Bioactive β-carbolines norharman and harman in traditional and novel raw materials for chicory coffee

Wójtowicz, Elżbieta; Zawirska‐Wojtasiak, Renata; Przygoński, Krzysztof; Mildner–Szkudlarz, Sylwia

doi:10.1016/j.foodchem.2014.11.143

Cited by 25 publications

(27 citation statements)

References 17 publications

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“…On the other hand, industrial thermal processing of plants such as roasting during the production of chicory coffee enriched with other plant material (added to improve the aroma of the final beverage) may also result in the formation of β-carbolines, which justifies the proposal of analytical methods for their detection and quantification in foods. 6 The evolution of liquid chromatographic techniques such as UHPLC-MS (ultrahigh performance liquid chromatography-mass spectrometry), which enable faster analysis using smaller amounts of solvents than conventional HPLC, coupled to mass spectrometry, is an important trend that justifies further studies of complex plant samples such as Passiflora extracts, 7 in order to identify or quantify plant compounds not yet recognized in the conventional phytochemical investigation of "maracujá" fruit. Notwithstanding their economic relevance, the literature lacks investigations into the alkaloids from P. alata and P. edulis fruits by LC-MS techniques.…”

Section: Introductionmentioning

confidence: 99%

Targeted-Analysis of β-Carboline Alkaloids in Passionfruit (“Maracujá”) by SBSE(PDMS)-LC/Flu and UHPLC-MS

Freire

Silva

Yariwake

2017

J. Braz. Chem. Soc.

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Samples of pulp and seeds of sour (P. edulis) and sweet (P. alata) passionfruit were subjected to targeted analysis to identify β-carboline alkaloids, using combined UHPLC-MS (ultrahigh performance liquid chromatography-mass spectrometry) and SBSE(PDMS) (stir bar sorption extraction using polydimethylsiloxane as stationary phase) for sample preconcentration. All the samples contained harmane and harmine; harmaline was found only in P. alata seeds and in P. edulis pulp, while harmalol was found only in P. alata seeds. An analysis of sweet passionfruit by SBSE(PDMS) combined with LC/Flu (liquid chromatography/fluorescence detection) indicated 1.03 × 10 -1 ± 3.05 × 10 -3 µg harmane L -1 pulp and 7.44 × 10 -5 ± 2.55 × 10 -6 µg harmane g -1 seeds, but harmine was not detectable by the quantitative method. Our findings underscore the need for further studies about passionfruit food safety, in view of the potential toxicity of β-carboline alkaloids.

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Section: Introductionmentioning

confidence: 99%

Targeted-Analysis of β-Carboline Alkaloids in Passionfruit (“Maracujá”) by SBSE(PDMS)-LC/Flu and UHPLC-MS

Freire

Silva

Yariwake

2017

J. Braz. Chem. Soc.

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“…10,11 The evolution of hyphenated techniques such as UFLC-MS/MS includes the combination of UFLC ® (and also the alternative brand name UPLC ® , ultra-performance liquid chromatography, and UHPLC, ultra-high performance liquid chromatography) together with the development of different strategies of mass spectrometry, such as SRM (single reaction monitoring), which enable more in-depth investigations into the minor compounds in complex samples such as plant extracts and foods. 16 Considering the potentially toxic effects of β-carboline alkaloids, this study focuses on the targeted analysis of norharman (identification and quantification) in Passiflora edulis rinds, using SBSE, HPLC-Flu and UFLC-MS/MS, in the SRM mode. This is also the first report of norharman in P. edulis.…”

Section: Sbse(eg-silicone)-uflc-ms/ms and Hplc-flu Analysis Of Norharmentioning

confidence: 99%

“…This estimate indicates the potential of P. edulis rinds as a source of β-carboline alkaloids. This amount may be higher depending on factors such as duration of the ingestion of this dietary supplement and the intake of norharman from other sources, e.g., food sources such as cocoa and coffee, [16][17][18]35,38 and the environment, e.g., exposure to cigarette smoke. 19,38 The intake of norharman from cocoa (ca.…”

Section: Quantitative Analysis Of Norharmanmentioning

confidence: 99%

“…In recent years, interest in the investigation of norharman has increased due to its occurrence in food and in environmental samples, and because it is also an endogenous compound in the human body. 8,[16][17][18][19] Norharman is considered an endogenous neurotoxin that induces idiopathic Parkinson's disease 20,21 and there are reports linking this compound to various biochemical, pharmacological and toxic effects, 22 suggesting that this compound may be neurotoxic. These reports show the importance in the development of methods for identification and quantification of norharman for the study P. edulis rinds as a source of this compound.…”

Section: Introductionmentioning

confidence: 99%

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SBSE(EG-Silicone)-UFLC-MS/MS and HPLC-Flu Analysis of Norharman in Passiflora edulis Rinds

Freire

Colombo

Yariwake

2019

J. Braz. Chem. Soc.

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Previous studies on Passiflora edulis (sour passion fruit) rinds reported some biological activities and there is a growing interest on rinds flour as a possible functional food, but its alkaloid composition was not detailed investigated. This work reports on for the first time in the literature the identification of norharman in P. edulis rinds, by using stir bar sorptive extraction combined with ultra-fast liquid chromatography coupled to tandem mass spectrometry [SBSE(EG-Silicone)-UFLC-MS/MS)]. This β-carboline alkaloid is suspected to be neurotoxic. Therefore, another purpose of this study was to develop methods of targeted quantification of norharman in P. edulis rinds extracts using polydimethylsiloxane as stationary phase (SBSE(PDMS)) and a copolymer of polydimethylsiloxane and polyethylene glycol as stationary phase (SBSE(EG-Silicone)) combined with high performance liquid chromatography with fluorescence detection (HPLC-Flu) and ultra-fast liquid chromatography coupled with tandem mass spectrometry (UFLC-MS/MS). Norharman extraction by SBSE(PDMS) and SBSE(EG-Silicone) was optimized and compared, and the analytical performance of SBSE(EG-Silicone) method was superior to that of SBSE(PDMS). The analysis of a sample of dried P. edulis rind indicated (332.16 ± 8.43) pg g-1 of norharman.

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“…The food industry offers a number of coffee substitutes (sometimes called grain coffees). These are usually produced from roast chicory, grains, and beetroot, as well as other new components, such as artichokes [ 7 , 8 ]. Coffee substitute is becoming increasingly popular as a wellness product.…”

Section: Introductionmentioning

confidence: 99%

Bioactivity of selected materials for coffee substitute

et al. 2018

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Epidemiological studies have suggested that coffee consumption is negatively correlated with the incidence of Parkinson’s disease. Coffee contains relatively high levels of β-carbolines, which have been ascribed neuroactive effects in humans however the positive or negative effect has not been confirmed yet. Two ingredients with applications as coffee substitutes—chicory, which is traditionally used in this way, and artichoke—were considered in this study both from the neuroactive point of view but also in relation to the other bioactive compounds that result from their thermal processing. These thermal products are of concern because of their possible toxic properties. The estimated concentration of β-carbolines was high in both materials (1.8 μg/g and 2.5 μg/g harman and 2.9 μg/g and 3.1 μg/g norharman in chicory and artichoke, respectively). Artichoke had more β-carbolines than chicory, and also more all the toxic compounds examined here–acrylamide, carboxymethyllysine, and furans, which were detected in significantly higher concentrations in artichoke, particularly acrylamide. Chicory and artichoke also contain phenolic compounds that possess high antioxidant activity, on a similar level. Artichoke, a new proposed ingredient in coffee substitutes, appears to be a richer source of β-carbolines than the traditionally chicory. Both materials contained high level of undesirable components, such as furan and its derivatives, carboxymethyllysine and particularly acrylamide, much higher in artichoke.

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Bioactive β-carbolines norharman and harman in traditional and novel raw materials for chicory coffee

Cited by 25 publications

References 17 publications

Targeted-Analysis of β-Carboline Alkaloids in Passionfruit (“Maracujá”) by SBSE(PDMS)-LC/Flu and UHPLC-MS

Targeted-Analysis of β-Carboline Alkaloids in Passionfruit (“Maracujá”) by SBSE(PDMS)-LC/Flu and UHPLC-MS

SBSE(EG-Silicone)-UFLC-MS/MS and HPLC-Flu Analysis of Norharman in Passiflora edulis Rinds

Bioactivity of selected materials for coffee substitute

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