Structure-Activity Relationships of Synthetic Cordycepin Analogues as Experimental Therapeutics for African Trypanosomiasis was written by Vodnala, Suman K.; Lundbaeck, Thomas; Yeheskieli, Esther; Sjoeberg, Birger; Gustavsson, Anna-Lena; Svensson, Richard; Olivera, Gabriela C.; Eze, Anthonius A.; de Koning, Harry P.; Hammarstroem, Lars G. J.; Rottenberg, Martin E.. And the article was included in Journal of Medicinal Chemistry on December 27,2013.Recommanded Product: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol The following contents are mentioned in the article:
Novel methods for treatment of African trypanosomiasis, caused by infection with Trypanosoma brucei are needed. Cordycepin (3′-deoxyadenosine, 1a) is a powerful trypanocidal compound in vitro but is ineffective in vivo because of rapid metabolic degradation by adenosine deaminase (ADA). The authors elucidated the structural moieties of cordycepin required for trypanocidal activity and designed analogs that retained trypanotoxicity while gaining resistance to ADA-mediated metabolism 2-Fluorocordycepin (2-fluoro-3′-deoxyadenosine) was identified as a selective, potent, and ADA-resistant trypanocidal compound that cured T. brucei infection in mice. 2-Fluorocordycepin is transported through the high affinity TbAT1/P2 adenosine transporter and is a substrate of T. b. brucei adenosine kinase. 2-Fluorocordycepin has good preclin. properties suitable for an oral drug, albeit a relatively short plasma half-life. The authors present a rapid and efficient synthesis of 2-halogenated cordycepins, also useful synthons for the development of addnl. novel C2-substituted 3′-deoxyadenosine analogs to be evaluated in development of exptl. therapeutics. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Recommanded Product: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol).
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Recommanded Product: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol
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