scholarly journals APPLICATION OF THE CHROMATOGRAPHIC PARAMETERS IN THE ASSESSMENT OF AMIDE DERIVATIVES’ BIOLOGICAL POTENTIAL

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Suzana Apostolov ◽  
Borko Matijević ◽  
Gorana Mrđan ◽  
Đenđi Vaštag
Keyword(s):  
Biological Activity ◽  
Chemical Properties ◽  
Reversed Phase ◽  
Biologically Active ◽  
Linear Regression Method ◽  
Organic Modifiers ◽  
Statistical Validation ◽  
Biological Potential ◽  
Amide Derivatives ◽  
Validation Parameters

In silico approach is increasingly used in modern design to establish the qualitative / quantitative dependence between structure, physico-chemical properties and biological activity of the new molecule. The selection and application of appropriate molecular descriptors are important step in this process. Given the presence of the amide group in numerous pharmacologically and biologically active molecules, in the pharmaceutical and chemical industries its formation represents an eternal challenge and a significant transformation in the design of the synthetic plan. Evaluation of the biological potential of selected amide derivatives included theoretical and experimental determination of their lipophilicity, analysis of their bioavailability, study of their pharmacokinetic predictors and ecotoxicity parameters. The parameters (RM0, m and C0) obtained by applying reversed-phase thin layer chromatography (RP TLC18 F254s) in the presence of two organic modifiers, as assumed measures of lipophilicity of the examined amide derivatives were correlated with the studied parameters of biological activity by the linear regression method. The quality of the obtained mathematical models was confirmed by the values of statistical validation parameters.

scholarly journals STUDYING OF THE LIPOPHILICITY AND TOXICITY OF DIPHENYLACETAMIDE DERIVATIVES

2018 ◽  
Vol 9 (1) ◽  
Author(s):  
Suzana Apostolov ◽  
Đenđi Vaštag ◽  
Borko Matijević ◽  
Gorana Mrđan
Keyword(s):  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Reversed Phase ◽  
Biologically Active ◽  
Log P ◽  
Organic Modifiers ◽  
Modern Approach ◽  
Software Packages ◽  
Test Organisms ◽  
Layer Chromatography

Modern approach in the study of biologically active compounds includes the establishment of relationships between molecular structure, physicochemical properties and the behavior which studied compound can manifest in the biological medium. These examinantions are performed in the early stages of the design of future bioactive agent and require the knowledge of molecular descriptors that can point to its biological activity, including lipophilicity which occupies a key position. For the series of diphenylacetamide derivatives, lipophilicity is determined experimentally by thin-layer chromatography on reversed phase (RP TLC18 F254s), in mixtures of water and various organic modifiers and computationally, by using the relevant software packages. In order to estimate the potential acute toxicity of the tested diphenylacetamide derivatives, their effective concentrations, EC50, on the selected test organisms have been determined. Experimentally determined lipophilicity (RM 0 and m) is correlated with a standard measure of lipophilicity (log P), as well as with the selected parameters of toxicity. Thus it has been found that thin-layer chromatography on reversed phase can be used reliably for describing the lipophilicity and for the evaluation of the toxic effects of diphenylacetamide derivatives.

scholarly journals Synthesis, physic and chemical properties of 2-(4-R-5-(thiophene-2-ylmethyl)-4h-1,2,4-triazole-3-ylthio)acetate acids and their salts

2018 ◽  
pp. 48-54
Author(s):  
O. A. Suhak ◽  
О. I. Panasenko ◽  
Ye. G. Knysh
Keyword(s):  
Biological Activity ◽  
Nmr Spectroscopy ◽  
1H Nmr ◽  
1H Nmr Spectroscopy ◽  
Chemical Properties ◽  
Biological Action ◽  
Biologically Active ◽  
Physico Chemical ◽  
Methods Of Synthesis ◽  
Medicinal Drugs

Derivatives of 1,2,4-triazole are inherent in various types of biological activity. They can be used as pesticide and medicinal drugs (anticonvulsants, analgetics, antitumor and antibacterial). In this regard the search of new methods of synthesis and investigation of biological activity of 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acids and their salts is relevant nowadays. With the aim of finding the new biologically active compounds 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acids and their salts are synthesized, where R is methyl, ethyl, phenyl. The interaction of 4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-thions with monochloracetate acid in the medium of i-propyl alcohol in the presence of an equivalent amount of alkali the corresponding 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4 triazole-3-ylthio)acetate acids are obtained on the basis of which the corresponding salts of morpholine, dimethylamine, monoethanolamine, pteridine, ZnSO4 , CuSO4, NaOH and KOH are obtained and the structure of the received compounds was confirmed on the basis of the data of elemental, IR-, 1H-NMR-spectroscopy. The synthesis of 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio) acetate acids and their salts was conducted. With the help of modern physico-chemical methods: elemental analysis, IR, 1H-NMR-spectroscopy the structure of synthesized compounds, and their individuality by HPLC-MS is proved. In the IR spectrum of the compound 2-(4-phenyl-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acid Ic available band fluctuations groups characteristic for the nucleus of 1,2,4-triazole: NH– in the range of 3 400–3 100 cm-1,–C=N– – 1 690–1 620 cm-1. Also present band fluctuations groups –C–S– at 691 cm-1. Available band fluctuations characteristic of the group –CH2 within 1496.59 cm-1 and group –COO-H– – 1722.70 cm-1. This suggests the possibility to further study the biological action of the synthesized compounds.

scholarly journals STUDIES ON THE PATHOGENESIS OF FEVER

1968 ◽  
Vol 127 (2) ◽  
pp. 341-357 ◽  
Author(s):  
Marilyn Sue Kozak ◽  
Helmut H. Hahn ◽  
William J. Lennarz ◽  
W. Barry Wood
Keyword(s):  
Molecular Weight ◽  
Biological Activity ◽  
Active Material ◽  
Gel Filtration ◽  
Chemical Properties ◽  
Disc Electrophoresis ◽  
Polyacrylamide Gel ◽  
Sulfhydryl Groups ◽  
Biologically Active ◽  
Exhaustive Extraction

Small quantities of highly purified granulocytic pyrogen have been separated from contaminating proteins by disc electrophoresis in polyacrylamide gel. The biologically active material thus isolated was shown to be electrophoretically homogeneous at pH 9 and pH 3.8. Earlier work on the chemical properties of the pyrogen molecule has been extended to include: (a) estimation of its molecular weight by gel filtration; (b) demonstration of free sulfhydryl groups essential for its biological activity; and (c) evidence that it is not inactivated by exhaustive extraction with ethanolether or n-heptane.

scholarly journals Synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)- 3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)- 4-(furyl-2-carbonyl)-3-pyrrolin-2-ones

2020 ◽  
Vol 63 (9) ◽  
pp. 26-30
Author(s):  
Daria D. Rubtsova ◽  
◽  
Alexandra A. Bobyleva ◽  
Daria D. Lezhnina ◽  
Sofia V. Polikarpova ◽  
...  
Keyword(s):  
Biological Activity ◽  
1H Nmr ◽  
Nmr Spectra ◽  
Research Work ◽  
Chemical Properties ◽  
Methine Proton ◽  
1H Nmr Spectra ◽  
Biologically Active ◽  
Hydroxyl Group ◽  
Derivatives Of

In this work, pyrrolidin-2-ones and their derivatives are considered as a promising class of non-aromatic heterocyclic compounds. Their structure is found in the nuclei of many natural products and biologically active molecules. In pharmacy the possibility of introducing various substituents into the nucleus of pyrrolidin-2-ones is a great importance for the synthesis of new medicinal molecules with improved biological activity. Nowadays the synthesis of new active compounds by introducing various substituents at the C1-, C4- and C5-position of 3-hydroxy-3-pyrrolin-2-one has been little studied and it is of great interest to study the conditions of their synthesis, chemical properties and biological activity. In this research work the corresponding 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones were synthesized by the reaction of methyl ester of furyl-2-carbonylpyruvic acid with a mixture of aromatic aldehyde and 1-amino-2-hydroxypropane or 3-amino 1-hydroxypropane when heated in dioxane. The results of the study of the structure of the new synthesized compounds are presented. The structure was proved using 1H NMR spectroscopy and IR spectrometry. It was shown that the IR spectra of the compounds contain bands of the corresponding stretching vibrations of the alcoholic hydroxyl group, enol hydroxyl, amide and ketone groups. In the 1H NMR spectra of the compounds, along with the signals of aromatic protons in the C5 substituent and related groups, characteristic peaks are observed, indicating the formation of the corresponding derivatives of 3-hydroxy-3-pyrrolin-2-ones. It was noted that in the case of the synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones, the signal of the methine proton at the C5 position of the heterocycle is cleaved in 1H NMR spectra compounds as a result of the appearance of a second chiral center in the 2-hydroxypropyl radical. Elemental analysis was performed for the synthesized compounds.

scholarly journals NEW APPROACHES TO SYNTHESIS OF HETEROCYCLIC DERIVATIVES OF PYRIDINE CARBOXYLIC ACIDS, ACRIDINE AND PYRAZOLONE

2021 ◽  
Vol 91 (1) ◽  
pp. 65-85
Author(s):  
D. V. Kazak ◽  
E. A. Dikusar ◽  
S. G. Stepin
Keyword(s):  
Biological Activity ◽  
Chemical Properties ◽  
Biologically Active ◽  
Pharmaceutical Chemistry ◽  
Urgent Task ◽  
Methods Of Synthesis ◽  
Pyridine Carboxylic ◽  
Heterocyclic Derivatives ◽  
Synthetic Approaches ◽  
Derivatives Of

The urgent task of modern pharmaceutical chemistry is the development of new methods of synthesis, the study of chemical properties, as well as the search for biologically active compounds among derivatives of nicotinic and isonicotinic acids. The review examines synthetic approaches to the production of carboxylic acid esters including nicotinic and isonicotinic acids, gives examples of the biological activity of nicotinic and isonicotinic acids and their derivatives. The methods for the synthesis of azomethines, substituted acridines and pyrazolones are discussed, examples of their biological activity are given. A promising concept for the synthesis of new potential drugs based on heterocyclic derivatives of nicotinic and isonicotinic acids is presented. The methods of functionalization of organic compounds considered in this review with regard to the synthesis of heterocyclic derivatives of nicotinic and isonicotinic acids make it possible to obtain new promising compounds potentially having antibacterial, antiviral, fungicidal and antitumor activity.

scholarly journals STUDY OF THE BIOLOGICAL ACTIVITY DESCRIPTORS OF THE BARBITURIC ACID DERIVATIVES

2020 ◽  
Vol 11 (2) ◽  
Author(s):  
Suzana Apostolov ◽  
Đenđi Vaštag ◽  
Borko Matijević ◽  
Gorana Mrđan ◽  
Jelena Nakomčić
Keyword(s):  
Biological Activity ◽  
Barbituric Acid ◽  
Linear Regression Analysis ◽  
Reversed Phase ◽  
Chromatographic Behavior ◽  
Organic Modifiers ◽  
Test Organisms ◽  
The Central Nervous System ◽  
Chromatographic Parameters ◽  
Barbituric Acid Derivatives

Barbituric acid derivatives have been pharmacologically significant compounds for decades. The central nervous system effects are conditioned by the presence of the pyrimidine-trione ring and the nature of the substituent in position 5. Lipophilicity as one of the key molecular descriptors of biological activity for selected barbituric acid derivatives was determined experimentally, using reversed-phase thin layer chromatography (RP TLC18 F254s), in two solvent systems. The influence of the substituent’s nature and the effects of applied organic modifiers on the chromatographic behavior of the tested derivatives were examined. For the studied derivatives the values of the partition coefficient (logP) as a standard measure of lipophilicity and effective concentration (EC50) as a measure of acute toxicity for different test organisms were calculated applying the appropriate software packages. Dependence between the chromatographic parameters as assumed measures of lipophilicity and the software-derived biological activity parameters of the studied barbituric acid derivatives were studied by linear regression analysis.

scholarly journals Potential and practical implementation of bioactive polyvinylsuccinate derivatives

2021 ◽  
pp. 31-34
Author(s):  
L. I. Shal’nova ◽  
N. А. Lavrov
Keyword(s):  
Thermal Analysis ◽  
Biological Activity ◽  
Potentiometric Titration ◽  
Equilibrium Dialysis ◽  
Chemical Properties ◽  
Biologically Active ◽  
Practical Implementation ◽  
Physico Chemical ◽  
Biological Tests ◽  
Active Substances

A review of the works reflecting the authors' research on the synthesis and study of the physico-chemical properties of polymer biologically active substances (BAS) is presented. The research results are analyzed in relation to the specific biological activity of polymers in order to establish the possibility of predicting their prolonged bioactive effect based on the values of the constants of formation, stability, dissociation and other characteristics of complexes of ionogenic polymers and BAS using methods of potentiometric titration, conductometry, viscometry, thermal analysis methods, equilibrium dialysis, biological tests.

scholarly journals Biologically oriented synthesis of medicines (BIODS) based on heterylpoxid 2,5-disubstituted 1,3,4-oxadiazoles (Part 2)

2021 ◽  
Vol 14 (3) ◽  
pp. 390-398
Author(s):  
Yu. V. Karpenko ◽  
S. M. Kulish ◽  
N. А. Al Halaf
Keyword(s):  
Biological Activity ◽  
Therapeutic Potential ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Biological Potential ◽  
Drug Synthesis ◽  
Hiv Drugs ◽  
Derivatives Of ◽  
Interesting Area

Heterocyclic compounds make a very important branch of organic chemistry, and it has always been an interesting area of study in medical chemistry. They are present in a variety of drugs, vitamins and biologically active compounds. Over two decades, 1,3,4-oxadiazoles have been of interest to chemists owing to their diverse therapeutic potential; the studies focus mainly on the principles of combinatorial chemistry with a broad spectrum of biological activity. In the continuation of the review article, the general literature sources that consider chemical heteryl derivatives of 2,5-disubstituted 1,3,4-oxadiazoles as important synthetic substrates and precursors for biologically oriented synthesis, are systematized. Heterocyclic 1,3,4-oxadiazoles and their derivatives are widely used as antibacterial, fungicidal, anti-inflammatory, antidiabetic, anticancer, antitubercular, antioxidant, antimalarial, analgesic, anticonvulsant, antidepressant and anti-HIV drugs. It is important to note that the combination of 1,3,4-oxadiazole nuclei with different heterocyclic moieties in some cases had synergistic effect. The aim of the work is the search for new activities, systematization and generalization of literature sources on methods of biologically oriented drug synthesis (BIODS) based on heteryl derivatives of 2,5-disubstituted 1,3,4-oxadiazoles. Conclusions. The article analyzes, generalizes and systematizes the data obtained from the literature that describes the results of the study of the biological activity of 1,3,4-oxadiazoles, which allowed to confirm their diverse pharmacological and biological potential. It is established that oxadiazoscafold as the main structural component is found in various biologically active compounds which evidences the relevance of its further studies as a perspective structural matrix for construction of drug-like molecules. The analysis of the presented material demonstrates the significance and prospectivity of biologically oriented drugs of this segment of the chemistry of nitrogen-containing heterocycles.

Synthesis and Biological Activity of 28-Amide Derivatives of 23-Hydroxy Betulinic Acid as Antitumor Agent Candidates

2013 ◽  
Vol 9 (7) ◽  
pp. 920-925 ◽  
Author(s):  
Yi Bi ◽  
Jinyi Xu ◽  
Fei Sun ◽  
Xiaoming Wu ◽  
Wencai Ye ◽  
...  
Keyword(s):  
Biological Activity ◽  
Betulinic Acid ◽  
Antitumor Agent ◽  
Amide Derivatives ◽  
Derivatives Of

scholarly journals Analytical Methods for Quantification and Identification of Intact Glucosinolates in Arabidopsis Roots Using LC-QqQ(LIT)-MS/MS

Metabolites ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 47
Author(s):  
Kourosh Hooshmand ◽  
Inge S. Fomsgaard
Keyword(s):  
Mass Spectrometry ◽  
Liquid Chromatography ◽  
Crude Extract ◽  
Matrix Effects ◽  
Critical Role ◽  
Reversed Phase ◽  
Biologically Active ◽  
Natural Soil ◽  
Chromatography Method ◽  
Arabidopsis Root

Glucosinolates are biologically active secondary metabolites in Brassicaceae plants that play a critical role in positive and negative interactions between plants and root-associated microbial communities. The aim of this study was to develop a reversed-phase liquid chromatography method to quantify and identify intact glucosinolates in the root of Arabidopsis thaliana (Arabidopsis) grown in non-sterile natural soil by using liquid chromatography-hybrid triple quadruple-linear ion trap (LC-QqQ(LIT)) mass spectrometry. The Synergi Fusion C18-based column was found to be effective for sufficient retention and separation of nine intact glucosinolates without the need for time-consuming desulfation or ion-pairing steps. Method validation results showed satisfactory inter-day and intra-day precision for all glucosinolates except for 4-hydroxyglucobrassicin. Good inter-day and intra-day accuracy and recovery results were observed for glucoiberin, gluconapin, glucobrassicin, 4-methoxyglucobrassicin and neoglucobrassicin. However, for 4-hydroxyglucobrassicin, glucoraphanin and glucoerucin corrections to quantification results might be necessary since the recovery and accuracy results were not optimal. Matrix effects were shown to have a negligible effect on the ionization of all target analytes. The established liquid chromatography–tandem mass spectrometry (LC-MS/MS) method was applied to quantify target intact glucosinolates in Arabidopsis root crude extract of four different wild-type accessions where differences in terms of concentration and composition of intact glucosinolates were observed. Employment of sensitive and selective precursor ion survey scan of m/z 97 in combination with the information-dependent acquisition (IDA) of the enhanced product ion (EPI) dependent scan (Prec97-IDA-EPI) using LC-QqQ(LIT) provided high confidence in structural characterization of diverse intact glucosinolate profiles in complex Arabidopsis root crude extract.

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