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Synthesis and Anti‐HIV Activity of a Series of 6‐Modified 2′,3′‐Dideoxyguanosine and 2′,3′‐Didehydro‐2′,3′‐dideoxyguanosine Analogs
Author(s) -
Xie Lujia,
Yang Xiantao,
Pan Delin,
Cao Yingli,
Cao Mou,
Lin Guichun,
Guan Zhu,
Guo Ying,
Zhang Lihe,
Yang Zhenjun
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300440
Subject(s) - chemistry , reverse transcriptase , human immunodeficiency virus (hiv) , prodrug , dna , combinatorial chemistry , stereochemistry , polymerase , rna , biochemistry , virology , gene , biology
In search of potential 2′,3′‐dideoxyguanosine (ddG) and 2′,3′‐didehydro‐2′,3′‐dideoxyguanosine (D4G) prodrugs, a series of 6‐modified ddG, D4G analogs were synthesized and evaluated for their anti‐HIV activities and cytotoxities in cell‐based assays. All analogs showed low cytotoxicities and some of them displayed benign anti‐HIV activities. The active triphosphate forms in vivo , ddGTP and D4TTP, were also synthesized by a novel and facile "one‐pot" method. The recognition of ddGTP and D4TTP by Taq, Therminater DNA polymerase and HIV reverse transcriptase (RT) incorporated in DNA/RNA strands were investigated by a non‐radioactivity method and K m were determined.