9- guanine antiviral activity

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... 

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... 

J. Wang, M. Froeyen, C. Hendrix, G. Andrei, R. Snoeck, E. De Clereq, and P. Herdewijin, The cyclohexane ring system as a furanose mimic. Synthesis and antiviral activity of both enantiomers of cyclohexenyl guanine, J. Med. Chem., 43 (2000) 736-745. 

Synthesis of acyclovir, gancyclovir, and their prodrugs (guanine derivatives with antiviral activity) 00S329. 

Famciclovir is the diacetyl ester prodrug of 6-deoxy penciclovir and lacks intrinsic antiviral activity. Penciclovir (9-[4-hydroxy-3-hydroxymethylbut-l-yl] guanine) is an acyclic guanine nucleoside analog. The side chain differs structurally in that the oxygen has been replaced by a carbon and an additional hydroxymethyl group is present. 

CHEMISTRY AND ANTIVIRAL ACTIVITY Acyclovir is an acyclic guanine nucleoside analog that lacks a 3 -hydroxyl on the side chain. Valacyclovir is the L-valyl ester prodrug of acyclovir. 

CHEMISTRY AND ANTIVIRAL ACTIVITY Ganciclovir (9-[l,3-dihydroxy-2-propoxymethyl] guanine) is an acyclic guanine nucleoside analog that is similar in structure to... 

The potent antiherpetic drug 9-[(2-hydroxyethoxy)methyl]guanine (acyclovir, Zovirax) (78NAT583) possesses potent antiviral activity in cells infected with herpes simplex virus type 1 (HSV-1), but it is essentially nontoxic to uninfected host cells. The discovery of acyclovir (ACV) has... 

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