Anatoly Velikorodov

Anatoly Velikorodov
Astrakhan State University | aspu · Organic & Pharmaceutical Chemistry

Doctor of Chemistry (Organic C

About

151
Publications
7,103
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295
Citations
Citations since 2017
36 Research Items
189 Citations
2017201820192020202120222023010203040
2017201820192020202120222023010203040
2017201820192020202120222023010203040
2017201820192020202120222023010203040
Introduction
Synthesis of biological active compounds, azaheterocycles, polyheterocycles, multicomponent reactions, one-pot reactions, carbamates
Skills and Expertise
Additional affiliations
November 1991 - present
Astrakhan State University
Position
  • Head of Department
November 1991 - present
Astrakhan State University
Position
  • Head of Department
Description
  • 1, Shaumyan sq. Russia, 414000 +7(8512)518264

Publications

Publications (151)
Conference Paper
In this work, a study of the protective properties of a new hydroxy derivative of chalcone was carried out in comparison with a water-soluble analogue of vitamin E - trolox. The inhibitory activity of the compounds was evaluated on a model system of the long-term process of lipid peroxidation in Siberian sturgeon sperm without and with the addition...
Article
Series of new derivatives of ninhydrin, isatin, and 4-hydroxy-1,3-thiazine-2,6-dione were synthesized. Their antimicrobial activity against opportunistic microflora of Staphylococcus aureus and Pseudomonas aeruginosa isolated from neurotrophic ulcers of leprosy patients was studied. Antibacterial activity against S. aureus was observed for derivati...
Article
Синтезированы новые производные нингидрина, изатина, 4-гидрокси-1,3-тиазин-2,6-диона и исследована их антимикробная активность в отношении условно-патогенной микрофлоры Staphylococcus aureus и Pseudomonas aerugenosa, выделенных из нейротрофических язв больных лепрой. Установлено, что антибактериальной активностью обладают соединения, относящиеся к...
Conference Paper
The antioxidative activity of new carbamate derivatives has been compared by studying their influence on the generation of superoxide anion radical O2-• in the enzyme/substrate system xanthine/xanthine oxidase, on adrenaline autoxidation in an alkaline medium and on the level of lipid peroxidation in bester liver. Investigated aryl carbamates showe...
Article
Full-text available
The growth of resistance to antimycobacterial drugs dictates the need to develop new agents with high therapeutic efficacy and low toxicity. The present review analyzes and summarizes literature data over the past decade on the synthesis and study of antimycobacterial agents using both an empirical approach and molecular docking. Pyrimidines, amide...
Article
Рост резистентности к антимикобактериальным препаратам диктует необходимость в разработке новых лекарственных средств с высокой терапевтической эффективностью и низкой токсичностью. В обзоре анализируются и обобщаются литературные данные за последние десять лет по синтезу и исследованию антимикобактериальных средств с использованием как эмпирическо...
Article
Full-text available
New hydroxy derivatives of chalcones obtained via a condensation of 3-acetyl-2H-chromen-2-one with 2,4-dihydroxy- and 4-hydroxy-benzaldehydes and via an aldol crotonic condensation of methyl N-(4-acetylphenyl)carbamate with 4-hydroxy-3,5-di(tert-butyl)benzaldehyde have been isolated and characterized. A wide range of promising biological activity o...
Article
Full-text available
5-Acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione reacted with cyclohexyl and benzyl (4-aminophenyl)carbamates in boiling ethanol in the presence of a catalytic amount of glacial acetic acid to give the corresponding Schiff bases, cyclohexyl and benzyl (4-{[(E)-1-(4-hydroxy-2,6-dioxo-3,6-dihydro-2H-1,3-thiazin-5-yl)ethylidene]amino}phenyl)carbamates...
Article
Full-text available
The reaction of methyl N-{4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)acetyl]phenyl}carbamate with tosylmethyl isocyanide in tetrahydrofuran in the presence of potassium tert-butoxide led to the formation of methyl N-Chalcones and hybrid chalcones (chalconoids) are privileged structures in organic synthesis, which provide the possibility of construc...
Article
Methyl 1,3,11′-trioxo-1,3,10a′,11′-tetrahydro-4β′H-spiro[inden-2,10′-indeno[1,2-b]chromene]-7′(8′)-ylcarbamates and methyl(ethyl) 4-(1,1′,3,3′-tetraoxo-2,2′,3,3′-tetrahydro-1H,1′H-2,2′-biinden-2-yl)-phenylcarbamates were synthesized by condensation of 2-hydroxy-2,2′-biindane-1,1′,3,3′-tetrone with methyl N-(3(4)-hydroxyphenyl)carbamates and methyl(...
Article
Full-text available
Химический состав эфирного масла Prangos odontalgica (Pall.) Herrnst. et. Heyn, дикорастущего в Астраханской области, практически не изучен в отличие от других видов рода Prangos, произрастающих в Иране, Турции и Узбекистане. Для получения эфирного масла используются все части растения (корни, стебли, цветы, листья, плоды), а также различные методы...
Article
Full-text available
By hydro distillation method were obtained samples of essential oils from Hyssopus officinalis L., cultivated in the Astrakhan region and the dependence of its yields from the plant vegetation period was studied. The highest yield of essential oil from flowers (0,6–0,8%) was observed. From the ground plant parts in the flowering stage essential oil...
Article
Full-text available
Растения рода Helichrysum относятся к семейству Asteraceae и имеют в большое разнообразие видов. В Астраханской области произрастает два вида Helichrysum – цмин песчаный (Helichrysum arenarium Moench) и цмин ногайский (Hеlichrisum nogaicum Zvelev), который выявлен позже и недостаточно изучен. Цмин песчаный – это известное лекарственное растение, ко...
Article
The condensation of methyl (ethyl) phenylcarbamates with ninhydrin in concentrated sulfuric acid gave dialkyl [1,3-dioxoindan-2,2-diyldi(4,1-phenylene)]biscarbamates. Treatment of the latter with hydrazine hydrate resulted in the transformation of the indandione fragment into phthalazinone. Ninhydrin reacted with methyl (hydroxyphenyl)carbamates in...
Article
Full-text available
Samples of oils from seeds of wild-growing plants (Elaeagnus angustifoli, Xanthium strumarium, Nelumbo nucifera) and cultivated plants (Sorghum bicolor (L.) Moench, Volzhskoye 51 and Amaranthus cruentus sort Kharkiv 1) in the Astrakhan region, were obtained using supercritical fluid extraction with carbon dioxide in the presence of ethanol as co-so...
Article
Acetophenones containing a methoxycarbonylamino group in position 2, 3, or 4 of the aromatic ring reacted with phenylglycine in the presence of 2 equiv of iodine and 0.5 equiv of sulfanilic acid in DMSO at 100°C for 6 h to give methyl [2(3,4)-(2-phenyl-1,3-oxazol-5-yl)phenyl]carbamates. The reaction was presumed to involve intermediate formation of...
Article
Full-text available
Samples of essential oil from Tamarix ramosissima plant growing in the Astrakhan region were obtained by steam distillation and the dependence of its yield on the vegetative period of the plant was studied. The duration of the process of steam distillation was established experimentally on the basis of a study of the dynamics of the change in the y...
Article
Hetero-Diels–Alder reaction of 5-(propan-2-ylidene)-4-sulfanylidene-1,3-thiazolidin-2-one with N,N′-bis(methoxycarbonyl)-1,4-benzoquinone diimine in boiling toluene afforded 87% of dimethyl 9,9-dimethyl-2-oxo-8a,9-dihydro-2H-thiochromeno[2,3-d][1,3]thiazole-5,8(3H,4aH)-diylidenedicarbamate. Analogous reactions of 5-benzylidene-, 5-{[4-(dimethylamin...
Article
The oxidation of methyl (4-acetylphenyl)carbamate with selenium dioxide in dioxane–water (30: 1) gave methyl [4-(oxoacetyl)phenyl]carbamate whose condensation with ethyl acetoacetate or diethyl malonate and hydrazine hydrate afforded ethyl 3-methyl-6-[4-(methoxycarbonylamino)phenyl]pyridazine-4-carboxylate and methyl {4-[5-(hydrazinecarbonyl)-6-oxo...
Article
Novel phenylcarbamates with isoxazole, nitrofuran, thiosemicarbazone, isonicotinoylhydrazide, and pyridine moieties were synthesized by [3+2]-cycloaddition and condensation reactions of 4-formylphenyl-N-phenylcarbamate. Their antimicrobial activities against museum strains of Gram-positive bacteria Staphylococcus aureus 209-P and Streptococcus pneu...
Article
Three-component condensation of methyl {4-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl}- carbamate with ninhydrin and L-proline in methanol–water (10: 1) afforded methyl {4-[1,3-dioxo-1′- (4-methoxyphenyl)-1,1′,2′,3,5′,6′,7′,7a′-octahydrospiro[indene-2,3′-pyrrolizin]-2′-ylcarbonyl]phenyl}carbamate. Heating of methyl {4-[(2E)-3-(4-methoxyphenyl)prop...
Article
Реакциями [3+2]-циклоприсоединения и конденсации на основе 4-формилфенил-N-фенилкарбамата получены новые производные фенилкарбаматов c изоксазольным, нитрофурановым, тиосемикарбазонным, изоникотиноилгидразидным и пиридиновым фрагментами. Изучена их противомикробная активность в отношении музейных штаммов грамположительных бактерий Staphilococcus au...
Article
Full-text available
Oxidative heterocyclization of methyl 3-{1-[2-(carbamoylhydrazinylidene)]ethyl}-2-methyl-5-[(methoxycarbonyl)amino]-1H-indole-1-carboxylate by the action of selenium dioxide in acetic acid and heating of the corresponding thiosemicarbazone in boiling acetic anhydride gave 1,2,3-selenadiazole and 2,3-dihydro-1,3,4-thiadiazole derivatives, respective...
Article
Reaction of 11H-indeno[1,2-b]quinoxalin-2-one with semi(thiosemi)carbazides in ethanol resulted in semi(thiosemi)carbazones which at boiling in acetic anhydride underwent cylization yielding N-{3′-acetyl-3′H-spiro[indeno[1,2-b]quinoxalin-11,2′-[1,3,4]oxa(thia)diazol]-5′-yl}acetamides. Aldol crotonic condensation of 11H-indeno[1,2-b]quinoxalin-2-one...
Article
Full-text available
Обзор посвящен рассмотрению зависимости биологической активности 1,3-дифенил-2-пропен-1-онов (халконов) от строения молекул. Выявлены фармакофорные группы, обуславливающие проявление антимикробной, противогрибковой, противоопухолевой, антиоксидантной, цитотоксической, антипролиферативной, противовоспалительной, гипергликемической, гепатопротекторно...
Article
Reactions of methyl(ethyl) N-(2-cyanophenyl)carbamates with sodium azide in dimethylformamide at 80-90A degrees C in the presence of anhydrous CdCl2 afforded the corresponding N-arylcarbamates with a 1,2,3,4-tetrazole fragment. The acylation of methyl N-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]carbamate with acetic anhydride followed by the condensation...
Article
Condensation of methyl N-(3-hydroxyphenyl)carbamate with ethyl trifluoromethylacetoacetate, 2-methoxyethyl acetoacetate in the presence of conc. sulfuric acid, and also with acetonedicarboxylic acid formed in situ from citric acid under the action of conc. sulfuric acid afforded chromene derivatives. The esterification of 2-{7-[(methoxycarbonyl)ami...
Article
Full-text available
Condensation of methyl N-(4-acetylphenyl)carbamate with aromatic aldehydes in basic and acid environment, and also with hetarylaldehydes in the presence of bases afforded chalcones with the carbamate function. Under the conditions of basic catalysis a nucleophilic substitution was observed of a methoxy group in the carbamate moiety of the chalcone...
Article
Full-text available
It is very important to attract pollinators to proper pollination of specific crops, especially commercial crop production. Plants produce attractive substances to attract pollinators in floral nectar and defenders in extra-floral nectar. Whereas nectars must function in the context of plant-animal mutualisms, their chemical composition makes them...
Article
Full-text available
A new method has been developed for the synthesis of 1,3-benzothiazol-2(3H)-ones with carbamate function based on the adducts of the 1,4-addition of thioacetic acid to 2-R-N,N'-dimethoxycarbonyl-1,4-benzoquinone diimines. Refluxing the 2-thioacetyl-substituted dicarbamates in ethanol in the presence of hydrochloric acid gave 1,3-benzothiazol-2(3H)-...
Article
Full-text available
Azo coupling of diazonium salts derived from alkyl (4-aminophenyl) carbamates with ethyl α-methylacetoacetate gave ethyl 5- alkoxycarbonylamino-1H-indole-2-carboxylates. The condensation of aminophenylcarbamates with aromatic aldehydes in ethanol afforded the corresponding Schiff bases. Cyclohexyl {4-[(4-methoxyphenyl)methylidene] aminophenyl}carba...
Article
Full-text available
A series of carbamate-functionalized spiro compounds were synthesized by [3+2]-cycloaddition and condensation reactions based on methyl {4(3)-[2-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetyl]phenyl}carbamates. The antimicrobial activity with respect to E. coli, S. aureus 209, and Micrococcus and antifungal activity with respect to Microsporum canis,...
Article
Acylation of 2-aminobenzenethiol with methyl chloroformate in pyridine gave dimethyl 2,2′-disulfanediylbis(2,1-phenylene)dicarbamate instead of expected methyl 2-suylfanylphenylcarbamate. Heating of the product with zinc dust in glacial acetic acid led to the formation of 1,3-benzothiazol-2(3H)-one. Alkylation of the latter with 1,2-dibromoethane a...
Article
Full-text available
By hydrodistillation method are received samples of volatile oil from four precinctive species for Astrakhan region of Artemisia: Artemisia lerchiana, Artemisia santonica, Artemisia arenaria, Artemisia austriaca and dependence of volatile oil yield from Artemisia species, site of growing is investigated and appearance and limits of change of refrac...
Article
By the reaction of methyl {4(3)-[2-(2-oxo-1,2-dihydro-3Н-indol-3-ylidene)acetyl]phenyl} carbamates with ethyl 3-aminocrotonate at boiling in the mixture toluene–anhydrous ethanol, 2 : 1, ethyl 5-{3(4)-[(methoxycarbonyl)amino]phenyl}-2-methyl-4-(2-oxo-2,3-dihydro-1Н-indol-3-yl)-1Н-pyrrole-3- carboxylates were obtained. The condensation of methyl {3(...
Article
By the reaction of methyl {4(3)-[2-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetyl]phenyl} carbamates with ethyl 3-aminocrotonate at boiling in the mixture toluene-anhydrous ethanol, 2: 1, ethyl 5-{3(4)-[(methoxycarbonyl)amino]phenyl}-2-methyl-4-(2-oxo-2,3-dihydro-1H-indol-3-yl)-1H-pyrrole-3-carboxylates were obtained. The condensation of methyl {3(4)...
Article
A series of carbamate-containing derivatives of 1,2- and 1,4-oxazine, isoxazoline, isoxazole, benzimidazole-3-oxide, and indole were obtained by [3 + 2]-cycloaddition and ring-closure reactions. The antifungal activity of the synthesized compounds was studied in vitro against Microsporum canis, Trichophyton rubrum, and Candida albicans. Among the t...
Article
1,3-Dipolar cycloaddition of methyl 4-[2-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetyl]phenylcarbamate to non-stabilized azomethine ylides generated by decarboxylation of α-amino acid (sarcosine and proline) adducts with ketones (isatin and ninhydrin) occurred regioselectively with formation of the corresponding spiro compounds having a carbamate mo...
Article
Abstract—1,3-Dipolar cycloaddition of methyl {4-[2-(2-oxo-l,2-dihydro-3Н-indol-3-ylidene)acetyl]phenyl}car-bamate to non-stabilized azomethine ylides generated by decarboxylation of -amino acid (sarcosine and proline) adducts with ketones (isatin and ninhydrin) occurred regioselectively with formation of the corre¬sponding spiro compounds having a...
Article
1,3-Dipolar cycloaddition to methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]- phenylcarbamate of diazomethane in chloroform–diethyl ether and of 3,4-dimethoxybenzonitrile oxide generated from the corresponding aldehyde oxime by the action of N-chlorobenzenesulfonamide sodium salt (Chloramine B) in boiling ethanol gave, respectively,...
Article
Previously unknown pyrrolysine derivatives (IV) are obtained by three-component heterocyclization of L-proline with 2-aryl-1,1-dicyanoethenes and aldehydes.
Article
1,3-Dipolar cycloaddition to methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]-phenylcarbamate of diazomethane in chloroform-diethyl ether and of 3,4-dimethoxybenzonitrile oxide generated from the corresponding aldehyde oxime by the action of N-chlorobenzenesulfonamide sodium salt (Chloramine B) in boiling ethanol gave, respectively, m...
Article
Full-text available
By hydro distillation method receives samples of volatile oil from Lophantus anisatum Benth. and dependence of its yield on type of ground part, term of vegetation plant is investigated; the limits of change of specific weight and parameter of refraction are determined. By liquid-gas chromatography method carries out the quantitative analysis of th...
Article
Abstract—Oximation of indoles having a methoxycarbonylamino group on C3 and an acyl group on C3 with hydroxylamine hydrochloride in the presence of pyridine gave the corresponding oximes. The reduction of the 3-C=0 group with sodium tetrahydridoborate in the presence of sodium hydroxide was accompanied by removal of the methoxycarbonyl group at the...
Article
Condensation of methyl 4-acetylphenylcarbamate with isatin in the presence of diethylamine afforded methyl 4-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetyl]phenylcarbamate which was converted into the corresponding chalcone on heating in glacial acetic acid in the presence of hydrochloric acid. 1,3-Dipolar cycloaddition to that chalcone of azom...
Article
Oximation of indoles having a methoxycarbonylamino group on C5 and an acyl group on C3 with hydroxylamine hydrochloride in the presence of pyridine gave the corresponding oximes. The reduction of the 3-C=O group with sodium tetrahydridoborate in the presence of sodium hydroxide was accompanied by removal of the methoxycarbonyl group at the pyrrole...
Article
Abstract—Three-componentheterocyclization of 2-aryl-l,l-dicyanoethenes with L-proline and aldehydes leads to the formation of l-aryItetrahydro-177-pyrrolysines that under acid (alkaline) hydrolysis conditions are converted into derivatives of 6-carboxy-7-phenyl-2,3,5,7a- or l,3-diaryl-2-carboxy-5,6,7,7a-tetrahydro-l/7-pyrrolysine.
Article
One-pot reaction of 1,3-dipolar cycloaddition of aryldiazamethanes generated in situ from the sodium salts of tosylhydrazones of benzaldehyde, p-nitro-, p-methoxy-, and 3,4-dimethoxybenzaldehyde to propargyl-N-phenyl carbamate under heating led to the formation of 3,5-disubstituted pyrazoles in good yield and high regioselectivity.