9- guanine, antiviral

The antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]-2,6-diaminopurine also uses its N7 as a major binding site and forms a N7-phosphonate macrochelate (698).1833 Another antiviral analogue of 2 -deoxyguanosine, acyclovir (9-[(2-hydroxyethoxy)-methyl]guanine) forms with Ni11 a bis-complex with two N7 coordinated in trans position to each other.1834... 

The synthesis and X-ray structure of a platinum(II) complex containing the well-known antiviral nucleoside acyclovir (9-(2-hydroxyethoxymethyl)guanine, acv) have been described.222 Treatment of acyclovir with [PtCl(DMSO)(en)]+ results in the formation of [Pt(en)(acv)2]2+ (74), whereby two acv molecules are coordinated to the platinum(II) center via their N-7 atoms. The related complex C7,y-[P tCl (NI13)2(acv)]+ (75) has also been reported.223... 

Schwesingefs phosphazene base 2-tert-butylamino-2-diethylamino-l,3-dimethyl-perhydro-l,3,2-diazaphosphorine (PS-BEMP has a pKb = 27.5 in MeCN) has been immobilized and shown to have immense utility in the N- and O-alkylation of many weakly acidic heterocycles. Kim et al. has made extensive use of this reagent in the multi-step synthesis of a small collection of guanines possessing potential antiviral activity [90]. The generic procedure involved the direct alkylation of the purine moiety (20) (Scheme 2.64), promoted by PS-BEMP, resulting in a mixture... 

Aciclovir (acyclovir) was one of the first effective selective antiviral agents. It is a guanine derivative of value in treating herpes viruses, though it does not eradicate them, and is only useful if drug treatment is started at the onset of infection. 

The 9-alkoxyguanine 998 has potent and selective antiherpes virus activity. The racemic guanine derivative 1003 showed potent and selective activity against herpes simplex virus type 1 and 2, but was less active against varicella zoster virus (VZV). Its antiviral activity is attributable to the S... 

Boehme, R.E. Phosphorylation of the antiviral precursor 9-(l,3-dihydroxy-2-propoxymethyl)guanine monophosphate by guanylate kinase isozymes. J. Biol. Chem., 259, 12346-12349 (1984)... 

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