Structure of cyclic nucleoside phosphonate ester prodrugs: an inquiry.
Structure of cyclic nucleoside phosphonate ester prodrugs: an inquiry.
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环核苷膦酸酯前药的结构:探究。
DOI:
10.1021/jo201735f
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发表时间:
2012
期刊:
影响因子:
--
通讯作者:
McKenna,CharlesE
中科院分区:
文献类型:
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作者:
Krylov,IvanS;Zakharova,ValeriaM;Serpi,Michaela;Haiges,Ralf;Kashemirov,BorisA;McKenna,CharlesE
The configuration at phosphorus in cyclic (S)-HPMPC (1, cidofovir) and (S)-HPMPA (2) phenyl ester (5and6, respectively) diastereomers ((Rp)-5,(Rp)-6,(Sp)-6) was determined by X-ray crystallography and correlated to their1H and31P NMR spectra in solution.(Rp)-5and(Rp)-6have chair conformations with the nucleobase substituent equatorial and the P-OPh axial. Perhaps surprisingly,(Sp)-6is (a,a) in the crystal and exists largely as an equilibrium of (a,a)/(e,e) conformers in chloroform or acetonitrile.