Центральная Научная Библиотека УрО РАН

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   I-85


    Isosteviol and some of its derivatives as receptors and carriers of amino acid picrates [Electronic resource] / V. E. Kataev, I. Yu. Strobykina, O. I. Militsina, M. G. Korochkina, O. V. Fedorova, I. G. Ovchinnikova, M. S. Valova, G. L. Rusinov // Tetrahedron Letters. - 2006. - Vol. 47, № 13. - P2137-2139

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The ability of diterpenoid isosteviol 1 (ent-16-oxobeyeran-19-oic acid) and some of its derivatives with ester and amide groups to bind amino acid picrates in the course of their transport through a liquid chloroform membrane was observed for the first time. Isosteviol was very competitive with dibenzo-18-crown-6 and N,N?-bis(isostevioyl)-1,4-phenylenediamine 5 was even more effective in transportation of d,l-tryptophan through a liquid chloroform membrane.

\\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.2137.pdf
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   A 18


    Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes [Electronic resource] / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2783-2786

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy.

\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf
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   S 98


    Synthesis of carborane analogues of gamma-aminobutanoic acid [Text] / V. A. Ol'shevskaya, R. Ayuob, Z. G. Brechko, P. V. Petrovskii, G. L. Levit, V. P. Krasnov, V. N. Charushin, O. N. Chupakhin, V. N. Kalinin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2761-2765

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: General method for preparation of high yields of novel N-protected carborane amino acid derivatives, 3-acylamino-1-carboxymethyl-2-R-o-carboranes (R = H, Me, Ph), is reported. The synthesis starts from readily available 3-amino-o-carboranes and includes the protection of amino group, introduction of carboxymethyl function to the carbon atom of polyhedron via the metallation of carborane CH bond with sodium amide in liquid ammonia, and treatment of corresponding sodium carboranes with sodium bromoacetate. Deprotection of N-acylated carborane amino acids is studied in acidic media. Depending on the procedure employed, closo- or nido-carborane amino acids were obtained

\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2761.pdf
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   R 30


    Reactions of perfluoro(2,3-epoxy-2-methylpentane) with o-phenylenediamine and ethylenediamine [Electronic resource] / T. I. Filyakova, A. Ya. Zapevalov, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №3. - С. 350-355. - Библиогр.: с. 355 (16 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
O-PHENYLENEDIAMINE -- ETHYLENEDIAMINE -- C-N BOND
Аннотация: Perfluoro(2,3-epoxy-2-methylpentane) reacted with o-phenylenediamine and ethylenediamine via cleavage of the C-C bond to produce 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)-phenyl]propanamide and 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)ethyl]-propanamide, respectively. Presumably, these compounds are formed as a result of rearrangement of intermediate ketone generated by intramolecular haloform-type reaction. According to the NMR and X-ray diffraction data, 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)phenyl]propanamide in crystal exists as Z conformer with respect to the amide C-N bond

\\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (3), 350-355.pdf
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   L 79


    Liposomes loaded with lipophilic derivative of closo-carborane as a potential boron delivery system for boron neutron capture therapy of tumors / A. R. Tsygankova, D. A. Gruzdev, V. V. Kanygin [et al.] // Mendeleev Communications. - 2021. - Vol. 31, № 5. - P659-661

ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AMIDE -- CLOSO-CARBORANES -- LIPOSOMES -- U87 TUMOR MODEL -- TOXICITY -- BIODISTRIBUTION
Аннотация: Liposomes encapsulated with lipophilic derivative of 1,2-dicarba-closo-dodecaborane have been obtained and tested for toxicity to glioblastoma U87 cells and biodistribution on a U87MG xenograft mouse model. The liposomes are able to penetrate the tumor and provide boron concentration up to 1.5 mmmmg g–1 with tumor-to-muscle ratio up to 2.4.

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   T 44


    The Rh(III)-catalysed C-H/N-H annulation of 2-thienyl- and 2-phenyl-quinazolin-4(3: H)-ones with diphenylacetylene / T. N. Moshkina, E. V. Nosova, G. N. Lipunova [et al.] // New Journal of Chemistry. - 2021. - Vol. 45, № 19. - P8456-8466

ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of 4,5-diphenyl-7H-thieno[2′,3′:3,4]pyrido[2,1-b]quinazolin-7-ones was synthesized via the Rh(III)-catalyzed annulation of 2-thienylquinazolin-4(3H)-ones with diphenylacetylene. 2-Phenylquinazolin-4(3H)-one amide alcoholysis and double C–H functionalization proceeded under the same reaction conditions with the formation of 2,3,7,8-tetraphenyl-1H-benzo[d,e][1,8]-naphthyridine derivatives. All compounds possess fluorescence properties in MeCN and toluene solutions as well as in the solid state. The aggregation induced emission (AIE) properties and the ability to detect Fe3+ cations were evaluated.

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    Azolyl pyrimidines-synthesis and antimicrobial activity / N. H. Basha, T. Rekha, V. Padmavathi [et al.] // AIP conference proceedings. - 2022. - Vol. 2390. - Ст. 020006
Рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
   ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CHEMICAL COMPOUNDS -- PHARMACEUTICALS -- ANTIMICROBIALS
Аннотация: Amide unit is a privileged structural motif and is a constituent of proteins, natural products and pharmaceuticals. Amongst different heterocyclic scaffolds, azoles and pyrimidines are the prominent entities in pharmaceutical arena. The biopotency of these heterocycles have triggered to synthesize a variety of heteroaromatics – azoles linked with pyridines by amino acetamide group. The target molecules-azolylaminoacetamidopyrimidines were prepared by the reaction of methyl azolylglycinate with pyrimidinyl-2-amine in the presence of DMAP and triethylamine in dichloromethane under ultrasonication. The lead molecules were evaluated for antimicrobial activity. Nitro substituted 2-((4-(4-chlorofuran-2-yl)thiazole-2-yl)amino)-N-(4,6-diphenylpyrimidin-2-yl)acetamide (9c) displayed excellent antibacterial activity against B. subtilis greater than the standard drug Chloramphenicol. However, 9c and nitro substituted 2-((4-(4-chlorofuran-2-yl)-1H-imidazol-2-yl)amino)-N-(4,6-diphenylpyrimidin-2-yl)acetamide (10c) showed antifungal activity on A. niger greater than the standard drug Ketoconazole.

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    Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate / D. A. Gruzdev, S. A. Vakarov, M. A. Korolyova [et al.] // Organic & biomolecular chemistry. - 2022. - Vol. 20, № 4. - P862-869
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The diastereoselective acylation of a number of racemic methyl-substituted cyclic alkylamines with active esters of 2-phenoxypropanoic acid was studied in detail. The ester of (R)-2-phenoxypropanoic acid and N-hydroxysuccinimide was found to be the most selective agent. The highest stereoselectivity was observed in the kinetic resolution of racemic 2-methylpiperidine in toluene at −40 °C (selectivity factor s = 73) with the predominant formation of (R,R)-amide (93.7% de). To explain the observed stereoselectivity, DFT modelling of the transition states in the reactions of the title acylating agent with 2-methylpiperidine and 2-methylpyrrolidine was performed. The calculated values were in good agreement with experimental data. It has been demonstrated that the acylation proceeds via a concerted mechanism, in which the addition of an amine occurs simultaneously with the elimination of the hydroxysuccinimide fragment. The high stereoselectivity of the (R,R)-amide formation is largely ensured by the lower steric hindrances in the transition states as compared to the formation of (R,S)-amide.

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