Evaluation of fast enantioselective multidimensional gas chromatography methods for monoterpenic compounds: Authenticity control of Australian tea tree oil

Wong, Yong Foo; West, Rachel N.; Chin, Sung‐Tong; Marriott, Philip J.

doi:10.1016/j.chroma.2015.06.036

Cited by 28 publications

(26 citation statements)

References 17 publications

(17 reference statements)

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Enantiomeric distribution has provided a powerful tool for quality and authenticity control of essential oils [68][69][70][71]. The ISO 4730:2017 (oil of Melaleuca, terpinen-4-ol type) addressed the enantiomeric distribution of (+)-terpinen-4-ol (67−71%) in authenticated TTOs [65].…”

Section: Electroantennography Responsesmentioning

confidence: 99%

“…The ISO 4730:2017 (oil of Melaleuca, terpinen-4-ol type) addressed the enantiomeric distribution of (+)-terpinen-4-ol (67−71%) in authenticated TTOs [65]. The range of authenticity for TTOs was performed using 57 genuine TTOs from Australian tea tree plantations: these genuine oils were analyzed using three different chiral columns in three different laboratories (Monash University (MU), University of Tasmania (UT), and University of Mississippi (UM)) [68][69][70][71]. Results indicated that (+)-terpinen-4-ol (67.9%−69.1% for MU; 68.9%−70.2% for UT; 62.2%−64.4% for UM) and (-)-α-terpineol (70%−78.4% for MU; (72.3%−77.3% for UT and (76.9%−82.1% for UM) were found as dominant enantiomers in genuine TTOs [71].…”

Section: Electroantennography Responsesmentioning

confidence: 99%

“…In addition, the University of Tasmania (UT) was further analyzed 43 commercial samples obtained from the United States of America, United Kingdom, Germany, China, and New Zeeland and Australia and they found significant enantiomeric differences for (+)-terpinen-4-ol from 19.9% to 62.5% and (+)-α-terpineol from 59.9% to 90.3%. Commercial samples indicated that almost 50% of commercial TTOs were adulterated with synthetic terpinen-4-ol and α-terpineol [69,70]. Davies et al [71] suggested that (+)/(-) enantiomer ratios for terpinen-4-ol between 2.07−2.29 and α-terpineol between 2.45 and 3.54 could be used as rapid method to detect TTO authenticity and quality of TTO.…”

Section: Electroantennography Responsesmentioning

confidence: 99%

See 2 more Smart Citations

TLC-Based Bioassay to Isolate Kairomones from Tea Tree Essential Oil That Attract Male Mediterranean Fruit Flies, Ceratitis capitata (Wiedemann)

Tabanca

Niogret²,

Kendra

et al. 2020

Biomolecules

View full text Add to dashboard Cite

The Mediterranean fruit fly, Ceratitis capitata (Wiedemann) (Diptera: Tephritidae) poses a major threat to fruit and vegetable production in the United States and throughout the world. New attractants and detection methods could improve control strategies for this invasive pest. In this study, we developed a method that combined thin-layer chromatography (TLC) of tea tree essential oil (TTO) (Melaleuca alternifolia) with short-range bioassays to isolate attractive kairomones for male C. capitata. After development, the TLC chromatogram indicated that TTO separated into five major spots, designated as zones 1 to 5. When the TLC plate was exposed to flies, zones 1 and 3 were strongly attractive to male C. capitata. To confirm activity, the developed TLC plate was cut into five zones which were then tested in short-range bioassays. Again, flies were observed to aggregate around zones 1 and 3, which corresponded with Rf values of 0.93 and 0.59. In addition, zones 1 to 5 were separated using preparative-TLC, and olfactory responses to volatile emissions from the five fractions were quantified by electroantennography (EAG). Highest amplitude EAG responses were recorded with fractions 1 and 3, further supporting the bioactivity of these samples. In conclusion, a TLC-based bioassay system can provide an effective, rapid screening protocol for initial isolation of insect kairomones from complex mixtures such as essential oils or plant extracts. Further analysis of TTO fractions 1 and 3 is needed to identify the specific constituents attractive to male C. capitata.

show abstract

Section: Electroantennography Responsesmentioning

confidence: 99%

Section: Electroantennography Responsesmentioning

confidence: 99%

Section: Electroantennography Responsesmentioning

confidence: 99%

See 1 more Smart Citation

TLC-Based Bioassay to Isolate Kairomones from Tea Tree Essential Oil That Attract Male Mediterranean Fruit Flies, Ceratitis capitata (Wiedemann)

Tabanca

Niogret²,

Kendra

et al. 2020

Biomolecules

View full text Add to dashboard Cite

show abstract

“…As imilara pproach was used for tea tree oil (TTO) analysis for enantioselective analysisa imed to providea na uthenticity assessment of natural TTO (Melaleuca alternifolia) [38] and an example of multiple injections of an oxidized alternative fuel sample for analysiso ft race oxidation products. [39] Interferences in 1D GC analysis were eliminated in MDGC.…”

Section: Mdgcmentioning

confidence: 99%

“…C) The threetarget analytes are now separated on the 2 Denantioselective column,w hich resolves the R and S isomers of the analytes. 1a/1b: (À)-limonene/(+ +)-limonene, 2a/2b:(+ +)-terpinen-4-ol/(À)-terpinen-4-ol, and 3a/3b:(À)-a-terpineol/(+ +)-a-terpineol.Reproduced with permission from Ref [38]…”

mentioning

confidence: 99%

Addressing the Challenges to Identification in Gas Chromatography by Increased Resolution and Enhanced Detection Modalities

Marriott

2018

Chemistry An Asian Journal

Self Cite

View full text Add to dashboard Cite

In the past 15+ years, gas chromatography (GC) has undergone a renaissance in its implementation on the basis of the "disruptive" technology of comprehensive two-dimensional gas chromatography (GC×GC). With a foundation based upon a two-column GC separation approach, GC×GC significantly alters the classical multidimensional gas chromatography (MDGC) method by employing very fast separation on a second dimension ( D) after a conventional one-dimensional (i.e., single column; 1D) column separation. This allows the experimentalist to apply the advantages of multidimensionality to the total sample rather than to just discrete zones of the 1D separation that characterizes MDGC. This requires a new "language" to describe GC×GC separations, applied to the first dimension ( D) and D, and consideration of the modulation processes that define the transfer of analyte from the D to the D. The present review is based on the FACS Foundation lectureship of the author given at the 17th Asian Chemical Congress of the Federation of Asian Chemical Societies (FACS). The award lecture and this manuscript is based on material deriving largely from research in the area of MDGC and GC×GC separations of the author.

show abstract

Gas chromatography of essential oil: State‐of‐the‐art, recent advances, and perspectives

Cagliero

Bicchi

Marengo

et al. 2022

J of Separation Science

View full text Add to dashboard Cite

This review is an overview of the recent advances of gas chromatography in essential oil analysis; in particular, it focuses on both the new stationary phases and the advanced analytical methods and instrumentations. A paragraph is dedicated to ionic liquids as gas chromatography stationary phases, showing that, thanks to their peculiar selectivity, they can offer a complementary contribution to conventional stationary phases for the analysis of complex essential oils and the separation of critical pairs of components. Strategies to speed-up the analysis time, thus answering to the ever increasing request for routine essential oils quality control, are also discussed. Last but not least, a paragraph is dedicated to recent developments in column miniaturization in particular that based on microelectromechanical-system technology in a perspective of developing micro-gas chromatographic systems to optimize the energy consumption as well as the instrumentation dimensions. A number of applications in the essential oil field is also included.

show abstract

Evaluation of fast enantioselective multidimensional gas chromatography methods for monoterpenic compounds: Authenticity control of Australian tea tree oil

Cited by 28 publications

References 17 publications

TLC-Based Bioassay to Isolate Kairomones from Tea Tree Essential Oil That Attract Male Mediterranean Fruit Flies, Ceratitis capitata (Wiedemann)

TLC-Based Bioassay to Isolate Kairomones from Tea Tree Essential Oil That Attract Male Mediterranean Fruit Flies, Ceratitis capitata (Wiedemann)

Addressing the Challenges to Identification in Gas Chromatography by Increased Resolution and Enhanced Detection Modalities

Gas chromatography of essential oil: State‐of‐the‐art, recent advances, and perspectives

Contact Info

Product

Resources

About