852481

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Introduction of a benzoyl group onto 6-chloropurine riboside in aqueous solution and its application to the synthesis of nucleoside derivatives.

T Maruyama et al.

Nucleic acids symposium series, 44(44), 103-104 (2003-08-09)

A benzoyl group was introduced onto the 3'-hydroxyl group of 6-chloropurine riboside by treatment with benzoic anhydride in the presence of a base in aqueous solution. The product (3b) was converted to 9-(2,3-Di-deoxy-2-fluoro-beta-D-threo-pentofuranosyl)adenine (1, FddA) in 6 steps, including radical

1H-n.m.r. studies on the existence of substrate binding sites in bovine pancreatic ribonuclease A.

J Alonso et al.

International journal of peptide and protein research, 34(1), 66-69 (1989-07-01)

The reaction of ribonuclease A with either 6-chloropurine riboside 5'-monophosphate or the corresponding nucleoside yields one derivative, with the reagent covalently bound to the alpha-amino group of Lys-1, called derivative II and derivative E, respectively. We studied by means of

5'-O-masked 2'-deoxyadenosine analogues as lead compounds for hepatitis C virus (HCV) therapeutic agents.

Masahiro Ikejiri et al.

Bioorganic & medicinal chemistry, 15(22), 6882-6892 (2007-09-04)

On the basis of our previous study on antiviral agents against the severe acute respiratory syndrome (SARS) coronavirus, a series of nucleoside analogues whose 5'-hydroxyl groups are masked by various protective groups such as carboxylate, sulfonate, and ether were synthesized

Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents.

Masahiro Ikejiri et al.

Bioorganic & medicinal chemistry letters, 17(9), 2470-2473 (2007-03-06)

Nucleoside analogues that have 6-chloropurine as the nucleobase were synthesized and evaluated for anti-SARS-CoV activity by plaque reduction and yield reduction assays in order to develop novel anti-SARS-CoV agents. Among these analogues, two compounds, namely, 1 and 11, exhibited promising

Lithiation-based silylation and stannylation of 6-chloro-9-(beta-D-ribofuranosyl)purine.

K Katoh et al.

Nucleic acids symposium series, (34)(34), 155-156 (1995-01-01)

Reaction of the lithiated species of 9-(2,3,5-tris-O-tert-butyldimethylsilyl-beta-D-ribofuranosyl)-6-chloropu rine with Me3SiCl or Bu3SnCl was found to furnish the corresponding C-2 substituted product, as a result of silyl or stannyl migration from C-8 to C-2 position.

Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.

Zadkiel Alvarez et al.

Antimicrobial agents and chemotherapy, 54(12), 5329-5336 (2010-10-06)

Bacillus anthracis, the etiological agent of anthrax, has a dormant stage in its life cycle known as the endospore. When conditions become favorable, spores germinate and transform into vegetative bacteria. In inhalational anthrax, the most fatal manifestation of the disease

Biosynthesis of anti-HCV compounds using thermophilic microorganisms.

Cintia W Rivero et al.

Bioorganic & medicinal chemistry letters, 22(19), 6059-6062 (2012-09-11)

This work describes the application of thermophilic microorganisms for obtaining 6-halogenated purine nucleosides. Biosynthesis of 6-chloropurine-2'-deoxyriboside and 6-chloropurine riboside was achieved by Geobacillus stearothermophilus CECT 43 with a conversion of 90% and 68%, respectively. Furthermore, the selected microorganism was satisfactorily

Chem. Abstr., 106, 95594r-95594r (1987)

Evidence on the existence of a purine ligand induced conformational change in the active site of bovine pancreatic ribonuclease A studied by proton nuclear magnetic resonance spectroscopy.

C Arús et al.

Biochemistry, 21(18), 4290-4297 (1982-08-31)

The titration curves of the C-2 histidine protons of RNase A and of derivative II--a covalent derivative obtained by reaction of the enzyme with the halogenated nucleotide 9-beta-D-ribofuranosyl-6-chloropurine 5'-phosphate--in the presence of a number of purine nucleosides, nucleoside monophosphates, and

Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside.

Shigetada Kozai et al.

Nucleosides, nucleotides & nucleic acids, 22(5-8), 779-781 (2003-10-21)

A new method to introduce a benzyl group onto the 2'-OH of purine ribonucleoside is described. Thus, 6-chloropurine 3'-O-benzoylriboside and its 5'-O-trityl congener were condensed with benzyl alcohol using the Mitsunobu reaction to give the 2'-O-benzyl derivative. The yields were

Modification of bovine pancreatic ribonuclease A with 6-chloropurine riboside.

J Alonso et al.

Archives of biochemistry and biophysics, 246(2), 681-689 (1986-05-01)

The chemical modification of bovine pancreatic ribonuclease A by 6-chloropurine riboside was studied to obtain information about the role of the purine nucleoside moiety of the ribonucleic acid in the enzyme-substrate interaction. The residues involved in the reaction were identified

Selection of purine nucleoside analogs based on multiple biological and biochemical parameters.

M J Noujaim et al.

Advances in experimental medicine and biology, 195 Pt B, 165-169 (1986-01-01)

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