Investigation of the estrogenic potential of 15 rosé, white and red wines via effect-directed ten-dimensional hyphenation

Schreiner, Tamara; Morlock, Gertrud E.

doi:10.1016/j.chroma.2023.463775

Cited by 5 publications

(11 citation statements)

References 33 publications

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“…The white wine sample (8 mL) was shaken with 5 mL diethyl ether/n-hexane 4:1 (V/V) three times for 30 s in a test tube [24]. After phase separation, the upper phase was evaporated to dryness under nitrogen and redissolved in 100 µL methanol [24]. The skin of grapes and tomatoes was carefully peeled and separated from the pulp.…”

Section: Sample Extractionmentioning

confidence: 99%

“…DYNALI ® , which contained cyflufenamid and difenoconazol, showed a weak estrogenic effect, evident as blue halo fluorescence around the lower one of these two pesticides. Note that such halo-effects can be proven using piezoelectric spraying of the bioassay suspensions [24]. Vivando ® , which contains metrafenone, revealed a native fluorescent zone in the application area and a dark, wide-spread zone at hR F 52.…”

Section: Xenoestrogenic Activity Of Six Commercial Pppsmentioning

confidence: 99%

“…The white wine sample which was extracted with diethyl ether/n-hexane 4:1 [24] and separated with n-hexane/ ethyl acetate 5:1 revealed the MU-blue fluorescent estrogenic zones 1-4 (Fig. 4b-d).…”

Section: (Xeno)estrogenic Pesticide Residues In Food Samplesmentioning

confidence: 99%

“…For further characterization of the active zones, HPTLC-pYES has been coupled to MS [21] and highresolution MS (HRMS) [22]. In a recent 12 D hyphenation, one active zone after the other was fully automated onlineeluted and transferred out of the bioautogram directly to RP-HPLC-diode array detection (DAD)-HRMS/MS [24].…”

Section: Introductionmentioning

confidence: 99%

“…Since the current food analysis using target or non-target LC/GC-MS is unable to detect biological effects [16] and the current in vitro assays (only sum value) obviously fail when opposing signals/effects are present which are not differentiated as it should be [23,24], it was hypothesized that food safety can be improved and benefit via a non-target HPTLC-pYES screening. In this study, the chromatographic separation and the detection of estrogenic effects were performed on the same surface, which allowed a prioritization on all important (biologically indicated) estrogenic compounds present in a complex sample.…”

Section: Introductionmentioning

confidence: 99%

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Non-target estrogenic screening of 60 pesticides, six plant protection products, and tomato, grape, and wine samples by planar chromatography combined with the planar yeast estrogen screen bioassay

2023

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For non-target residue analysis of xenoestrogens in food, sophisticated chromatographic–mass spectrometric techniques lack in biological effect detection. Various in vitro assays providing sum values encounter problems when opposing signals are present in a complex sample. Due to physicochemical signal reduction, cytotoxic or antagonistic effect responses, the resulting sum value is falsified. Instead, the demonstrated non-target estrogenic screening with an integrated planar chromatographic separation differentiated opposing signals, detected and prioritized important estrogenic compounds, and directly assigned tentatively the responsible compounds. Sixty pesticides were investigated, ten of which showed estrogenic effects. Exemplarily, half-maximal effective concentrations and 17β-estradiol equivalents were determined. Estrogenic pesticide responses were confirmed in six tested plant protection products. In food, such as tomato, grape, and wine, several compounds with an estrogenic effect were detected. It showed that rinsing with water was not sufficient to remove selected residues and illustrated that, though not usually performed for tomatoes, peeling would be more appropriate. Though not in the focus, reaction or breakdown products that are estrogenic were detected, underlining the great potential of non-target planar chromatographic bioassay screening for food safety and food control. Graphical Abstract

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Section: Sample Extractionmentioning

confidence: 99%

Section: Xenoestrogenic Activity Of Six Commercial Pppsmentioning

confidence: 99%

Section: (Xeno)estrogenic Pesticide Residues In Food Samplesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Non-target estrogenic screening of 60 pesticides, six plant protection products, and tomato, grape, and wine samples by planar chromatography combined with the planar yeast estrogen screen bioassay

2023

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Application of effect‐directed analysis using TLC–bioautography for rapid isolation and identification of antidiabetic compounds from the leaves of Annona cherimola Mill.

Galarce‐Bustos,

Obregón,

Vallejos‐Almirall

et al. 2023

Phytochemical Analysis

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IntroductionType 2 diabetes mellitus is a globally prevalent chronic disease characterised by hyperglycaemia and oxidative stress. The search for new natural bioactive compounds that contribute to controlling this condition and the application of analytical methodologies that facilitate rapid detection and identification are important challenges for science. Annona cherimola Mill. is an important source of aporphine alkaloids with many bioactivities.ObjectiveThe aim of this study is to isolate and identify antidiabetic compounds from alkaloid extracts with α‐glucosidase and α‐amylase inhibitory activity from A. cherimola Mill. leaves using an effect‐directed analysis by thin‐layer chromatography (TLC)–bioautography.MethodologyGuided fractionation for α‐glucosidase and α‐amylase inhibitors in leaf extracts was done using TLC–bioassays. The micro‐preparative TLC was used to isolate the active compounds, and the identification was performed by mass spectrometry associated with web‐based molecular networks. Additionally, in vitro estimation of the inhibitory activity and antioxidant capacity was performed in the isolated compounds.ResultsFive alkaloids (liriodenine, dicentrinone, N‐methylnuciferine, anonaine, and moupinamide) and two non‐alkaloid compounds (3‐methoxybenzenepropanoic acid and methylferulate) with inhibitory activity were isolated and identified using a combination of simple methodologies. Anonaine, moupinamide, and methylferulate showed promising results with an outstanding inhibitory activity against both enzymes and antioxidant capacity that could contribute to controlling redox imbalance.ConclusionsThese high‐throughput methodologies enabled a rapid isolation and identification of seven compounds with potential antidiabetic activity. To our knowledge, the estimated inhibitory activity of dicentrinone, N‐methylnuciferine, and anonaine against α‐glucosidase and α‐amylase is reported here for the first time.

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Planar chromatographic super-hyphenations for rapid dereplication

Morlock

2022

Phytochem Rev

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Analytical chemistry offers important tools that provide insight and step-by-step understanding. However, natural samples containing many thousands of different compounds are subject to natural variance which makes it complex for artificial intelligence and human understanding. Instead of the prevailing comprehensive separation/detection approach, a prioritization approach is discussed for dereplication that focuses on the most necessary to discover. It is extremely helpful to combine on the same surface two disciplines, i.e. chemistry for separation of mixtures and biology for detection of biological effects, to filter out and prioritize the important compounds that then need to be identified. Complex mixtures are separated in parallel with imaging high-performance thin-layer chromatography, detected non-targeted with planar multiplex bioassays to prioritize compounds and elute the important ones to orthogonal column chromatography−diode array detection−high-resolution mass spectrometry for further characterization. Super-hyphenations reduce thousands of compounds to a manageable number of important active compounds. Its potential lies not only in the prioritization of compounds, but also detection of unknown compounds that were not previously the focus of analysts. An image is worth a thousand words and an effect image even more so. On-surface multiplex bioassays enable the differentiation of opposing signals/effects of compounds in a complex natural sample, which only makes understanding possible. On-surface metabolization enables the study of any changes in the effects through digestion or de-/toxification (S9 liver system). By these new tools applied on the same surface, the mechanisms of action of complex mixtures can be better understood. The latest open-source 2LabsToGo system combines the chemistry and biology laboratory in a miniaturized system developed for wider use of this innovative technique.

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Investigation of the estrogenic potential of 15 rosé, white and red wines via effect-directed ten-dimensional hyphenation

Cited by 5 publications

References 33 publications

Non-target estrogenic screening of 60 pesticides, six plant protection products, and tomato, grape, and wine samples by planar chromatography combined with the planar yeast estrogen screen bioassay

Non-target estrogenic screening of 60 pesticides, six plant protection products, and tomato, grape, and wine samples by planar chromatography combined with the planar yeast estrogen screen bioassay

Application of effect‐directed analysis using TLC–bioautography for rapid isolation and identification of antidiabetic compounds from the leaves of Annona cherimola Mill.

Planar chromatographic super-hyphenations for rapid dereplication

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