Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

CHEMBL33316 4,7,9- triazabicyclo[4.3.0]nona- 2,4,7,10...

Synonyms: CHEMBL565852, SureCN402483, SureCN563514, AG-G-59893, SureCN4877123, ...

Houston, D.M. et al., Holý, A. et al., Prus, K.L. et al., Crey-Desbiolles, C. et al.

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Disease relevance of NSC105761

When tested for their ability to inhibit vaccinia virus replication, several carbocyclic nucleosides (e.g., adenine and 3-deazaadenine analogues) and several nucleoside 2',3'-dialdehydes (e.g., adenine, N6-methyladenine, 8-azaadenine, and 3-deazaadenine analogues) exhibited good antiviral effects [1].
Several N-(S)-(3-hydroxy-2-phosphonylmethoxypropyl) (HPMP) and N-(2-phosphonylmethoxyethyl) (PME) derivatives of purine bases (adenine, guanine, 2-aminoadenine, 3-deazaadenine) and cytosine inhibit the growth of various DNA viruses [2].

High impact information on NSC105761

Second, in macrophages and in lymphocytes, similar intracellular amounts of c3ATP were formed from both c3Ado and 3-deazaadenine under conditions in which the former was biologically active and the latter was essentially inactive [3].
The first route involved base catalyzed glycosylation of 3-deaza-3-nitroadenine, which was prepared by regioselective nitration of 3-deazaadenine [4].

References

Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 9. 2',3'-Dialdehyde derivatives of carbocyclic purine nucleosides as inhibitors of S-adenosylhomocysteine hydrolase. Houston, D.M., Dolence, E.K., Keller, B.T., Patel-Thombre, U., Borchardt, R.T. J. Med. Chem. (1985) [Pubmed]
Acyclic nucleotide analogues: synthesis, antiviral activity and inhibitory effects on some cellular and virus-encoded enzymes in vitro. Holý, A., Votruba, I., Merta, A., Cerný, J., Veselý, J., Vlach, J., Sedivá, K., Rosenberg, I., Otmar, M., Hrebabecký, H. Antiviral Res. (1990) [Pubmed]
3-Deazaadenosine 5'-triphosphate: a novel metabolite of 3-deazaadenosine in mouse leukocytes. Prus, K.L., Wolberg, G., Keller, P.M., Fyfe, J.A., Stopford, C.R., Zimmerman, T.P. Biochem. Pharmacol. (1989) [Pubmed]
Synthesis of 3-deaza-3-nitro-2'-deoxyadenosine. Crey-Desbiolles, C., Kotera, M. Bioorg. Med. Chem. (2006) [Pubmed]

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