Interaction of the mycotoxin metabolite dihydrocitrinone with serum albumin

Faisal, Zelma; Vörös, Virág; Lemli, Beáta; Derdák, Diána; Kunsági‐Máté, Sándor; Bálint, Mónika; Hetényi, Csaba; Csepregi, Rita; Kőszegi, Tamás; Bergmann, Dominik; Sueck, Franziska; Humpf, Hans‐Ulrich; Hübner, Florian; Poór, Miklós

doi:10.1007/s12550-018-0336-z

Cited by 10 publications

(3 citation statements)

References 37 publications

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“…For a reversible process of chromatographic analysis, the dissociation of the analyte and buffer and the solute migration during retention, which could be affected by the column temperature change, are applicable to the Van't Hoff equation (Faisal et al, 2018;Marchetti et al, 2019;Yuan et al, 2020) as follows:…”

Section: Influence Of Temperaturementioning

confidence: 99%

Simultaneous effect of different chromatographic conditions on the chromatographic retention of pentapeptide derivatives (HGRFG and NPNPT)

et al. 2023

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Introduction: Oligopeptides exhibit great prospects for clinical application and its separation is of great importance in new drug development.Methods: To accurately predict the retention of pentapeptides with analogous structures in chromatography, the retention times of 57 pentapeptide derivatives in seven buffers at three temperatures and four mobile phase compositions were measured via reversed-phase high-performance liquid chromatography. The parameters (kHA, kA, and pKa) of the acid–base equilibrium were obtained by fitting the data corresponding to a sigmoidal function. We then studied the dependence of these parameters on the temperature (T), organic modifier composition (φ, methanol volume fraction), and polarity (PmN parameter). Finally, we proposed two six-parameter models with (1) pH and T and (2) pH and φ or PmN as the independent variables. These models were validated for their prediction capacities by linearly fitting the predicted retention factor k-value and the experimental k-value.Results: The results showed that logkHA and logkA exhibited linear relationships with 1/T, φ or PmN for all pentapeptides, especially for the acid pentapeptides. In the model of pH and T, the correlation coefficient (R2) of the acid pentapeptides was 0.8603, suggesting a certain prediction capability of chromatographic retention. Moreover, in the model of pH and φ or PmN, the R2 values of the acid and neutral pentapeptides were greater than 0.93, and the average root mean squared error was approximately 0.3, indicating that the k-values could be effectively predicted.Discussion: In summary, the two six-parameter models were appropriate to characterize the chromatographic retention of amphoteric compounds, especially the acid or neutral pentapeptides, and could predict the chromatographic retention of pentapeptide compounds.

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Section: Influence Of Temperaturementioning

confidence: 99%

Simultaneous effect of different chromatographic conditions on the chromatographic retention of pentapeptide derivatives (HGRFG and NPNPT)

et al. 2023

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“…Following the biotransformation of CIT, the main metabolite formed appearing in the human urine is dihydrocitrinone (DH-CIT) [ 21 , 22 ]. The toxicity of DH-CIT was investigated, and the studies revealed that its cytotoxic potency was clearly lower compared with CIT as well as its genotoxic potential [ 23 ].…”

Section: Introductionmentioning

confidence: 99%

Reviewing the Analytical Methodologies to Determine the Occurrence of Citrinin and Its Major Metabolite, Dihydrocitrinone, in Human Biological Fluids

et al. 2020

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Until now, the available data regarding citrinin (CIT) levels in food and the consumption of contaminated foods are insufficient to allow a reliable estimate of intake. Therefore, biomonitoring configuring analysis of parent compound and/or metabolites in biological fluids, such as urine or blood, is being increasingly applied in the assessment of human exposure to CIT and its metabolite, dihydrocitrinone (DH-CIT). Most studies report urinary levels lower for the parent compound when compared with DH-CIT. A high variability either in the mean levels or in the inter-individual ratios of CIT/DH-CIT between the reported studies has been found. Levels of DH-CIT in urine were reported as being comprised between three to seventeen times higher than the parent mycotoxin. In order to comply with this objective, sensitive analytical methodologies for determining biomarkers of exposure are required. Recent development of powerful analytical techniques, namely liquid chromatography coupled to mass spectrometry (LC-MS/MS) and ultra-high-performance liquid chromatography (UHPLC-MS/MS) have facilitated biomonitoring studies, mainly in urine samples. In the present work, evidence on human exposure to CIT through its occurrence and its metabolite, in biological fluids, urine and blood/plasma, in different countries, is reviewed. The analytical methodologies usually employed to evaluate trace quantities of these two molecules, are also presented. In this sense, relevant data on sampling (size and pre-treatment), extraction, cleanup and detection and quantification techniques and respective chromatographic conditions, as well as the analytical performance, are evidenced.

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“…After oral exposure, CIT is extensively metabolized and its main urinary metabolite dihydrocitrinone (DHC; Figure 1) is formed [5,6]. Because DHC is a less toxic compound than CIT, it is a detoxification process [7,8]. Based on previous reports, DHC appears in detectable quantities in human blood and urine samples [6,9,10,11].…”

Section: Introductionmentioning

confidence: 99%

Interaction of Dihydrocitrinone with Native and Chemically Modified Cyclodextrins

et al. 2019

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Citrinin (CIT) is a nephrotoxic mycotoxin produced by Aspergillus, Penicillium, and Monascus genera. It appears as a contaminant in grains, fruits, and spices. After oral exposure to CIT, its major urinary metabolite, dihydrocitrinone (DHC) is formed, which can be detected in human urine and blood samples. Cyclodextrins (CDs) are ring-shaped molecules built up from glucose units. CDs can form host-guest type complexes with several compounds, including mycotoxins. In this study, the complex formation of DHC with native and chemically modified beta- and gamma-cyclodextrins was tested at a wide pH range, employing steady-state fluorescence spectroscopic and modeling studies. The weakly acidic environment favors the formation of DHC-CD complexes. Among the CDs tested, the quaternary-ammonium-γ-cyclodextrin (QAGCD) formed the most stable complexes with DHC. However, the quaternary-ammonium-β-cyclodextrin (QABCD) induced the strongest enhancement in the fluorescence signal of DHC. Our results show that some of the chemically modified CDs are able to form stable complexes with DHC (logK = 3.2–3.4) and the complex formation can produce even a 20-fold increase in the fluorescence signal of DHC. Considering the above-listed observations, CD technology may be a promising tool to increase the sensitivity of the fluorescence detection of DHC.

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Interaction of the mycotoxin metabolite dihydrocitrinone with serum albumin

Cited by 10 publications

References 37 publications

Simultaneous effect of different chromatographic conditions on the chromatographic retention of pentapeptide derivatives (HGRFG and NPNPT)

Simultaneous effect of different chromatographic conditions on the chromatographic retention of pentapeptide derivatives (HGRFG and NPNPT)

Reviewing the Analytical Methodologies to Determine the Occurrence of Citrinin and Its Major Metabolite, Dihydrocitrinone, in Human Biological Fluids

Interaction of Dihydrocitrinone with Native and Chemically Modified Cyclodextrins

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