Separation and identification of flavone, flavonol, isoflavone and flavanone aglycones by capillary column gas chromatography

Koupai-Abyazani, Mohammed R.; Creaser, Colin S.; Stephenson, G. R.

doi:10.1002/pca.2800030208

Cited by 12 publications

(4 citation statements)

References 23 publications

(14 reference statements)

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“…Using the non-polar J&W DB-1HT column, the retention times of the target compounds increased with the number of TMS groups. This behaviour has been previously described in polyphenol studies, which have been analysed with similar non-polar columns (Gao, Williams, Woodman, &Marriott, 2010 andKoupai-Abyazani, Creaser, &Stephenson, 1992). Hence, higher retention times were observed for the compounds with a disaccharide as the glycosidic unit versus those that had a monosaccharide unit for polyphenols with the same aglycone.…”

Section: Optimization Of the Chromatographic And Ms/ms Conditionssupporting

confidence: 76%

Injection-port derivatization coupled to GC–MS/MS for the analysis of glycosylated and non-glycosylated polyphenols in fruit samples

et al. 2016

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Polyphenols, including glycosylated polyphenols, were analyzed via a procedure based on injection-port derivatization coupled to gas chromatography-tandem mass spectrometry (GC-MS/MS). The polyphenols in lyophilized fruit samples were extracted with an acidified MeOH mixture assisted by ultrasound. Samples were dried under vacuum, and carbonyl groups were protected with methoxylamine. Free hydroxyl groups were subsequently silylated in-port. Mass fragmentations of 17 polyphenol and glycosylated polyphenol standards were examined using Multiple Reaction Monitoring (MRM) as the acquisition mode. Furthermore, in-port derivatization was optimized in terms of optimal injection port temperature, derivatization time and sample: N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) volume ratio. A C18 solid-phase-extraction clean-up method was used to reduce matrix effects and injection liner degradation. Using this clean-up method, recoveries for samples spiked at 1 and 10μg/g ranged from 52% to 98%, depending on the chemical compound. Finally, the method was applied to real fruit samples containing the target compounds. The complete chromatographic runtime was 15min, which is faster than reported for recent HPLC methods able to analyze similar compounds.

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Section: Optimization Of the Chromatographic And Ms/ms Conditionssupporting

confidence: 76%

Injection-port derivatization coupled to GC–MS/MS for the analysis of glycosylated and non-glycosylated polyphenols in fruit samples

et al. 2016

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“…The effect of flavonoid skeleton. Koupai-Abyazani et al [37] reported that when the substitution pattern on the flavonoid skeleton remains constant, the observed elution order is: flavanone < isoflavone, flavonol < flavone on a non-polar column. In the present case, chalcones and flavan-3-ols were also examined.…”

Section: The Retention Order Of Tms Flavonoids On Bpx50/bpx5 Column Setmentioning

confidence: 94%

Comprehensive two-dimensional gas chromatography, retention indices and time-of-flight mass spectra of flavonoids and chalcones

Gào

Williams

Woodman

et al. 2010

Journal of Chromatography A

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“…Gas chromatography-mass spectrometry (GC-MS) is a common technique to identify and quantify isoflavones in soy or soy foods. However, only the derived aglycons can be determined (Koupai-Abyazani et al, 1992;Liggins et al, 1998;Tekel et al, 1999). High-performance liquid chromatography (HPLC) coupled with mass spectrometry (MS), such as electrospray ionization or heated nebulizer atmospheric pressure chemical ionization, is a technique that can directly access the intact molecular weight of isoflavones, both conjugated and unconjugated (Barnes et al, 1994(Barnes et al, , 1998Aramendia et al, 1995).…”

Section: Introductionmentioning

confidence: 99%

MALDI-TOF MS Analysis of Isoflavones in Soy Products

Wang

Sporns

2000

J. Agric. Food Chem.

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Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) is a new technique having a number of advantages for food analysis. This study is the first to demonstrate the use of MALDI-TOF MS to identify isoflavones in soy samples. 2',4',6'-Trihydroxyacetophenone (THAP) and 2,5-dihydroxybenzoic acid (DHB) were both good matrices for isoflavones, but DHB was chosen as the best because it worked well for sample extracts, with good spot-to-spot repeatability. Isoflavones were predominantly ionized in a protonated form with a very small amount of sodium or potassium adduct ions. Fragmentation occurred only through loss of glycosidic residues. Daidzin showed more than twice the response of genistin using MALDI-TOF MS. A simple solid phase extraction of isoflavones from soy samples was developed for MALDI-TOF MS analysis. MALDI-TOF MS can provide an isoflavone profile in 2 min and serves as a powerful tool to identify and study processing changes of isoflavones in soy products.

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Separation and identification of flavone, flavonol, isoflavone and flavanone aglycones by capillary column gas chromatography

Cited by 12 publications

References 23 publications

Injection-port derivatization coupled to GC–MS/MS for the analysis of glycosylated and non-glycosylated polyphenols in fruit samples

Injection-port derivatization coupled to GC–MS/MS for the analysis of glycosylated and non-glycosylated polyphenols in fruit samples

Comprehensive two-dimensional gas chromatography, retention indices and time-of-flight mass spectra of flavonoids and chalcones

MALDI-TOF MS Analysis of Isoflavones in Soy Products

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