Three-dimensional quantitative structure–activity relationship and docking studies on a series of anthocyanin derivatives as cytochrome P450 3A4 inhibitors

Shityakov, S.; Broscheit, Jens; Roewer, Norbert; Forster, Cornelia

doi:10.1016/j.molimm.2013.05.183

Cited by 3 publications

(3 citation statements)

References 32 publications

(41 reference statements)

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“…This novel parameter can be used as the experimental alternative to effective (EC50) or inhibitory (IC50) concentration indexes, evaluating a 50% response reduction, which are widely applied in modern PD research. 13 , 14 …”

Section: Resultsmentioning

confidence: 99%

Novel Approach for Characterizing Propofol Binding Affinities to Serum Albumins from Different Species

Shityakov

Fischer

et al. 2020

ACS Omega

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The interaction between the main carrier (serum albumin, SA) of endogenous and exogenous compounds in the bloodstream of different species (human, bovine, canine, rat, rabbit, and sheep) and a general anesthetic agent (propofol, PR) was investigated using an experimental technique (high-performance liquid chromatography) and computational methods (molecular docking, molecular dynamics, sequence, and phylogenetic analyses). The obtained results revealed the differences in the PR binding affinity to various homologous forms of this protein with reliable statistics ( R 2 = 0.9 and p -value < 0.005), correlating with the evolutionary relationships among SAs from different species. Additionally, the protein conformational changes (root-mean-square deviation ≈ 1.0 Å) and amino acid conservation of binding sites in protein domains were detected, contributing to the SA–PR binding modes. Overall, the outcomes from this study might provide a novel methodology to assess protein–ligand interactions and to gain some interesting insights into drug pharmacokinetics and pharmacodynamics to explain its variations among different species.

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Section: Resultsmentioning

confidence: 99%

Novel Approach for Characterizing Propofol Binding Affinities to Serum Albumins from Different Species

Shityakov

Fischer

et al. 2020

ACS Omega

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“…3D-QASR models have also been developed in a series [273] of anthocyanin derivatives of CYP3AH inhibitors (cytochrome P450).…”

Section: Antioxidant Activity Of the Anthocyaninsmentioning

confidence: 99%

Antioxidant Capacity of Anthocyanin Pigments

Martín¹,

Kuskoski²,

Navas³

et al. 2017

Flavonoids - From Biosynthesis to Human Health

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Anthocyanins are a family of natural pigments classified into the group of flavonoids, considered to be responsible for the color and taste of many fruits and vegetables, i.e. berries. Anthocyanins are common components of the human diet. Besides their interest as colorant because of their coloring properties, the study of anthocyanin compounds stems from their wide applicability in the prevention and even in the treatment of various human diseases. However, various aspects of the pharmacological roles of anthocyanins remain in the dark, having still several obstacles to the development of robust diets or prescribing lines on consumption of anthocyanins. The chemical structure of anthocyanins determines in large measure its capacity and efficacy as an antioxidant agent. In this study, the following aspects are reviewed: the antioxidant effect of anthocyanin pigments; the oxidative stress, the bioavailability after intake and biological aspects of anthocyanins, the method for measuring the antioxidant activity of anthocyanins, the relationship between structure and activity; and the influence of the anthocyanins in the antioxidant activity of wines. Finally an overview of some potential uses in food industry is attempted mainly focusing in the anthocyanin encapsulation topic. Attention has been paid to the more recent publications in the field.

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“…P450 monooxygenases are mainly distributed in the endoplasmic reticulum and mitochondrial membrane which are widely existed in vertebrate species. They are responsible for the metabolism of endogenous (e.g., steroids) and exogenous compounds (e.g., drugs and fungicides) (Shityakov et al, 2014). The induction of P450，which may significantly alter the curative effect of medications and so as to alter endogenous biochemical pathways.…”

Section: Introductionmentioning

confidence: 99%

Tissue distribution and metabolism of triadimefon and triadimenol enantiomers in Chinese lizards ( Eremias argus )

Wang

et al. 2017

Ecotoxicology and Environmental Safety

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Triadimefon (TF, S-(+)-TF, R-(-)-TF) and its metabolite triadimenol (TN, TN-A1, A2 and TN-B1, B2) are two systemic fungicides and both of them are chiral pharmaceuticals which are widely used in agricultural industry. Many researches focused on the toxicity effects of triadimefon on mammals, while the ecotoxicological data of tiradimefon on reptiles is limited. In order to understand the toxicity mechanism of triadimefon in reptiles, the current study administrated S-(+)-TF or R-(-)-TF traidimefon (50mg/kg) to Chinese lizards (Eremias argus) respectively, the absorption, distribution of triadimefon and the formation of triadimenol were analysed at different sampling times. The metabolic pathways were demonstrated through relative gene expression using quantitative real-time PCR reaction. During the experiment time, triadimefon was quickly peaked to the maximum concentration within 12h in liver, brain, kidney, and plasma, eliminated slowly. The biotransformation in kidney was the lowest and fat possessed the worst degradation ability among others. The metabolite, triadimenol was detected in blood in 2h and reached to a plateau at about 12h in most organs (fat excepted), while the process of metabolism is stereoselective. The mainly metabolite in R-(-)-TF treated group was TN-B1, and TN-A2 in S-(+)-TF group which showed the selective metabolism to other species caused by environmental conditions, differences in the animal models and concentration of TF. The related gene expression of cyp1a1, cyp3a1 and hsd11β mRNA level in lizards showed different metabolic pathways in the liver and brain. Both P450s enzymes and 11β-hydroxysteroid dehydrogenase participated in metabolic reaction in liver, while no 11β-hydroxysteroid dehydrogenase pathway observed in brain. This diversity in liver and brain may cause different degradation rate and ecotoxicological effect in different organs.

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Three-dimensional quantitative structure–activity relationship and docking studies on a series of anthocyanin derivatives as cytochrome P450 3A4 inhibitors

Cited by 3 publications

References 32 publications

Novel Approach for Characterizing Propofol Binding Affinities to Serum Albumins from Different Species

Novel Approach for Characterizing Propofol Binding Affinities to Serum Albumins from Different Species

Antioxidant Capacity of Anthocyanin Pigments

Tissue distribution and metabolism of triadimefon and triadimenol enantiomers in Chinese lizards ( Eremias argus )

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