Intraspecific variation in essential oil composition of Eremophila longifolia F. Muell. (Myoporaceae): Evidence for three chemotypes

Smith, John Grieve; Tucker, David J.; Alter, Daniel; Watson, Kenneth; Jones, Graham P.

doi:10.1016/j.phytochem.2010.06.006

Cited by 15 publications

(18 citation statements)

References 22 publications

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“…In conjunction with reports of another chemotype in the Northern Territory, identified by Barr [100], with a monoterpenoid character predominantly made up of α-pinene (2) and limonene (3), it is surprising that the initiatives to implement a commercial crop of E. longifolia for essential oil production, are to an extent still compromised by claims that the species in general yields the potentially harmful safrole (14)/methyl eugenol (15) [114] identified three other essential oil chemotypes, occurring in New South Wales. One of these chemotypes produces a particularly high yield of a monoterpene ketone dominated essential oil (isomenthone (41)/menthone (39); CT.A) that shows considerable promise on a commercial level, given the high oil yield and localised abundance (Table 3).…”

Section: Recent Innovation In Australian Essential Oilsmentioning

confidence: 99%

“…This isomenthone (41)/menthone (39) rich oil (CT.A) is hydrodistilled to produce a yield ranging from 3% to 8% w/w of fresh leaves. The other two chemotypes firstly included CT.B, made up predominantly of karahanaenone (42), and secondly CT.C, made up predominantly of monoterpenes, such as α-pinene (2), limonene (3), α-terpinolene and significant amounts of borneol (18) [114].…”

Section: Recent Innovation In Australian Essential Oilsmentioning

confidence: 99%

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A Contemporary Introduction to Essential Oils: Chemistry, Bioactivity and Prospects for Australian Agriculture

2015

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This review is a comprehensive introduction to pertinent aspects of the extraction methodology, chemistry, analysis and pharmacology of essential oils, whilst providing a background of general organic chemistry concepts to readers from non-chemistry oriented backgrounds. Furthermore, it describes the historical aspects of essential oil research whilst exploring contentious issues of terminology. This follows with an examination of essential oil producing plants in the Australian context with particular attention to Aboriginal custom use, historical successes and contemporary commercial prospects. Due to the harsh dry environment of the Australian landmass, particularly to the cyclical climatic variation attendant upon repeated glaciation/post-glaciation cycles, the arid regions have evolved a rich assortment of unique endemic essential oil yielding plants. Though some of these aromatic plants (particularly myrtaceous species) have given birth to commercially valuable industries, much remains to be discovered. Given the market potential, it is likely that recent discoveries in our laboratory and elsewhere will lead to new product development. This review concludes with an emphasis on the use of chemotaxonomy in selection of commercially viable cultivar chemotypes from the Australian continent. Finally, drawing largely from our own results we propose a list of Australian endemic species with novel commercial potential. OPEN ACCESSAgriculture 2015, 5 49

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Section: Recent Innovation In Australian Essential Oilsmentioning

confidence: 99%

Section: Recent Innovation In Australian Essential Oilsmentioning

confidence: 99%

A Contemporary Introduction to Essential Oils: Chemistry, Bioactivity and Prospects for Australian Agriculture

2015

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“…This was also the case when Smith characterized EOs from chemotypes in New South Wales (NSW). Smith identified three main novel chemotypes and categorized them alphabetically as types A, B and C . The type A chemotype produced an oil yield ranging from 3 to 6% g/g fresh leaves and had isomenthone (61–87%), menthone (9–23%) and α ‐terpineol (8–11%) as the major constituents.…”

Section: Introductionmentioning

confidence: 99%

“…The type C chemotype yielded EO ranging from 0 to 0.4% g/g fresh leaves. Its oil consisted of borneol (31%), fenchol (19.7%), limonene (9.9%) and sabinene (5%) …”

Section: Introductionmentioning

confidence: 99%

Characterization and bioactivity of essential oils from novel chemotypes of Eremophila longifolia (F. Muell) (Myoporaceae): a highly valued traditional Australian medicine

et al. 2011

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Leaf specimens of Eremophila longifolia were collected from western New South Wales, Australia. Essential oils were extracted using hydro-distillation. Characterizations using GC-MS and GC-FID were consistent with those reported in previous work, but demonstrated greater chemo-variability. Antimicrobial activity from disc diffusions and broth dilutions indicated that oils dominated by hydrocarbon monoterpenes and monoterpenols had moderate antimicrobial activity for both Gram-positive and Gram-negative bacteria, including Staphylococcus aureus and S. epidermidis. Oils dominated by ketones demonstrated less activity but showed substantially greater yields in wet-weight leaves. Bioautography revealed the most active constituents to be related to the most abundant -karahanaenone and menthone -but active constituents also included D-limonene, borneol, sabinene, terpinolene and α-terpineol. Antifungal capacity for Trichophyton interdigitalis, rubrum and mentagrophytes was determined using an agar transplant method. Results indicated very high activity from oils rich in borneol and also for oils that were distilled from leaves accidentally burnt or partially pyrolysed during hydrodistillation. This serendipitous observation may have relevance given the traditional manner of use in smoking ceremonies. Free radical scavenging was determined using the DPPH method in methanol and antioxidant capacity with the FRAP assay. Results indicated that oils dominated by monoterpenols had moderate ability, but became very high when the oils were partially pyrolysed.

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“…The volatile oil of E. longifolia leaves contained at least 33 compounds, of which isomenthone, menthone, a-terpineol, and piperitone were the major monoterpenes [12]. On the other hand, a detailed investigation of the wood, leaf, branch, and root oils of E. mitchellii revealed the presence of eremophilanes, a rare class of biologically active, bicyclic sesquiterpenoids.…”

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Volatile Oils from the Aerial Parts of Eremophila maculata and Their Antimicrobial Activity

Youssef

Hamoud

Ashour

et al. 2014

Chemistry & Biodiversity

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The essential oils isolated from the fresh flowers, fresh leaves, and both fresh and air-dried stems of Eremophila maculata (Scrophulariaceae) were characterized by GC-FID and GC/MS analyses. Sabinene was the major component in most of the oils, followed by limonene, α-pinene, benzaldehyde, (Z)-β-ocimene, and spathulenol. The leaf and flower essential oils showed antibacterial and antifungal activity against five Gram-positive and four Gram-negative bacterial strains, multi-resistant clinical isolates from patients, i.e., methicillin-resistant Staphylococcus aureus (MRSA), as well as two yeasts. Minimum inhibitory concentrations (MICs) and minimum microbicidal concentrations (MMCs) were between 0.25 and 4 mg/ml.

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Intraspecific variation in essential oil composition of Eremophila longifolia F. Muell. (Myoporaceae): Evidence for three chemotypes

Cited by 15 publications

References 22 publications

A Contemporary Introduction to Essential Oils: Chemistry, Bioactivity and Prospects for Australian Agriculture

A Contemporary Introduction to Essential Oils: Chemistry, Bioactivity and Prospects for Australian Agriculture

Characterization and bioactivity of essential oils from novel chemotypes of Eremophila longifolia (F. Muell) (Myoporaceae): a highly valued traditional Australian medicine

Volatile Oils from the Aerial Parts of Eremophila maculata and Their Antimicrobial Activity

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