4303-00-8

Upstream product

• 66224-66-6 adenine 
• 161512-40-9 1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-α,β-D-ribofuranose 
• 160882-25-7 3-O-benzyl-1-deoxy-4-thio-D-arabino-furanose 
• 169736-20-3 1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-D-arabinofuranose 
• 2495-74-1 1,2,3,5-tetra-O-acetyl-4-thio-D-ribofuranose 
• 187590-77-8 1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-arabinitol 
• 191794-50-0 9-((3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purin-6-ylamine 
• 161424-49-3 2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal 
• 144950-26-5 2,3,5-tri-O-benzyl-L-lyxose dibenzyldithioacetal 
• 153439-75-9 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal 
• 158852-11-0 benzyl 2,3,5-tri-O-benzyl-1,4-dithio-D-ribofuranoside 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 161424-52-8 9-(2,3,5-tri-O-benzyl-4-thio-α-D-ribofuranosyl)-adenine 
• 291758-30-0 6-chloro-9-[2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]-9H-purine 

Relevant academic research and scientific papers

Inhibitory effects of 9-(4-Thio-β-D-ribo-pentofuranosyl)guanine on tumor growth and angiogenesis

Background: To find a nucleoside with anti-angiogenic activity, we tried to screen an active compound from our nucleoside library. Materials and Methods: The compound inhibiting the growth of human umbilical vein endothelial cell (HUVEC) induced by the conditioned medium of lung carcinoma cell line PC-9 was screened. The antitumor activity of the compound was evaluated against murine sarcoma S-180 implanted onto chick embryo chorioallantoic membrane (CAM). Results: 9-(4-Thio-β-D-ribo-pentofuranosyl)guanine (4′-thioguanosine) was found to be a potent inhibitor of the growth of HUVEC. The growth of S-180 implanted onto CAM was also inhibited by 4′-thioguanosine whereas the in vitro growth of S-180 was not inhibited. The administration of 4′-thioguanosine in mice caused unexpected side effect which suggested neurotoxicity. Conclusions: Antitumor effect of 4′-thioguanosine on S-180 was suggested to be due to inhibition of tumor angiogenesis. Because of toxicity of 4′-thioguanosine in mice, further development of the derivatives which have lower toxicity is required.

Synthesis of 4'-thiopurine nucleosides using hypervalent iodine compounds

The reaction of a silylated purine base with thiofuranoid using phenyl iodosyl bis(trifluoroacetate) gave 4'-thio purine nucleosides.

Design, synthesis, and biological activity of N6-substituted-4′-thioadenosines at the human A3 adenosine receptor

A large series of N6-substituted-4′-thioadenosines were synthesized starting from d-gulonic-γ-lactone, and structure-activity relationships were studied at the human A3 and other subtypes of adenosine receptors (ARs). 2-Chloro-substi

4’-THIONUCLEOSIDES AND OLIGOMERIC COMPOUNDS

The present invention provides modified oligomeric compounds and compositions of oligomeric compounds for use in the RNA interference pathway of gene modulation. The modified oligomeric compounds include siRNA and asRNA having at least one affinity modification.

Thiosugars. X. Novel nucleoside analogues derived from 4-thio-L-lyxofuranose

1-O-Acetyl-2,3,5-tri-O-benzyl-4-thio-L-lyxofuranose 1 was transformed into O-benzyl- and O-acetyl-protected 1-(4-thio-L-lyxofuranosyl) nucleoside derivatives by use of the TMSOTf method. Debenzylation with boron tribromide or deacetylation with sodium methoxide yielded the corresponding pyrimidine (7-11, 17, 18, 26 and 27) and purine (29 and 34) nucleoside analogues. The anomeric configurations were determined by NMR spectroscopy and, in the case of the 5-halo- (7-9) and nitrouridine derivative 11 and the 6-methylcytidine derivative 27, by X-ray structural analyses. - The unprotected nucleosides were not anti-virically inhibitory at 250 μM.

The stereoselective synthesis of 4'-β-thioribonucleosides via the pummerer reaction

An efficient stereoselective synthesis of 4'-β-thioribonucleosides 14, 15, 27, and 30 using the Pummerer reaction as the key step is described. The Pummerer reaction of 1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopro pyldisiloxane-1,3-di

A facile, alternative synthesis of 4'-thioarabinonucleosides and their biological activities

4'-Thioarabinonucleosides, which are potential antiviral agents, were synthesized from D-glucose. 1,4-Anhydro-4-thioarabitol (8), which can be derived from diacetone glucose in nine steps, was subjected to Pummerer rearrangement after protection of the hy

Synthesis and biological activities of 2'-modified 4'-thionucleosides

We have synthesized 4'-thioDMDC, 4'-thiogemcitabine, and 4'- thioarabinonucleosides, as potential antitumor and antiviral agents, originated from D-glucose. Biological activities of these compounds are also described.

A new synthesis of some 4'-thio-D-ribonucleosides and preliminary enzymatic evaluation

A new synthesis of 4'-thioribonucleosides is presented together with the enzymatic evaluation of the adenosine analogues with respect to adenosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor 7 was obtained in good yield from D-ribose and fur