Sergiy Ivanovich Kovalenko

Sergiy Ivanovich Kovalenko
Zaporozhye State Medical University | ZSMU · Organic and Bioorganic Chemistry Department

Professor

About

227
Publications
21,473
Reads
How we measure 'reads'
A 'read' is counted each time someone views a publication summary (such as the title, abstract, and list of authors), clicks on a figure, or views or downloads the full-text. Learn more
662
Citations
Citations since 2016
113 Research Items
485 Citations
2016201720182019202020212022020406080
2016201720182019202020212022020406080
2016201720182019202020212022020406080
2016201720182019202020212022020406080
Introduction
Sergiy Ivanovich Kovalenko works at the Organic and Bioorganic Chemistry Department, Zaporozhye State Medical University. Sergiy does research in Organic Chemistry and Medicinal Chemistry.

Publications

Publications (227)
Article
Full-text available
The modification of lead-compound aimed to the increasing of activity, decrement of toxicity or improvement of selectivity is one of the most important methods used for elaboration of novel medications. Natural compounds, approved or investigational drugs or just compounds with proved biological activity could be the lead-compound. Often the chemic...
Article
Full-text available
1,2,4-Triazole is a popular scaffold in drug design. According to chemical nature, the triazole ring tends to prototropic tautomerism. Tautomeric phenomena are important for studying the chemical reactivity and interaction of drugs based on triazole with biomolecules in the human body. Theoretical modeling was used to assign structures of newly syn...
Article
The present article is devoted to searching for biologically active agents among novel thio‐containing pteridines. Synthetic protocols based on the condensation of 5,6‐diamino‐2‐thioxo‐2,3‐dihydropyrimidin‐4(1H)‐ones with dicarbonyl compounds were elaborated and used for the synthesis of target products. The directions for further modification of t...
Conference Paper
Full-text available
Враховуючи специфіку наукової роботи під час воєнного стану у місті Запоріжжя, Україна, поблизу зони активних бойових дій, було вирішено запропонувати оптимальний метод визначення мінімальної інгібуючої концентрації нових гідрофобних біологічно активних сполук, який би економив ресурси та час вчених, але відповідав стандартам EUCAST (Європейського...
Article
Full-text available
Directed search for biologically active compounds among heterocycles still remains a relevant area of medical chemistry. Among the significant number of heterocyclic compounds, pteridines deserve special attention. Among the above-mentioned ones the drugs with antitumor, antimicrobial, antiviral, diuretic and other types of biological action are kn...
Article
Full-text available
Two different concepts for developing direct HPLC-UV methods for quantifying fosfomycin trometamol were developed without any derivatization and modification of the analyte. In the first concept, without the use of alkylamines as ion-pairs in the mobile phase, by using cyanopropyl CN and a strong anion-exchanger column, we investigated the possibil...
Conference Paper
Full-text available
Affinity of thirteen 5-phenyl-5,6-dihydrotetrazolo[1,5-c]quinazolines and reference Tedizolid is calculated to penicillin-binding protein 2X (PBP 2X) (PDB ID: 2ZC4). The lead-compounds are proposed based on presented results, previous affinity towards ribosomal 50S protein L2P (2QEX), and their ADME profile. Besides, substance 12 has already shown...
Conference Paper
Full-text available
Given the presence of antimicrobial activity for various tetrazole derivatives and its condensed analogues, it was proposed to analyze 13 novel 5-phenyl-5,6-dihydrotetrazolo[1,5-c]quinazolines for molecular docking to ribosomal 50S protein L2P (2QEX) in comparison with Tedizolid, tetrazole-oxazolidinone antibiotic. Hence, 4-(5-methyl-5,6-dihydrotet...
Conference Paper
Full-text available
Due to the recent predicted affinity of 13 novel 5-phenyl-5,6-dihydrotetrazolo[1,5-c]-quinazolines to the ribosomal 50S protein L2P (2QEX) by molecular docking, their ADME properties were calculated at the site SwissADME to predict their drug-likeness. Hence, substances 6, 10, and 12 appeared to be the leading compounds among all studied ones and a...
Article
Full-text available
Acyl isothiocyanates and their functional derivatives (acyl thioureas and acyl thiosemicarbazides) are an important group of organic compounds that are widely used in the synthesis of heterocycles and in chemistry as catalysts, ligands, colorimetric hemosensors, etc. In recent years, there has been an increased interest towards this class of compou...
Article
Full-text available
The synthesis of 6-chloro-(dichloro-, trichloro)methyl-3-R-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones and their modification under the action of nucleophilic and/or basic reagents are described in this article. It was shown that 6-chloro-(dichloro-, trichloro)methyl-3-R-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones can be prepa...
Article
Full-text available
Novel naphthoquinone derivatives bearing 1,2,4-triazine-(4a-b) and 1,2,4-triazole (5a-e) pharmacophores have been synthesized; their structure was confirmed by electrospray ionization mass spectrometry, 1 H NMR, 13 C NMR, IR spectroscopies and elemental analysis. The obtained heterocyclic compounds were estimated for their anticonvulsant activity o...
Article
Full-text available
Novel naphthoquinone derivatives bearing 1,2,4-triazine- (4a–b) and 1,2,4-triazole (5a–e) pharmacophores have been synthesized; their structure was confirmed by electrospray ionization mass spectrometry, 1H NMR, 13C NMR, IR spectroscopies and elemental analysis. The obtained heterocyclic compounds were estimated for their anticonvulsant activity on...
Article
Full-text available
This review draws attention to the use of chiral monolithic silica HPLC columns for the enantiomeric separation and determination of chiral compounds. Properties and advantages of monolithic silica HPLC columns are also highlighted in comparison to conventional particle-packed, fused-core, and sub-2-µm HPLC columns. Nano-LC capillary monolithic sil...
Article
Full-text available
The synthesis of hydrazides formed by quinazolin-4(3H)-ylidenehydrazine and dicarboxylic acids, as well as their further modification are described in the present manuscript. It was shown that above-mentioned hydrazides may be obtained via acylation of initial quinazolin-4(3H)-ylidenehydrazine by corresponding acylhalides, cyclic anhydrides and imi...
Article
Simultaneous determination of drugs with different physico‐chemical properties necessitates thorough research and careful selection of HPLC conditions. In the present study, various concepts of HPLC method development for this aim are discussed. Moreover, the work was motivated by the advantages of utilizing different chaotropic anions as a new pro...
Article
Aim. To the purposeful search for the DHFR-inhibitors among substituted pteridine-2,4,7-triones and 7-aryl-(hetaryl-)furo[3,2-g]pteridine-2,4(1H,3H)-diones for further biological research. Methods. In vitro methods, molecular docking, SAR-analysis, statistical methods. Results. The DHFR-inhibitory activity of substituted 1-methylpteridine-2,4,7-tri...
Article
Full-text available
Our main target and concept was to develop a method for the determination of the most prescribed antilipemic drug, atorvastatin, together with its related substances, with a single sample preparation and during a single chromatographic run, in the shortest possible period of time, with the lowest possible mobile phase consumption. A new rapid, simp...
Article
Full-text available
Acylisothiocyanates are a promising class of organic compounds that are present in the plant world and can be used in the synthesis of disubstituted thioureas and various heterocycles. These derivatives are characterized by growth-regulating, antibacterial, fungicidal, cytotoxicity, and other activities. Modification of acylisothiocyanates by fragm...
Article
Full-text available
Nowadays, various single‐pill combinations are used as the best choice in hypertension management. However, these pills made a high challenge to analysts in terms of quality control assays. We have developed three sensitive, selective, fast, simple, green, accurate, precise, and robust isocratic high‐performance liquid chromatography methods for si...
Article
Full-text available
Aim. Caco-2 cells are a human colon epithelial cancer cell line used as a model of human intestinal absorption of drugs and other compounds. Although compounds were used in the original Caco-2 cells monolayer assays, compounds have been replaced in most laboratories by the use of liquid chromatography-mass spectrometry (LC-MS) and LC-tandem mass sp...
Article
Full-text available
Aim. The aim of study was to develop and validate a simple, precise and accurate method using gas chromatography for analysis of residual solvents – acetone and 2-propanol – in quinabut API. Materials and methods. All experiments were performed on a gas chromatographic system equipped with FID detector (Shimadzu GC System) using the DB-624 (30 m ×...
Article
Full-text available
Aim. The aim of study was to develop and validate a simple, highly robust (quality by design (QbD) approach), precise and accurate method using high performance liquid chromatography for the simultaneous determination of original active pharmaceutical ingredient Quinabut and its impurities. Materials and methods. Experiments were performed on a Shi...
Article
Full-text available
Aim. Caco-2 cells are a human colon epithelial cancer cell line used as a model of human intestinal absorption of drugs and other compounds. Although compounds were used in the original Caco-2 cells monolayer assays, compounds have been replaced in most laboratories by the use of liquid chromatography-mass spectrometry (LC-MS) and LC-tandem mass sp...
Article
Full-text available
In spite of the achievements in the chemistry of triazoloquinazolines, the synthetic possibilities of this class of compounds are not exhausted, some problems remain unresolved and require further study. 2-R-[1,2,4]triazolo[1,5-с]quinazolines are among them due to insufficiently explored but at the same time interesting in both chemical and biologi...
Article
A series of novel 6‐substituted 2‐(benzo[4,5]imidazo[1,2‐c]quinazolin‐5(6H)‐yl)acetic acids were synthesized and characterized by 1H, 13C, 19F NMR, 1H‐1H‐COSY, 1H‐13C‐HSQC, NOESY, LC‐MS, IR, and elemental analysis. The mitotic toxicity of the synthesized compounds was determined according to the Allium test procedure. The 2‐(6‐(pentafluorophenyl)be...
Article
Full-text available
Вступ. Тривале застосування діуретиків, особливо у великих дозах, численність і тяжкість побічних ефектів (водно-електролітні й метаболічні порушення), а також відносно обмежена номенклатура існую­чих діуретичних засобів диктують необхідність пошуку нових сполук, які б проявляли діуретичну дію, мали нескладну технологію виробництва та були більш бе...
Article
Full-text available
he presented work is devoted to the development of synthesis methods for novel 2-[(3-aminoalkyl-(alkaryl-, aryl-))-1 H -1,2,4-triazolo]anilines. Abovementioned compounds were obtained via hydrazinolysis (Ing-Manske procedure) and acid hydrolysis of corresponding N -acylated{([1,2,4]triazolo[1,5- c]quinazolin-2-yl)alkyl-(alkaryl-, aryl-)}amines. The...
Article
Full-text available
A simple and effective method for the synthesis of unknown 1-methyl-7-arylfuro[3,2-g]pteridine-2,4(1H,3H)-diones by dehydration of the corresponding 1-methyl-6-phenacyl-pteridine-2,4,7(1H,3H,8H)-triones is reported in the article. It was shown that their alkylation by butyl chloroacetate in basic medium proceeded by the N 3-atom of the heterocycle....
Article
Present manuscript describes the synthesis and molecular structure features of novel condensed pyrido[1,2-a]quinazolines. The above-mentioned compounds were synthesized via condensation of 2-[azolyl-(аzinyl-)]anilines with 5-oxohexanoic acid. The tandem condensation intermediates were isolated and cyclized under various conditions. The structures o...
Article
A synthesis method of novel N ‐cycloalkylcarbonyl‐ N ' ‐aryl‐thioureas was developed. It consists of sequential addition of equimolecular amounts of ammonium isothiocyanate and substituted anilines to cycloalkylcarbonyl chlorides. The identity and purity of products were confirmed by LC‐MS spectra, their structure by elemental analysis, IR and 1 H...
Article
Background Computer aided drug design is among the most effective methods of medicinal chemistry. Abovementioned approaches were used for purposeful search of antiinflammatory agents among quinazoline condensed derivatives. Objective Purposeful synthesis of novel 3-R-2,8-dioxo-7,8-dihydro-2H-pyrrolo[1,2- a][1,2,4]triazino[2,3-c]quinazoline-5a(6H)c...
Article
Full-text available
It is known that carboxyl groups bonded to aryl or hetaryl moieties play a role of the “pharmacophore” fragment in most NSAID molecules. It should be mentioned that the carboxyl group may cause the appearance of toxic effects and is characterized by unsatisfactory pharmacokinetic properties. The structural modification of the carboxyl group, includ...
Article
In this work, a highly sensitive and rapid liquid chromatography-tandem mass spectrometry (LC–MS/MS) method for the simultaneous determination of amlodipine (AML), bisoprolol (BIS) and enalapril maleate (ENA) in the presence of its metabolite enalaprilat (ENT) in real human plasma was developed and validated using felodipine, propranolol, ramipril,...
Article
The synthesis of novel pyrrolo[1,2-a]azolo-(azino-)[c]quinazolines by tandem reaction of 2-(azolyl-(azinyl-))anilines with oxocarboxylic acids was described in this article. The mechanism of obtained compounds formation was proposed , and the intermediate of the heterocyclization has been isolated and characterized. The IR-, 1 H and 13 C NMR-, chro...
Article
The synthesis of 6‐(2‐hydroxy‐2‐aryl (heteryl)ethyl)‐1‐methylpteridine‐2,4,7(1H,3H,8H)‐triones by the reduction of the corresponding ketones and the peculiarities of conversion of the synthesized alcohols to (E)‐1‐methyl‐6‐(2‐aryl (heteryl)ethenyl)pteridine‐2,4,7(1H,3H,8H)‐triones was reported. The mechanism of monomolecular elimination that occurr...
Article
Full-text available
Мета роботи. Дослідження протизапальної активності та гострої токсичності оригінальних 3-R-7,8-дигідро-2Н-піроло[1,2-а][1,2,4]триазино[2,3-с]хіназолін-5а(6Н)-алкілкарбонових кислот. Матеріали і методи. Дослідження протизапальної активності проводили на моделі карагенінового набряку лапки білих щурів-самців лінії «Вістар» масою 140 – 220 г. Досліджу...
Article
Due to their high specificity and efficacy, triazoles have become versatile antifungals to treat fungal infections in human healthcare and to control phytopathogenic fungi in agriculture. However, azole resistance is an emerging problem affecting human health as well as food security. Here we describe the synthesis of 10 novel {2-(3-R-1H-1,2,4-tria...
Article
Full-text available
Objective: The present study was aimed to develop a rapid, specific and sensitive method based on LC-MS/MS method was developed for the determination of urocarb using etomidate as an internal standard. Methods: Chromatography was achieved on Discovery C18, 50 × 2.1 mm, 5 μm column. Samples were chromatographed in a gradient mode (eluent A (acetonit...
Article
Full-text available
Objective: The main purpose of this study was to develop a simple, precise, rapid and accurate method for the quantification of cardiazol in human plasma. Methods: Chromatography was achieved on Discovery C18, 50 × 2.1 mm, 5 μm column. Samples were chromatographed in a gradient mode (eluent A (acetonitrile-water–formic acid, 5: 95: 0.1 v/v), eluent...
Article
Full-text available
Objective: A simple, rapid and reproducible HPLC method was developed for the determination of bisoprolol in experimental combined dosage forms containing bisoprolol and enalapril and for drug dissolution studies. column (Hi Qsil C18, 5 μm, 4.6х250 mm) and a mobile phase methanol: phosphate buffer solution (65:35, v/v) mixture were used for separat...
Article
Full-text available
A heterocyclization reaction of 5,6-diamino-1-methyluracil and 2-oxopentanedioic acid was used in this study to synthesize 3-(1-methyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropteridin-6-yl)propanoic acid, intramolecular cyclization of which led to the formation of a tricyclic lactone, namely, 1-methyl-6,7-dihydro-2H-pyrano[3,2-g]pteridine-2,4,8-(1H,3H)-t...
Article
Full-text available
Previously unknown 3′‐R1‐5‐R2‐spiro[indoline‐3,6′‐[1,2,4]triazino[2,3‐c]quinazoline]‐2,2′‐(7′H)‐diones and their N‐substituted analogues were obtained via reaction of 6‐R1‐3‐(2‐aminophenyl)‐1,2,4‐triazin‐5‐ones with isatin and its substituted derivatives. It was shown that alkylation of 3′‐R1‐5‐R2‐spiro[indoline‐3,6′‐[1,2,4]triazino[2,3‐c]quinazoli...
Article
Full-text available
An effective synthesis of (3H-quinazoline-4-ylidene)hydrazides of N-carboxyalkyl-(arylalkyl-,aryl-)isoindoline-1,3-di-ones, using activated N-protected aminoacids and 4-hydrazinoquinazoline was proposed in the framework methodology of directed search of hypoglycemic agents (fragment-oriented design, molecular docking). These hydrazides prepared via...
Article
Background: (Quinazoline-4-ylidene)hydrazides are valued intermediates in modern organic chemistry, as they are commonly used for the synthesis of substituted [1,2,4]triazolo[1,5-c]quinazolines. Objective: Unknown N-acyl-2-([1,2,4]triazolo[1,5-c]quinazoline-2-yl)-alkyl-(alkaryl-, aryl-) amines were synthesized and evaluated for anti-inflammatory...
Article
Nine novel acyl thioureas were synthesized. Their identities and purities were confirmed by LC‐MS spectra; each structure was elucidated by elemental analysis, IR, ¹Н and ¹³C NMR spectra. Applying an in vitro screening of their antifungal potential, three substances (3, 5, and 6) could be selected as showing high activity against 11 fungi and 3 Phy...
Article
Full-text available
Мета роботи – розробка нових напрямків удосконалення підготовки студентів до ліцензійного іспиту “КРОК 1. Фармація”. Основна частина. У статті проаналізовано сучасний стан та проблеми підготовки студентів до іспиту. Детально обговорено можливі стратегії, що можуть бути використані університетами для покращення рівня підготовки студентів до іспиту....
Article
Full-text available
[Figure not available: see fulltext.] Reactions of 3-(2-aminophenyl)-6-R-1,2,4-triazin-5(2H)-ones with aryl isocyanates and aryl isothiocyanates were studied by using solvents of various nature, as well as varying the temperature regime and process duration. The series of synthesized compounds was shown to exhibit pronounced cytostatic activity wit...
Article
Full-text available
Today we know that NO· and ONOO- are clue pathophysiological factors for progression some ischemic diseases of the central nervous system. So investigation of the antioxidants which will be able to decrease NO· and ONOO- toxicity seems to be very of current interest. The six esters and three amides of 2-(3,4-dihydro-3-oxo-2H-[1,2,4]triazino[4,3-c]q...