ILiya Mainagashev - Academia.edu (original) (raw)
Papers by ILiya Mainagashev
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 1988
ChemInform, 2010
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Russian Journal of Bioorganic Chemistry, 2013
Amides containing homopiperidine and piperazine cycles were synthesized from dihydrobetu lonic ac... more Amides containing homopiperidine and piperazine cycles were synthesized from dihydrobetu lonic acid obtained by the oxidation of dihydrobetulin. All substances were shown to have a high antitumor activity (CCID 50 = 3.5-36.2 µM) in vitro in lymphoid (CEM 13, U 937) and monocytic (MT 4) human cell lines. Amides containing the methyl and ethylpiperazine residues do not influence the viability of Lung Lewis Carcinoma cells in culture and do not have a significant effect on its transplants in C57BL/6 mice. However, these amides efficiently inhibit the development of metastases in lungs of these mice. The antime tastatic activity of the studied amides increases with changing the methyl by ethyl aliphatic residue in the pip erazine cycle.
Russian Journal of Bioorganic Chemistry, 2004
Pentafluoropyridine reacts with thymidine, adenosine, and uridine hydroxy groups to give quantita... more Pentafluoropyridine reacts with thymidine, adenosine, and uridine hydroxy groups to give quantitative yields of the corresponding nucleoside di-and triaryl ethers. The nucleophilic substitution reactions proceed successively and in parallel, with the slowest step being the nucleophilic substitution of the nucleoside secondary hydroxyls. The resulting ethers contain tetrafluoropyridyl moieties, which could be smoothly modified by nucleophilic substitution of fluorine atoms. The ethers are useful intermediate synthons (both isolated and in situ) for molecular design of oligonucleotide analogues.
Bulletin of the Russian Academy of Sciences Division of Chemical Science, 1992
ABSTRACT It has been determined that the main products of photolysis of 1,2-anthraquinone diazide... more ABSTRACT It has been determined that the main products of photolysis of 1,2-anthraquinone diazide in benzene, toluene, anisole, nitrobenzene, and pyridine are the corresponding 1-hydroxy-2-arylanthraquinones that form as a mixture ofortho, meta, andpara isomers with significant content of themeta isomer (40–55%).
Russian Chemical Bulletin, 1993
Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in... more Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in formation of the derivatives of 2-amino-l-hydroxy-9,10-anthraquinone-9alkyl(aryl)imines in a high yield. 2-Amino-l-hydroxy-9,10-anthraquinone-9-alkylimines were shown by 13C and 15N NMR to exist predominantly in the enaminoquinoid form whereas 2-amino-l-hydroxy-9,10-anthraquinone-9-arylimines exist in the oxyimine form. Sunlight irradiation of the derivatives of 2-benzoylamino-9,10-anthraquinone-9-alkylimines results in formation of the photocyclization products-4-benzoylaminoanthra-[9,1-d,e]-1,3-oxasinones-7.
![Research paper thumbnail of Synthesis of 1-phenyl-6H-anthra[1,9-b,c]furan-6-one (furanoanthrone) derivatives by the reaction of 1-acyloxy-9,10-anthraquinones with benzyl cyanide](https://attachments.academia-assets.com/101722259/thumbnails/1.jpg)
](Russian Chemical Bulletin, 1996
The reactions of various I-acyloxyanthraquinones with benzyl cyanide in DMSO in the presence of K... more The reactions of various I-acyloxyanthraquinones with benzyl cyanide in DMSO in the presence of K2CO 3 were studied. I-Phenyl-6H-anthra[I,9-b,clfuran-6-one derivatives are formed as the main reaction products. In the case of unsubstituted I-acyloxyanthraquinones, I-phenyl-6H-anthra[l,9-b,clfuran-6-one and I-phenylanthra[l,9-b,clpyran-2,7-dione were isolated. It was shown that furanoanthrones can be synthesized in two steps via the corresponding pyronoanthrones.
Russian Chemical Bulletin, 1995
Photochemical transformations of t-arylcyanomethyl-9,10-anthraquinones were studied. It was estab... more Photochemical transformations of t-arylcyanomethyl-9,10-anthraquinones were studied. It was established that under irradiation, the hydrogen atom of the substituted methyl group is transferred to a peri-quinoid oxygen atom to form the corresponding %hydroxy-1,10-anthraquinone-l-arylcyanomethides. Dark transformations of photoinduced quinonemethides result from three competing parallel processes: intramolecular transfer of the hydrogen atom, a reaction with a solvent (alcohol), and oxidation by dissolved oxygen. The kinetics of these reactions were studied.
Nucleosides, Nucleotides and Nucleic Acids, 2005
Interaction of pentafluoropyridine with hydroxyl groups of thymidine, uridine, adenosine, and deo... more Interaction of pentafluoropyridine with hydroxyl groups of thymidine, uridine, adenosine, and deoxyadenosine at room temperature leads to the formation of aryl ethers of nucleosides with a high yield. Under severe conditions, one more tetrafluoropyridine residue is attached to pyrimidine fragments of T and U, while purine heterocycle in A remains intact. Nucleoside derivatives are formed with a quantitative yield and can be used in situ as intermediates for, as an example, molecular design of arene analogs of nucleic acids. The reaction with thymidine is a successive-parallel process, the limited stage being arylation of the secondary hydroxyl group. The presence of the vicinal hydroxyl group in pentose results in the opposite rate ratio of the formation of primary and secondary tetrafluoropyridyl ethers of adenine and uridine.
Chemistry of Heterocyclic Compounds, 1986
ABSTRACT
Chemistry of Heterocyclic Compounds, 1988
ABSTRACT
Journal of Structural Chemistry, 2006
ABSTRACT It has been stated by 1H NMR and UV spectrophotometry that 1-(4-tert-butil-phenoxy)-2-ce... more ABSTRACT It has been stated by 1H NMR and UV spectrophotometry that 1-(4-tert-butil-phenoxy)-2-cetylamino-9,10-anthraquinone photoisomerizes to 9-(4-tert-butylphenoxy)-2-cetylamino-1,10-anthraquinon with quantum yield ϕ = 0.4 ±0.1 under light excitation in the absorption band region in the UV/visible spectrum range with the maximum λ = 441 nm.
Chemistry of Natural Compounds, 2011
Reduced derivatives of 2,3-seco-28-oxo-19E,28-epoxy-18D-olean-2,3-dicarboxylic acid and its cycli... more Reduced derivatives of 2,3-seco-28-oxo-19E,28-epoxy-18D-olean-2,3-dicarboxylic acid and its cyclic anhydride were prepared. Reduction of the starting 2,3-secodicarboxylic acid by NaBH 4-I 2 produced the 2,3-seco-2,3-dihydroxy derivative. Reaction of the starting anhydride with LiAlH 4 gave the 2,3-seco-2,3,19E,28-tetrahydroxy derivative. Cyclization using acidic reagents of the 2,3-seco-2,3-hydroxy-and 2,3seco-2,3,19E,28-tetrahydroxy derivatives gave the corresponding cyclic ethers containing an oxepane ring. The anhydride ring was reduced by NaBH 4 to the corresponding H-lactone, the structure of which was confirmed by an x-ray crystal structure.
Chemistry of Heterocyclic Compounds, 1987
ABSTRACT
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 1988
ChemInform, 2010
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Russian Journal of Bioorganic Chemistry, 2013
Amides containing homopiperidine and piperazine cycles were synthesized from dihydrobetu lonic ac... more Amides containing homopiperidine and piperazine cycles were synthesized from dihydrobetu lonic acid obtained by the oxidation of dihydrobetulin. All substances were shown to have a high antitumor activity (CCID 50 = 3.5-36.2 µM) in vitro in lymphoid (CEM 13, U 937) and monocytic (MT 4) human cell lines. Amides containing the methyl and ethylpiperazine residues do not influence the viability of Lung Lewis Carcinoma cells in culture and do not have a significant effect on its transplants in C57BL/6 mice. However, these amides efficiently inhibit the development of metastases in lungs of these mice. The antime tastatic activity of the studied amides increases with changing the methyl by ethyl aliphatic residue in the pip erazine cycle.
Russian Journal of Bioorganic Chemistry, 2004
Pentafluoropyridine reacts with thymidine, adenosine, and uridine hydroxy groups to give quantita... more Pentafluoropyridine reacts with thymidine, adenosine, and uridine hydroxy groups to give quantitative yields of the corresponding nucleoside di-and triaryl ethers. The nucleophilic substitution reactions proceed successively and in parallel, with the slowest step being the nucleophilic substitution of the nucleoside secondary hydroxyls. The resulting ethers contain tetrafluoropyridyl moieties, which could be smoothly modified by nucleophilic substitution of fluorine atoms. The ethers are useful intermediate synthons (both isolated and in situ) for molecular design of oligonucleotide analogues.
Bulletin of the Russian Academy of Sciences Division of Chemical Science, 1992
ABSTRACT It has been determined that the main products of photolysis of 1,2-anthraquinone diazide... more ABSTRACT It has been determined that the main products of photolysis of 1,2-anthraquinone diazide in benzene, toluene, anisole, nitrobenzene, and pyridine are the corresponding 1-hydroxy-2-arylanthraquinones that form as a mixture ofortho, meta, andpara isomers with significant content of themeta isomer (40–55%).
Russian Chemical Bulletin, 1993
Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in... more Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in formation of the derivatives of 2-amino-l-hydroxy-9,10-anthraquinone-9alkyl(aryl)imines in a high yield. 2-Amino-l-hydroxy-9,10-anthraquinone-9-alkylimines were shown by 13C and 15N NMR to exist predominantly in the enaminoquinoid form whereas 2-amino-l-hydroxy-9,10-anthraquinone-9-arylimines exist in the oxyimine form. Sunlight irradiation of the derivatives of 2-benzoylamino-9,10-anthraquinone-9-alkylimines results in formation of the photocyclization products-4-benzoylaminoanthra-[9,1-d,e]-1,3-oxasinones-7.
Russian Chemical Bulletin, 1996
The reactions of various I-acyloxyanthraquinones with benzyl cyanide in DMSO in the presence of K... more The reactions of various I-acyloxyanthraquinones with benzyl cyanide in DMSO in the presence of K2CO 3 were studied. I-Phenyl-6H-anthra[I,9-b,clfuran-6-one derivatives are formed as the main reaction products. In the case of unsubstituted I-acyloxyanthraquinones, I-phenyl-6H-anthra[l,9-b,clfuran-6-one and I-phenylanthra[l,9-b,clpyran-2,7-dione were isolated. It was shown that furanoanthrones can be synthesized in two steps via the corresponding pyronoanthrones.
Russian Chemical Bulletin, 1995
Photochemical transformations of t-arylcyanomethyl-9,10-anthraquinones were studied. It was estab... more Photochemical transformations of t-arylcyanomethyl-9,10-anthraquinones were studied. It was established that under irradiation, the hydrogen atom of the substituted methyl group is transferred to a peri-quinoid oxygen atom to form the corresponding %hydroxy-1,10-anthraquinone-l-arylcyanomethides. Dark transformations of photoinduced quinonemethides result from three competing parallel processes: intramolecular transfer of the hydrogen atom, a reaction with a solvent (alcohol), and oxidation by dissolved oxygen. The kinetics of these reactions were studied.
Nucleosides, Nucleotides and Nucleic Acids, 2005
Interaction of pentafluoropyridine with hydroxyl groups of thymidine, uridine, adenosine, and deo... more Interaction of pentafluoropyridine with hydroxyl groups of thymidine, uridine, adenosine, and deoxyadenosine at room temperature leads to the formation of aryl ethers of nucleosides with a high yield. Under severe conditions, one more tetrafluoropyridine residue is attached to pyrimidine fragments of T and U, while purine heterocycle in A remains intact. Nucleoside derivatives are formed with a quantitative yield and can be used in situ as intermediates for, as an example, molecular design of arene analogs of nucleic acids. The reaction with thymidine is a successive-parallel process, the limited stage being arylation of the secondary hydroxyl group. The presence of the vicinal hydroxyl group in pentose results in the opposite rate ratio of the formation of primary and secondary tetrafluoropyridyl ethers of adenine and uridine.
Chemistry of Heterocyclic Compounds, 1986
ABSTRACT
Chemistry of Heterocyclic Compounds, 1988
ABSTRACT
Journal of Structural Chemistry, 2006
ABSTRACT It has been stated by 1H NMR and UV spectrophotometry that 1-(4-tert-butil-phenoxy)-2-ce... more ABSTRACT It has been stated by 1H NMR and UV spectrophotometry that 1-(4-tert-butil-phenoxy)-2-cetylamino-9,10-anthraquinone photoisomerizes to 9-(4-tert-butylphenoxy)-2-cetylamino-1,10-anthraquinon with quantum yield ϕ = 0.4 ±0.1 under light excitation in the absorption band region in the UV/visible spectrum range with the maximum λ = 441 nm.
Chemistry of Natural Compounds, 2011
Reduced derivatives of 2,3-seco-28-oxo-19E,28-epoxy-18D-olean-2,3-dicarboxylic acid and its cycli... more Reduced derivatives of 2,3-seco-28-oxo-19E,28-epoxy-18D-olean-2,3-dicarboxylic acid and its cyclic anhydride were prepared. Reduction of the starting 2,3-secodicarboxylic acid by NaBH 4-I 2 produced the 2,3-seco-2,3-dihydroxy derivative. Reaction of the starting anhydride with LiAlH 4 gave the 2,3-seco-2,3,19E,28-tetrahydroxy derivative. Cyclization using acidic reagents of the 2,3-seco-2,3-hydroxy-and 2,3seco-2,3,19E,28-tetrahydroxy derivatives gave the corresponding cyclic ethers containing an oxepane ring. The anhydride ring was reduced by NaBH 4 to the corresponding H-lactone, the structure of which was confirmed by an x-ray crystal structure.
Chemistry of Heterocyclic Compounds, 1987
ABSTRACT