Germacradienols in the essential oils of the Myrtaceae

Cornwell, Charles P.; Reddy, N. Venkata; Leach, D. L.; Wyllie, S. Grant

doi:10.1002/ffj.991

Cited by 20 publications

(20 citation statements)

References 22 publications

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“…This result is consistent with the finding that 3 is not detected in hydro-distillated oil samples from Kunzea leaves, but can be detected when gentle solvent extraction is used [39]. …”

Section: Comparison Of Spme Fibers Using Tgtps2-kunzeaol Synthasesupporting

confidence: 92%

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Optimization of Biochemical Screening Methods for Volatile and Unstable Sesquiterpenoids Using HS-SPME-GC-MS

2015

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HS-SPME-GC-MS has been suggested as a fast and robust analytical platform for the product characterization of sesquiterpene synthases. The choice of fiber and injection temperature can have a significant effect on the observed product profile, due to the chemical rearrangements that can occur on the fiber material. Here we present a systematic study on the effects of fiber choice and injection port temperature on the observed sesquiterpenoid profile of four sesquiterpene synthases expressed in Nicotiana benthamiana. We found that the absorbent material PDMS was much less likely to support acid-induced rearrangement of sesquiterpenoids when compared to the adsorbent materials PDMS/DVB, PDMS/CAR, and PDMS/CAR/DVB. Furthermore, utilizing an injection port temperature at 160 °C almost eliminated the inherent thermal instability of germacrene sesquiterpenoids. Thus, for fast screening of sesquiterpene synthases, the results suggest that PDMS fibers and an injection temperature of 160 °C provide a fast and reproducible HS-SPME GC-MS method when using H2 as carrier gas.

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“…This result is consistent with the finding that 3 is not detected in hydro-distillated oil samples from Kunzea leaves, but can be detected when gentle solvent extraction is used [39]. …”

Section: Comparison Of Spme Fibers Using Tgtps2-kunzeaol Synthasesupporting

confidence: 92%

“…In that study, TgTPS2 expressing S. cerevisiae was grown in un-buffered media, resulting in a pH drop to 3 after 84 h [7]. Under these conditions, 3 was found to undergo acid-induced rearrangement to 5, α-cadinol and τ-muurolol, with δ-cadinene being the major product [39].…”

Section: Comparison Of Spme Fibers Using Tgtps2-kunzeaol Synthasementioning

confidence: 99%

Optimization of Biochemical Screening Methods for Volatile and Unstable Sesquiterpenoids Using HS-SPME-GC-MS

2015

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“…The essential oil from the root of Angelica archangelica was used as a standard to test the resolution of the (1) and (2) enantiomers of d-cadinene by chiral GC (Davis et al, 1996;Cornwell et al, 2001). NMR spectra were recorded on a Varian Inova 500 instrument with a 1 H nanoprobe and 1 H 5-mm indirect-detection pulsed-field gradient probe at 500 MHz using CDCl 3 solvent and reference for 1 H and double-quantumfiltered correlation spectroscopy.…”

mentioning

confidence: 99%

Antisense Suppression of a (+)-δ-Cadinene Synthase Gene in Cotton Prevents the Induction of This Defense Response Gene during Bacterial Blight Infection But Not Its Constitutive Expression

et al. 2005

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In cotton (Gossypium hirsutum) the enzyme (1)-d-cadinene synthase (CDNS) catalyzes the first committed step in the biosynthesis of cadinane-type sesquiterpenes, such as gossypol, that provide constitutive and inducible protection against pests and diseases. A cotton cDNA clone encoding CDNS (cdn1-C4) was isolated from developing embryos and functionally characterized. Southern analysis showed that CDNS genes belong to a large multigene family, of which five genomic clones were studied, including three pseudogenes and one gene that may represent another subfamily of CDNS. CDNS expression was shown to be induced in cotton infected with either the bacterial blight or verticillium wilt pathogens. Constructs for the constitutive or seed-specific antisense suppression of cdn1-C4 were introduced into cotton by Agrobacterium-mediated transformation. Gossypol levels were not reduced in the seeds of transformants with either construct, nor was the induction of CDNS expression affected in stems of the constitutive antisense plants infected with Verticillium dahliae Kleb. However, the induction of CDNS mRNA and protein in response to bacterial blight infection of cotyledons was completely blocked in the constitutive antisense plants. These results suggest that cdn1-C4 may be involved specifically in the bacterial blight response and that the CDNS multigene family comprises a complex set of genes differing in their temporal and spatial regulation and responsible for different branches of the cotton sesquiterpene pathway.

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“…To our knowledge, this is the first time kunzeaol has been detected in the Family Lamiaceae; it was identified by comparing its MS and RI with those of an authentic extract sample of Australian Corymbia maculata (Myrtaceae). 14 The present study is the only one in which O. dayi clones have been examined. In a previous study, 15 O. dayi seeds, obtained from the Jerusalem Botanical Gardens and grown in an experimental garden in S. Ontario, Canada, were examined.…”

Section: Resultsmentioning

confidence: 98%

Essential oil compounds of Origanum dayi Post

Dudai

Larkov

Chaimovitsh

et al. 2003

Flavour & Fragrance J

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The essential oils of five selected clones of Origanum dayi Post were obtained using two techniques, hydrodistillation and tert-butyl methyl ether extraction. Hydrodistillation of the whole plant yielded essential oil amounting to 2.4-2.8% of the fresh weight. A total of 50 volatile constituents of the oil were identified, of which the major ones were 1,8-cineole, α-terpineol, (E)-sabinene hydrate, (E)-sabinene hydrate acetate, terpinen-4-ol and linalyl acetate. The composition of the volatiles obtained by hydrodistillation and by extraction differed mainly in the higher contents of terpinen-4-ol (5.7-14.5%) and α-terpineol (18.3-25.8%) in the distilled oil than in the extract (1.9-4.0% and 10.5-16.8%, respectively), but the former had less (E)-sabinene hydrate acetate (traces-0.2%) than the latter (6.3-13.8%). Extraction of young and old leaves, young and old stems, bracts, calices and corollas revealed differences among the various plant parts in their volatile contents and compositions.

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Germacradienols in the essential oils of the Myrtaceae

Cited by 20 publications

References 22 publications

Optimization of Biochemical Screening Methods for Volatile and Unstable Sesquiterpenoids Using HS-SPME-GC-MS

Optimization of Biochemical Screening Methods for Volatile and Unstable Sesquiterpenoids Using HS-SPME-GC-MS

Antisense Suppression of a (+)-δ-Cadinene Synthase Gene in Cotton Prevents the Induction of This Defense Response Gene during Bacterial Blight Infection But Not Its Constitutive Expression

Essential oil compounds of Origanum dayi Post

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