210689-29-5Relevant academic research and scientific papers
Synthesis and biological activity of modified (2'-5')triadenylates containing 2'-terminal 2',3'-dideoxy-3'-fluoroadenosine derivatives
Kvasyuk,Kulak,Tkachenko,Sentyureva,Mikhailopulo,Suhadolnik,Heoderson,Horvath,Guan,Pfleiderer
, p. 1278 - 1284 (2007/10/03)
Some new (2'-5')triadenylates 13-16, containing at the 2'-terminal end 3'-fluoro-2',3'-dideoxyadenosine derivatives, have been synthesized by the phosphotriester method. The selectively blocked nucleosides 2, 4, 5, and 7 were synthesized from the corresponding unprotected 'nucleosides 1, 3, and 6. The synthesized trimers 13 and 14 were 4- and 8-fold, respectively, more stable towards phosphodiesterase from Crotalus durissus than the natural trimer 17. In comparison to trimer 17 the new compounds 13-15 inhibit HIV-1 reverse transcriptase (RT) activity, and 15 and 16 the HIV-1 induced syncytia formation 2-3 fold whereas none of 13-16 can improve RNase L activity.
Synthetic Approaches towards Nucleocidin and Selected Analogues; anti-HIV Activity in 4'-Fluorinated Nucleoside Derivatives
Maguire, Anita R.,Meng, Wei-dong,Roberts, Stanley M.,Willetts, Andrew J.
, p. 1795 - 1808 (2007/10/02)
Nucleocidin 1 has been synthesised from the adenosine derivative 4 via the intermediacy of the dihalogeno compound 9.The latter compound showed slight but significant activity against HIV-infected cells while the isomer 10 and the monohalogeno compound 60 were inactive.Synthetic approaches towards other 4'-fluorinated nucleoside derivatives are also described.The epimeric 4'-fluorinated nucleosides 26 and 27 displayed similar activity against HIV-infected cells to that observed for the dihalogenated compound 9.
