96429-72-0Relevant academic research and scientific papers
Insight into the recognition mechanism of DNA cytosine-5 methyltransferases (DNMTs) by incorporation of acyclic 5-fluorocytosine (FC) nucleosides into DNA
Utsumi, Shohei,Sato, Kousuke,Ichikawa, Satoshi
, p. 2189 - 2194 (2018)
DNA cytosine-5 methyltransferase (DNMT) catalyzes methylation at the C5 position of cytosine in the CpG sequence in double stranded DNA to give 5-methylCpG (mCpG) in the epigenetic regulation step in human cells. The entire reaction mechanism of DNMT is d
SYNTHESIS AND ANTIVIRAL ACTIVITY OF 1,2,3-TRIAZOLE AND 8-AZAPURINE DERIVATIVES BEARING ACYCLIC SUGARS
Yokoyama, Masataka,Nakao, Eiko,Sujino, Keiko,Watanabe, Satoshi,Togo, Hideo
, p. 1669 - 1685 (2007/10/02)
A variety of 1,2,3-triazole and 8-azapurine derivatives bearing acyclic sugar moieties were synthesized by the reaction of acyclic sugar azides with α-cyanoacetamide, norbornadiene, and acetylene derivatives, respectively.Antiviral tests of these compound
Guanine derivatives
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, (2008/06/13)
(S)-9-(2,3-dihydroxy-1-propoxymethyl)guanine has potent antiherpetic activity which is superior to the corresponding racemic mixture or the (R)-enantiomer and also is much more potent than 9-(2-hydroxyethoxymethyl)guanine. Acyl derivatives (prodrugs) of t
Synthesis and antiherpetic activity of (S)-, (R)- and (±)-9-[(2,3-dihydroxy-1-propoxy)methyl]guanine, linear isomers of 2'-nor-2'-deoxyguanosine
Ashton,Canning,Reynolds,Tolman,Karkas,Liou,Davies,DeWitt,Perry,Field
, p. 926 - 933 (2007/10/02)
Racemic 9-[2,3-dihydroxy-1-propoxy)methyl]guanine [(±)-iNDG], a new analogue of acyclovir (ACV) and a structural analogue of 2'-nor-2'-deoxyguanosine (2'NDG), was synthesized and found to inhibit the replication of herpes simplex virus types 1 (HSV-1) and 2 (HSV-2). Subsequently, its optical isomers, (R)- and (S)-iNDG, were prepared from chiral intermediates. The chloromethyl ethers of 1,2-di-O-benzyl-D- and -L-glycerol were made and reacted with tris(trimethylsilyl)guanine to give the 9-alkylated guanines, which were deprotected by catalytic hydrogenolysis. Against HSV-1 and HSV-2 in cell culture, (S)-iNDG was approximately 10- to 25-fold more active than the R enantiomer and had an ED50 comparable to those for ACV and 2'NDG. The inferior activity of (R)-iNDG paralleled the poor inhibition of viral DNA polymerase by its phosphorylation products. In mice infected intraperitoneally or orofacially with HSV-1 or intravaginally with HSV-2, (S)-9-[(2,3-dihydroxy-1-propoxy)methyl]guanine [(S)-iNDG] was less efficacious than 2'NDG but comparable to or more active than ACV.
