all three species of <i>Widdringtonia</i> and two known non-volatile diterpene acids were identified in leaves: the pimaradiene sandaracopimaric acid (<b>1</b>) and the labdane Z-communic acid (<b>2</b>) with a lower yield of the <i>E</i>-isomer (<b>3</b>). Additionally, in the leaves of the three species, the structures of five new antimicrobial labdanes were assigned: 12-hydroxy-8<i>R</i>,17-epoxy-isocommunic acid (<b>4</b>), 8<i>S</i>-formyl-isocommunic acid (<b>5</b>), 8<i>R</i>,17-epoxy-isocommunic acid (<b>6</b>), 8<i>R</i>-17R-epoxy-<i>E</i>-communic acid (<b>7</b>), and 8R-17-epoxy-<i>E</i>-communic acid (<b>8</b>). Australian <i>Callitris columellaris (syn. C. glaucophylla)</i> also produced <b>1</b> and its isomer isopimaric acid, pisiferal (<b>9</b>), and pisiferic acid (<b>10</b>) from its leaves. <i>Callitris endlicheri</i> (Parl.) F.M.Bailey yielded isoozic acid (<b>11</b>) as the only major diterpene. Diterpenes <b>4-6</b>, pisiferic acid (<b>10</b>), spathulenol, and guaiol (<b>12</b>) demonstrated antimicrobial and acaricidal activity. | en |
dc.language | en | en |
dc.publisher | MDPI AG | en |
dc.relation.ispartof | Antibiotics | en |
dc.rights | Attribution 4.0 International | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.title | New Labdanes with Antimicrobial and Acaricidal Activity: Terpenes of Callitris and Widdringtonia (Cupressaceae) | en |
dc.type | Journal Article | en |
dc.identifier.doi | 10.3390/antibiotics9040173 | en |
dc.identifier.pmid | 32290471 | en |
dcterms.accessRights | UNE Green | en |
local.contributor.firstname | Nicholas J | en |
local.contributor.firstname | Haytham | en |
local.contributor.firstname | Ben-Erik | en |
local.contributor.firstname | Ben W | en |
local.subject.for2008 | 060310 Plant Systematics and Taxonomy | en |
local.subject.for2008 | 030502 Natural Products Chemistry | en |
local.subject.seo2008 | 970103 Expanding Knowledge in the Chemical Sciences | en |
local.subject.seo2008 | 970106 Expanding Knowledge in the Biological Sciences | en |
local.profile.school | School of Rural Medicine | en |
local.profile.school | School of Rural Medicine | en |
local.profile.email | nsadgro2@une.edu.au | en |
local.profile.email | haytham.senbill@alexu.edu.eg | en |
local.profile.email | bevanwyk@uj.ac.za | en |
local.profile.email | bgreatre@une.edu.au | en |
local.output.category | C1 | en |
local.record.place | au | en |
local.record.institution | University of New England | en |
local.publisher.place | Switzerland | en |
local.identifier.runningnumber | 173 | en |
local.format.startpage | 1 | en |
local.format.endpage | 16 | en |
local.identifier.scopusid | 85083570145 | en |
local.peerreviewed | Yes | en |
local.identifier.volume | 9 | en |
local.identifier.issue | 4 | en |
local.title.subtitle | Terpenes of Callitris and Widdringtonia (Cupressaceae) | en |
local.access.fulltext | Yes | en |
local.contributor.lastname | Sadgrove | en |
local.contributor.lastname | Senbill | en |
local.contributor.lastname | Van Wyk | en |
local.contributor.lastname | Greatrex | en |
dc.identifier.staff | une-id:nsadgro2 | en |
dc.identifier.staff | une-id:bgreatre | en |
local.profile.orcid | 0000-0002-0356-4966 | en |
local.profile.role | author | en |
local.profile.role | author | en |
local.profile.role | author | en |
local.profile.role | author | en |
local.identifier.unepublicationid | une:1959.11/29370 | en |
dc.identifier.academiclevel | Academic | en |
dc.identifier.academiclevel | Academic | en |
dc.identifier.academiclevel | Academic | en |
dc.identifier.academiclevel | Academic | en |
local.title.maintitle | New Labdanes with Antimicrobial and Acaricidal Activity | en |
local.relation.fundingsourcenote | National Research Foundation of South Africa (grant #8442) | en |
local.output.categorydescription | C1 Refereed Article in a Scholarly Journal | en |
local.search.author | Sadgrove, Nicholas J | en |
local.search.author | Senbill, Haytham | en |
local.search.author | Van Wyk, Ben-Erik | en |
local.search.author | Greatrex, Ben W | en |
local.open.fileurl | https://rune.une.edu.au/web/retrieve/2213e629-74bd-454d-8ed8-58bb3d151608 | en |
local.uneassociation | Yes | en |
local.atsiresearch | No | en |
local.sensitive.cultural | No | en |
local.identifier.wosid | 000537218600046 | en |
local.year.published | 2020 | en |
local.fileurl.open | https://rune.une.edu.au/web/retrieve/2213e629-74bd-454d-8ed8-58bb3d151608 | en |
local.fileurl.openpublished | https://rune.une.edu.au/web/retrieve/2213e629-74bd-454d-8ed8-58bb3d151608 | en |
local.subject.for2020 | 310411 Plant and fungus systematics and taxonomy | en |
local.subject.seo2020 | 280105 Expanding knowledge in the chemical sciences | en |
local.subject.seo2020 | 280102 Expanding knowledge in the biological sciences | en |
dc.notification.token | 7aa1d554-58cf-4277-917c-0cf25e327c24 | en |
Appears in Collections: | Journal Article School of Rural Medicine |
Files in This Item:
File | Description | Size | Format | |
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openpublished/NewSadgroveGreatrex2020JournalArticle.pdf | Published version | 1.57 MB | Adobe PDF Download Adobe | View/Open |
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