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2014 Vol 12 # 2


Aminomethylation of isoflavones with cyclic amino alcohols

G.P. Mrug1, M.S. Frasinyuk1, S.P. Bondarenko2, V.S. Brovarets1, V.P. Khilya2

1 Institute of Bioorganic and Petroleum Chemistry, NAS of Ukraine
1, Murmanska Str., Kyiv, 02094, Ukraine

2 Taras Shevchenko Kyiv National University
64, Volodymirska Str., Kyiv, 01033, Ukraine

Summary. The analogues of chromone alkaloids were synthesized by aminomethylation of natural isoflavones such as formononetin, 2 methylformononetin, cladrin, 7-hydroxy-2-methyl-3-phenylchromone and 2-methyl cladrin derivative with (S)-prolinol, trans-4-hydroxy-L-proline and 3-hydroxypiperidine.

Keywords: isoflavone, Mannich Reaction, (S)-prolinol, trans-4-hydroxy-L-proline, 3-hydroxypiperidine.

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Synthesis and biological activity of new 6-bromo-2-methyl-4-sulfanyl derivatives of quinoline


O.. Brazhko, L.O. Omeljanchik, I.B. Labenska, M.P. Zavgorodny

Zaporizhzhya National University
66, Zhukovsky Str., Zaporizhzhya, 69600, Ukraine

Summary. Having used virtual screening (PASS-prognosis) the potential bioactive molecules among the 6-bromo-2-methyl-4-sulfanylquinoline substances were selected. The most perspective compounds were synthesized. Their toxicity, antibacterial, antioxidant and diuretic effects were studied as well. They showed themselves as substances with low and moderate toxicity. The experiments show the promising outlook of in-depth study of 6-bromo S-substituted derivatives of 4-mercaptoquinoline as potential antioxidants.

Keywords: 4-sulfanyl derivatives of quinoline, mercaptocarboxylic acids, PASS-prognosis, toxicity, antioxidant activity.

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Quantum-chemical analysis of all possible pairs of DNA m
9Adem9Ade in rare tautomeric forms

D.P. Plodnik1, I.S. Voiteshenko1,2, D.M. Hovorun1,2

1 Institute of High Technologies, Taras Shevchenko National University of Kyiv
2g, Hlushkova Ave, Kyiv, 03022, Ukraine

2 Institute of Molecular Biology and Genetics, NAS of Ukraine
150, Zabolotnoho Str., Kyiv, 03680, Ukraine

Summary. By the methods of quantum chemistry at the level of theory MP2/6-311++G(2df,pd)//B3LYP/6-311++G(d,p) was first obtained a complete family of base pairs of DNA m9Adem9Ade in rare tautomeric forms associated by intermolecular H-bonds. For the first time revealed that the pair 1, which is the intermediate pairing of Topal-Fresco 2 pair in the active site of high-precision DNA polymerase, energetically is the most advantageous structure. The relative energy of the pair 2 is 0.47 kcal/mol under standard conditions.

Keywords: adenine, DNA base pairs, hydrogen bonds, rare tautomers, quantum chemistry.

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The use of RNA/DNA ratio for rapid assessment of species-specific differences in genetically determined response of wheat and rye to the action of chemical factors

O.I. Martynenko1, T.K. Kyrylenko1, A.V. Stepanyugin1, D.P. Plodnik2, D.M. Hovorun1,2

1 Institute of Molecular Biology and Genetics, NAS of Ukraine
150, Zabolotnoho Str., Kyiv, 03680, Ukraine

2 Institute of High Technologies, Taras Shevchenko National University of Kyiv
2g, Hlushkova Ave, Kyiv, 03022, Ukraine

Summary. In this work feature of the answers of wheat and rye on a one-time impact of chemical factors (drug methisazone) at genome reaction level measured by the ratio of RNA/DNA and growth rate was researched. Regression analysis relationship between these indicators revealed species-specific correlation between them. Also found that under the influence of chemical factors in different species of the studied cereals occurring changes in the nature and strength of correlation, which differ between each other and may indicate on the different sensitivities of wheat and rye on methisazone action. The authors propose to apply the value of RNA/DNA for quantitative rapid assessment of the impact of exogenous factors on chemical plant organisms.

Keywords: RNA/DNA ratio, activity of plant genome, stress response of plants, chemical factors, wheat, rye.

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Synthesis and hemolytic properties of the 4,4-dyhidroxybiphenyl derivatives

S.O. Zanoza1, G.V. Maltzev1, T.I. Bykova2, S.A. Lyakhov1, M.U. Zubritskiy3, S.A. Andronaty1,2

1 A.V. Bogatsky Physico-Chemical Institute, NAS of Ukraine
86, Lyustdorfska doroga, Odesa, 65080, Ukraine

2 I.I. Mechnikov Odesa National University
2, Dvoryanska Str., Odesa, 65025, Ukraine

3 L.M. Litvinenko Institute of Physical Organic and Coal Chemistry, NAS of Ukraine
70, R. Luxemburg Str., Donetsk, 83114, Ukraine

Summary. 4,4-Bs-(ω-aminoalkoxy)-biphenyls were synthesized via dihydroxybiphenyl alkylation using the α,ω-dihalogenoalkanes (hydrocarbon chain length from 2 to 6 methylene units) following aminodehalogenation with primary and secondary amines. Synthesized compound structures were confirmed using different spectral methods. Hemolytic properties were studied using healthy donors erythrocytes 0(I)/Rh D+. The structure of the terminal aminogroup does not significantly influence on the hemolytic properties. Increasing alkyl chain length until the chain was over four carbon units long increases the hemolytic activity.

Keywords: diaminoalkoxybiphenyls, diaminoalkoxyfluorenons, erythrocyte hemolysis, cytotoxicity.

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The synthesis of 1-alkyl-, 1-aryl-2-benzimidazolones and 2-oxo-benzimidazole-5-carboxamides

V.M. Naumchuk, S.S. Lukashov, O.V. Ostrynska, I.P. Borysenko, I.M. Fesun, L.V. Pletnyova, S.M. Yarmoluk

Institute of Molecular Biology and Genetics, NAS of Ukraine
150, Zabolotnoho Str., Kyiv, 03680, Ukraine

Summary. The series of 1-alkyl-, 1-aryl-2-benzimidazolones and 1-alkyl-, 1-aryl-2-oxo-benzimidazole-5-carboxamides was synthesized as potential inhibitors of protein kinase CK2.

Keywords: 1,3-benzamidazol-2-n, 1-alkyl-2-benzimidazolone, 1-aryl-2-benzimidazolone, protein kinase CK2.

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Discovery of novel protein kinase CK2 inhibitors using pharmacophore modeling

S.A. Starosyla, G.P. Volynets, M.V. Protopopov, V.G. Bdzhola, S.V. Dzyadevych, O.V. Borovykov, V.I. Matyushok, S.M. Yarmoluk

Institute of Molecular Biology and Genetics, NAS of Ukraine
150, Zabolotnoho Str., Kyiv, 03680, Ukraine

Summary. Protein kinase CK2 is a ubiquitous, highly conserved serine/threonine kinase, which is involved in the regulation of cell growth, proliferation, death and survival. It was demonstrated that increased expression and activity of CK2 is associated with carcinogenesis, inflammatory diseases and viral infections. Therefore, the design of highly effective CK2 inhibitors is important aim of modern medicinal chemistry. We have developed receptor-based pharmacophore model of CK2 inhibitors and performed pharmacophore screening which allowed us to identify novel class of CK2 inhibitors the derivatives of (5Z)-2-(phenylamino)-5-(phenylmethylidene)-4,5-dihydro-1,3-thiazol-4-one.

Keywords: protein kinase CK2, pharmacophore model, inhibitor.

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Research process

Anna V. Elskaya, Yanina R. Mishchuk. Strengthening Cooperation in Molecular Biomedicine between EU and Ukraine: the COMBIOM experience.

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National bioorganic chemistry school

Igor V. Ukrainets

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National bioorganic chemistry school

Sergiy I. Kovalenko

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Textbook

Textbook Organic Chemistry

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