A solid-phase approach to novel purine and nucleoside analogs.
This paper describes a method for the preparation of purine analogs using the solid-phase approach. Nucleoside bases were constructed on Merrifield resin by sequential displacement of purine dichloride with amines, and after detachment, the purine analogs were condensed with d,l-ribofuranoside compounds by the Vorbrüggen method. Thereof, l-ribofuranoside was prepared from l-arabinose via the selective oxidation-reduction procedure of the 2-OH group. Some compounds exhibited moderate activity against HIV-1 in PBM cells.
Chang
Junbiao
J
Henan Key Laboratory of Fine Chemicals, Zhengzhou 450002, PR China. jbchang@public2.zz.ha.cn
Dong
Chunhong
C
Guo
Xiaohe
X
Hu
Weidong
W
Cheng
Senxiang
S
Wang
Qiang
Q
Chen
Rongfeng
R
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D019380:Anti-HIV Agents; D009705:Nucleosides; D011687:Purines; C030985:purine