Synthesis of Purine Nucleoside Analogues Derived from Carbocyclic 5-C-(Hydroxymethyl)hexopyranoses.

ChemInform ◽  
2004 ◽  
Vol 35 (27) ◽  
Author(s):  
Hubert Hrebabecky ◽  
Milena Masojidkova ◽  
Antonin Holy
Keyword(s):  
Purine Nucleoside ◽  
Nucleoside Analogues

Synthesis of novel racemic carbocyclic nucleoside analogues derived from 4,8-dioxatricyclo[4.2.1.03,7]nonane-9-methanol and 4-oxatricyclo[4.3.1.03,7]decane-10-methanol, compounds with activity against Coxsackie viruses

2009 ◽  
Vol 74 (3) ◽  
pp. 469-485 ◽  
Author(s):  
Hubert Hřebabecký ◽  
Martin Dračínský ◽  
Armando M. De Palma ◽  
Johan Neyts ◽  
Antonín Holý
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Purine Nucleoside ◽  
Nucleoside Analogues ◽  
Lithium Aluminium Hydride ◽  
Subsequent Reduction ◽  
Lithium Aluminium ◽  
Diels Alder Reaction ◽  
Carbocyclic Nucleoside ◽  
Carbocyclic Nucleoside Analogues

(1R*,2R*,3R*,4S*)-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dimethanol (10) and (1R*,2R*,3R*,4S*)-bicyclo[2.2.2]oct-5-ene-2,3-dimethanol (14), which were prepared by the Diels–Alder reaction and subsequent reduction with lithium aluminium hydride, were treated with benzyl azidoformate to give benzylN-[(1R*,2R*,3S*,6S*,7S*,9S*)-9-(hydroxymethyl)-4,8-dioxatricyclo[4.2.1.03,7]nonan-2-yl]carbamate (11) and benzylN-[(1R*,2R*,3R*,6R*,7S*,10S*)-10-(hydroxymethyl)-4-oxatricyclo[4.3.1.03,7]decan-2-yl]carbamate (15). Hydrogenolysis of carbamates11or15afforded (1R*,2R*,3S*,6S*,7S*,9S*)-2-amino-4,8-dioxatricyclo[4.2.1.03,7]nonane-9-methanol (12) or (1R*,2R*,3R*,6R*,7S*,10S*)-2-amino-4-oxatricyclo[4.3.1.03,7]decane-10-methanol (16). The amines12and16were transformed to thymine and purine nucleoside analogues. The target compounds were tested for the activity againstCoxsackievirus.

Valproate synergizes with purine nucleoside analogues to induce apoptosis of B-chronic lymphocytic leukaemia cells

2009 ◽  
Vol 144 (1) ◽  
pp. 41-52 ◽  
Author(s):  
Amel Baya Bouzar ◽  
Mathieu Boxus ◽  
Julien Defoiche ◽  
Guy Berchem ◽  
Derek Macallan ◽  
...  
Keyword(s):  
Chronic Lymphocytic Leukaemia ◽  
Lymphocytic Leukaemia ◽  
Purine Nucleoside ◽  
Nucleoside Analogues

Synthesis and Comparative Cytostatic Activity of the New N-7 Acyclic Purine Nucleoside Analogues with Natural N-9 Regioisomers

Heterocycles ◽  
2005 ◽  
Vol 65 (4) ◽  
pp. 787 ◽  
Author(s):  
Silvana Raic-Malic ◽  
Svjetlana Prekupec ◽  
Blanka Kalokira ◽  
Mira Grdisa ◽  
Kresimir Pavelic ◽  
...  
Keyword(s):  
Cytostatic Activity ◽  
Purine Nucleoside ◽  
Nucleoside Analogues

Synthesis and Biological Evaluation of Iodinated and Fluorinated 9-(2-Hydroxypropyl) and 9-(2-Hydroxyethoxy)methyl Purine Nucleoside Analogues

2003 ◽  
Vol 46 (26) ◽  
pp. 5763-5772 ◽  
Author(s):  
Svjetlana Prekupec ◽  
Draženka Svedružić ◽  
Tatjana Gazivoda ◽  
Draginja Mrvoš-Sermek ◽  
Ante Nagl ◽  
...  
Keyword(s):  
Biological Evaluation ◽  
Purine Nucleoside ◽  
Nucleoside Analogues ◽  
Synthesis And Biological Evaluation

ChemInform Abstract: Purine Nucleoside Analogues. Part 3. Alkoxyalkylation of Hypoxanthine by the Silyl Method.

1986 ◽  
Vol 17 (39) ◽  
Author(s):  
M. A. MADRE ◽  
E. E. LIEPIN'SH ◽  
R. A. ZHUK ◽  
O. V. SAKHARTOVA ◽  
M. YU. LIDAK
Keyword(s):  
Purine Nucleoside ◽  
Nucleoside Analogues
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