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The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)

Australia’s endemic desert shrubs are commonly aromatic, with chemically diverse terpenes and phenylpropanoids in their headspace profiles. Species from the genus Eremophila (Scrophulariaceae ex. Myoporaceae) are the most common, with 215 recognised taxa and many more that have not yet been describe...

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Autores principales: Sadgrove, Nicholas J., Padilla-González, Guillermo F., Green, Alison, Langat, Moses K., Mas-Claret, Eduard, Lyddiard, Dane, Klepp, Julian, Legendre, Sarah V. A.-M., Greatrex, Ben W., Jones, Graham L., Ramli, Iskandar M., Leuner, Olga, Fernandez-Cusimamani, Eloy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8073941/
https://www.ncbi.nlm.nih.gov/pubmed/33923613
http://dx.doi.org/10.3390/plants10040785
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author Sadgrove, Nicholas J.
Padilla-González, Guillermo F.
Green, Alison
Langat, Moses K.
Mas-Claret, Eduard
Lyddiard, Dane
Klepp, Julian
Legendre, Sarah V. A.-M.
Greatrex, Ben W.
Jones, Graham L.
Ramli, Iskandar M.
Leuner, Olga
Fernandez-Cusimamani, Eloy
author_facet Sadgrove, Nicholas J.
Padilla-González, Guillermo F.
Green, Alison
Langat, Moses K.
Mas-Claret, Eduard
Lyddiard, Dane
Klepp, Julian
Legendre, Sarah V. A.-M.
Greatrex, Ben W.
Jones, Graham L.
Ramli, Iskandar M.
Leuner, Olga
Fernandez-Cusimamani, Eloy
author_sort Sadgrove, Nicholas J.
collection PubMed
description Australia’s endemic desert shrubs are commonly aromatic, with chemically diverse terpenes and phenylpropanoids in their headspace profiles. Species from the genus Eremophila (Scrophulariaceae ex. Myoporaceae) are the most common, with 215 recognised taxa and many more that have not yet been described, widely spread across the arid parts of the Australian continent. Over the years, our research team has collected multiple specimens as part of a survey to investigate the chemical diversity of the genus and create leads for further scientific enquiry. In the current study, the diversity of volatile compounds is studied using hydrodistilled essential oils and leaf solvent extracts from 30 taxa. Several rare terpenes and iridoids were detected in chemical profiles widely across the genus, and three previously undescribed sesquiterpenes were isolated and are assigned by 2D NMR—E-11(12)-dehydroisodendrolasin, Z-11-hydroxyisodendrolasin and 10-hydroxydihydro-α-humulene acetate. Multiple sampling from Eremophila longifolia, Eremophila arbuscular, Eremophila latrobei, Eremophila deserti, Eremophila sturtii, Eremophila oppositifolia and Eremophila alternifolia coneys that species in Eremophila are highly chemovariable. However, taxa are generally grouped according to the expression of (1) furanosesquiterpenes, (2) iridoids or oxides, (3) mixtures of 1 and 2, (4) phenylpropanoids, (5) non-furanoid terpenes, (6) mixtures of 4 and 5, and less commonly (7) mixtures of 1 and 5. Furthermore, GC–MS analysis of solvent-extracted leaves taken from cultivated specimens conveys that many heavier ‘volatiles’ with lower vapour pressure are not detected in hydrodistilled essential oils and have therefore been neglected in past chemical studies. Hence, our data reiterate that chemical studies of the genus Eremophila will continue to describe new metabolites and that taxon determination has limited predictive value for the chemical composition.
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spelling pubmed-80739412021-04-27 The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae) Sadgrove, Nicholas J. Padilla-González, Guillermo F. Green, Alison Langat, Moses K. Mas-Claret, Eduard Lyddiard, Dane Klepp, Julian Legendre, Sarah V. A.-M. Greatrex, Ben W. Jones, Graham L. Ramli, Iskandar M. Leuner, Olga Fernandez-Cusimamani, Eloy Plants (Basel) Article Australia’s endemic desert shrubs are commonly aromatic, with chemically diverse terpenes and phenylpropanoids in their headspace profiles. Species from the genus Eremophila (Scrophulariaceae ex. Myoporaceae) are the most common, with 215 recognised taxa and many more that have not yet been described, widely spread across the arid parts of the Australian continent. Over the years, our research team has collected multiple specimens as part of a survey to investigate the chemical diversity of the genus and create leads for further scientific enquiry. In the current study, the diversity of volatile compounds is studied using hydrodistilled essential oils and leaf solvent extracts from 30 taxa. Several rare terpenes and iridoids were detected in chemical profiles widely across the genus, and three previously undescribed sesquiterpenes were isolated and are assigned by 2D NMR—E-11(12)-dehydroisodendrolasin, Z-11-hydroxyisodendrolasin and 10-hydroxydihydro-α-humulene acetate. Multiple sampling from Eremophila longifolia, Eremophila arbuscular, Eremophila latrobei, Eremophila deserti, Eremophila sturtii, Eremophila oppositifolia and Eremophila alternifolia coneys that species in Eremophila are highly chemovariable. However, taxa are generally grouped according to the expression of (1) furanosesquiterpenes, (2) iridoids or oxides, (3) mixtures of 1 and 2, (4) phenylpropanoids, (5) non-furanoid terpenes, (6) mixtures of 4 and 5, and less commonly (7) mixtures of 1 and 5. Furthermore, GC–MS analysis of solvent-extracted leaves taken from cultivated specimens conveys that many heavier ‘volatiles’ with lower vapour pressure are not detected in hydrodistilled essential oils and have therefore been neglected in past chemical studies. Hence, our data reiterate that chemical studies of the genus Eremophila will continue to describe new metabolites and that taxon determination has limited predictive value for the chemical composition. MDPI 2021-04-16 /pmc/articles/PMC8073941/ /pubmed/33923613 http://dx.doi.org/10.3390/plants10040785 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sadgrove, Nicholas J.
Padilla-González, Guillermo F.
Green, Alison
Langat, Moses K.
Mas-Claret, Eduard
Lyddiard, Dane
Klepp, Julian
Legendre, Sarah V. A.-M.
Greatrex, Ben W.
Jones, Graham L.
Ramli, Iskandar M.
Leuner, Olga
Fernandez-Cusimamani, Eloy
The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title_full The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title_fullStr The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title_full_unstemmed The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title_short The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)
title_sort diversity of volatile compounds in australia’s semi-desert genus eremophila (scrophulariaceae)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8073941/
https://www.ncbi.nlm.nih.gov/pubmed/33923613
http://dx.doi.org/10.3390/plants10040785
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