Thematische Bibliographien / Purine (2,6-diamino)

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Auswahl der wissenschaftlichen Literatur zum Thema „Purine (2,6-diamino)“

Autor: Grafiati

Veröffentlicht am 4. Juni 2021

Zuletzt aktualisiert am 17. Februar 2022

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Zeitschriftenartikel zum Thema "Purine (2,6-diamino)"

Hřebabecký, Hubert, Milena Masojídková, and Antonín Holý. "Synthesis of Racemic 9-(6- and 2,6-Substituted 9H-Purin-9-yl)-5-oxatricyclo[4.2.1.03,7]nonane-3-methanols, Novel Conformationally Locked Carbocyclic Nucleosides." Collection of Czechoslovak Chemical Communications 70, no. 1 (2005): 103–23. http://dx.doi.org/10.1135/cccc20050103.

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(1R*,3R*,6R*,7S*,9S*)- and (1R*,3R*,6R*,7S*,9R*)-9-Amino-5-oxatricyclo[4.2.1.03,7]nonane-3-methanols (16aand17a) were prepared from 2-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-methanol (10) in five easy steps. The amines16aand17awere used to construct 6-chloro-9H-purine20and21, 2-amino-6-chloro-9H-purine30and31, and 6-chloro-8-methyl-9H-purine analogues34and35. Ammonolysis of these compounds led to 6-amino-9H-purine22aand23a, 2,6-diamino-9H-purine32and33, and 6-amino-8-methyl-9H-purine derivatives of 5-oxatricyclo[4.2.1.03,7]nonane-3-methanol36and37. (1R*,3R*,6R*,7S*,9S*)- and (1R*,3R*,6R*,7S*

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Holý, Antonín, Ivan Votruba, Eva Tloušťová, and Milena Masojídková. "Synthesis and Cytostatic Activity of N-[2-(Phosphonomethoxy)alkyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds." Collection of Czechoslovak Chemical Communications 66, no. 10 (2001): 1545–92. http://dx.doi.org/10.1135/cccc20011545.

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N6-Substituted adenine and 2,6-diaminopurine derivatives of 9-[2-(phosphonomethoxy)- ethyl] (PME), 9-[(R)-2-(phosphonomethoxy)propyl] [(R)-PMP] and enantiomeric (S)-PMP series were synthesized by reactions of primary or secondary amines with 6-chloro-9-{[2-(diisopropoxyphosphoryl)methoxy]alkyl}purines (26-28) or 2-amino-6-chloro-9-{[2-(diisopropoxy- phosphoryl)methoxy]alkyl}purines (29-31) followed by treatment of the diester intermediates32with bromo(trimethyl)silane and hydrolysis. Diesters32were also obtained by reaction ofN6-substituted purines with synthons23-25bearing diisopropoxyphospho

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Lin, Xiaoyu, and Morris J. Robins. "Nucleic Acid Related Compounds. 136. Synthesis of 2-Amino- and 2,6-Diaminopurine Derivatives via Inverse-Electron-Demand Diels-Alder Reactions." Collection of Czechoslovak Chemical Communications 71, no. 7 (2006): 1029–41. http://dx.doi.org/10.1135/cccc20061029.

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Thermal inverse-electron-demand Diels-Alder reactions of 5-aminoimidazoles and 2,4,6-tris(ethoxycarbonyl)-1,3,5-triazine (2) with spontaneous retro-Diels-Alder loss of ethyl cyanoformate and elimination of ammonia give 2,6-bis(ethoxycarbonyl)purines. A report that selective alkaline hydrolysis followed by acid-catalyzed decarboxylation gave 6-(ethoxycarbonyl)purine products was not in harmony with known reactions in purine chemistry. Our reinvestigation has shown that the 6-(ethoxycarbonyl) group undergoes preferential base-promoted hydrolysis, as expected, but regioselectivity for attack of h

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Česnek, Michal, Milena Masojídková, Antonín Holý, Veronika Šolínová, Dušan Koval, and Václav Kašička. "Synthesis and Properties of 2-Guanidinopurines." Collection of Czechoslovak Chemical Communications 71, no. 9 (2006): 1303–19. http://dx.doi.org/10.1135/cccc20061303.

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2-Guanidinopurines were prepared as derivatives of 2,6-diamino-9-[2-(phosphonomethoxy)ethyl]-9H-purine (PMEDAP) (1), which shows an important antiviral activity. It completes earlier described synthesis of 6-guanidinopurine derivatives. The title compounds were obtained by the reaction of the corresponding 2-chloropurines with guanidine. 2- And 6-guanidinopurines were used as model compounds for determination of dissociation constants (pKa) of their ionogenic groups by capillary zone electrophoresis. The pKa values of ionogenic groups of the above compounds were compared with those of the corr

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Bosco, Bartolomeo, Andrea Defant, Andrea Messina, et al. "Synthesis of 2,6-Diamino-Substituted Purine Derivatives and Evaluation of Cell Cycle Arrest in Breast and Colorectal Cancer Cells." Molecules 23, no. 8 (2018): 1996. http://dx.doi.org/10.3390/molecules23081996.

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Reversine is a potent antitumor 2,6-diamino-substituted purine acting as an Aurora kinases inhibitor and interfering with cancer cell cycle progression. In this study we describe three reversine-related molecules, designed by docking calculation, that present structural modifications in the diamino units at positions 2 and 6. We investigated the conformations of the most stable prototropic tautomers of one of these molecules, the N6-cyclohexyl-N6-methyl-N2-phenyl-7H-purine-2,6-diamine (3), by Density Functional Theory (DFT) calculation in the gas phase, water and chloroform, the last solvent c

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Elbert, Tomáš, Petra Břehová, and Antonín Holý. "The preparation of 3H-labeled acyclic nucleoside phosphonates and study of their stability." Collection of Czechoslovak Chemical Communications 75, no. 7 (2010): 757–66. http://dx.doi.org/10.1135/cccc2010020.

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9-(2-Phosphonomethoxyethyl)-2,6-diamino-[8-3H]purine (4), 9-(2-phosphonomethoxyethyl)-[8-3H]guanine (6) and (R)-9-(2-phosphonomethoxypropyl)-[8-3H]adenine (11) with specific activities of 10.9, 7.9 and 16 Ci/mmol, respectively, were prepared by a catalytic dehalogenation of the corresponding 8-bromo derivatives 1, 2 and 9. The rate of the exchange of the tritium label on C-8 of the purine ring in title compounds with the hydrogen of water under physiological pH at 20 °C was studied using 3H NMR. The loss of 3H-label attained 7% in [8-3H]tenofovir (11), 10% in [8-3H]PMEDAP (4) and 12% in [8-3H]

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Alaoui, A. M. El, A. Faraj, C. Pierra та ін. "Inhibition of Hepatitis B Virus Replication by Nucleoside Enantiomers of β-2′,3′-Dideoxypurine Analogues". Antiviral Chemistry and Chemotherapy 7, № 5 (1996): 276–80. http://dx.doi.org/10.1177/095632029600700508.

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Various purine β-L-2′,3′-dideoxynucleoside analogues with both sugar and base modifications including β-L-ddG, β-L-ddl, β-L-ddA, 2′-azido-β-L-araddA, 2′-amino-β-L-araddA, 2′,5′-anhydro-β-L-araddA, 2′-azido-β-L-ddA, 2′-amino-β-L-ddA, 2′-fluoro-β-L-ddA, 3′-azido-β-L-ddA, 3′-amino-β-L-ddA, 3′-fluoro-β-L-ddA, 2,6-diamino-β-L-2′,3′-dideoxyfuranosylpurine, 6-cyclopropylamino-β-L-ddA, 2′-azido-6-N-triphenylphosphine-β-L-araddA, 2-amino-6-methylamino-β-L-2′,3′-dideoxyfuranosylpurine, 2-amino-6-cyclopropylamino-β-L-2′,3′-dideoxyfuranosylpurine, 2-amino-6-cyclopentylamino-β-L-2′,3′-dideoxyfuranosylpurin

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Schinkmanová, Markéta, Ivan Votruba, Riri Shibata, et al. "Human N6-Methyl-AMP/DAMP Aminohydrolase (Abacavir 5'-Monophosphate Deaminase) is Capable of Metabolizing N6-Substituted Purine Acyclic Nucleoside Phosphonates." Collection of Czechoslovak Chemical Communications 73, no. 2 (2008): 275–91. http://dx.doi.org/10.1135/cccc20080275.

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Recombinant human abacavir monophosphate deaminase (hABC-MP deaminase) was compared with the recently described ratN6-methyl-AMP (meAMP) aminohydrolase. hABC-MP deaminase, a 42 kDa polypeptide, exists predominantly as a monomer under non-denaturing conditions. Similar to the rat enzyme, hABC-MP deaminase efficiently catalyzes the hydrolytic deamination of natural substrates meAMP (5),N6,N6-dimethyl-AMP (13) and medAMP (6). Acyclic nucleoside phosphonate (ANP)N6-cyclopropyl-2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine (cPrPMEDAP) (1), an intermediate intracellular metabolite of antileukemic

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Naesens, L., L. Lenaerts, G. Andrei, et al. "Antiadenovirus Activities of Several Classes of Nucleoside and Nucleotide Analogues." Antimicrobial Agents and Chemotherapy 49, no. 3 (2005): 1010–16. http://dx.doi.org/10.1128/aac.49.3.1010-1016.2005.

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ABSTRACT The absence of any formally licensed antiadenovirus drugs and the increasing incidence of life-threatening adenovirus infections in immunosuppressed patients warrant the development of effective antiadenovirus compounds. A detailed study was performed on the antiadenovirus activities of several classes of nucleoside and nucleotide analogues in human embryonic lung fibroblast cells. The antiadenovirus activities were evaluated by three methods, viz., evaluating the adenoviral cytopathic effect, monitoring cell viability by a colorimetric assay, and real-time PCR quantitation of viral D

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Cheng, Heng, Inkyu Hwang, Youhoon Chong, et al. "Synthesis and biological evaluation of N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-l-glutamic acid as a potential inhibitor of GAR Tfase and the de novo purine biosynthetic pathway." Bioorganic & Medicinal Chemistry 13, no. 10 (2005): 3593–99. http://dx.doi.org/10.1016/j.bmc.2004.11.049.

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Buchteile zum Thema "Purine (2,6-diamino)"

Taber, Douglass F. "The Dixon Synthesis of (-)-Nakadomarin A." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0087.

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(-)-Nakadomarin A 4, isolated from the sponge Amphimedon sp. off the coast of Okinawa, shows interesting antifungal and antibacterial activity. The key step in the total synthesis of 4 reported (J. Am. Chem. Soc. 2009, 131, 16632) by Darren J. Dixon of the University of Oxford was the diastereoselective addition of the enantiomerically pure ester 1 to the prochiral nitroalkene 2. The assembly of 2 began with the linchpin ketophosphonate 5. Alkylation of the dianion of 5 with allyl bromide followed by direct condensation of the resulting monoanion with the diacetate 6 gave 7. On exposure to aqueous acid, 7 cyclized to the furan. Oxidation of the liberated primary alcohol followed by condensation with nitromethane then completed the preparation of 2. The starting material for the synthesis of 1 was the enantiomerically pure pyroglutamate derivative 8. Sulfide displacement followed by N-alkylation with the bromide 10 delivered 11 . Oxidation followed by deprotection then set the stage for the intramolecular Julia-Kocienski cyclization, which gave 12 with the expected (eight-membered ring) high geometric control. Addition of the ester 1 to Michael acceptors proceeded across the open face of the lactam, but it was still necessary to control the face of the nitro alkene 2 to which the lactam anion added. Catalysis of the addition with the urea 13 delivered 3 with 10:1 diasterocontrol. Mannich condensation of the nitroalkane 3 with formaldehyde and the amine 14 gave the bis-lactam 15, conveniently as a single diastereomer. After free radical removal of the nitro group, it was necessary to achieve selective reduction of the δ-lactam in the presence of the γ-lactam. Low-temperature LiAlH4 was found to be effective. Direct reduction of the resulting hemiaminal with formic acid led to the monolactam 16. The hemiaminal from monoreduction of 16 was found to be unstable and sensitive to overreduction. Nevertheless, exposure of 16 to Dibal at low temperature followed by acid-mediated cyclization delivered the diamine 17. Cyclization of the free base of 17 with the first generation Grubbs catalyst gave (-)-nakadomarin A 4 as the minor component of a 40:60 Z/E mixture. Carrying out the cyclization on the camphorsulfonate salt improved the ratio to 63:37 Z/E.

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