Nucleosides.: IX.: Synthesis of purine N3,5′-cyclonucleosides and N3,5′-cyclo-2′,3′-seconucleosides via mitsunobu reaction as TIBO-like derivatives

被引:13
作者
Chen, GS [1 ]
Chen, CS [1 ]
Chien, TC [1 ]
Yeh, JY [1 ]
Kuo, CC [1 ]
Talekar, RS [1 ]
Chern, JW [1 ]
机构
[1] Natl Taiwan Univ, Coll Med, Sch Pharm, Sect 1, Taipei 10764, Taiwan
关键词
TIBO; Mitsunobu reaction; N-3,5 '-cyclonucleoside; N-3,5 '-cyclo-2 ',3 '-seconucleoside; formycin B;
D O I
10.1081/NCN-120027904
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The Mitsunobu reaction was applied to prepare, in one step, purine N-3,5'-cyclonucleosides 10a-d. A subsequent ring opening in the ribose moiety of the resultant N-3,5'-nucleosides by sodium periodate led to the corresponding N-3,5'-cyclo-2',3'- seconucleosides. These products consist of 5-, 6-, and 7-membered tricyclic system which is the basic skeleton of TIBO derivatives, known antiviral agents.
引用
收藏
页码:347 / 359
页数:13
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