Literature DB >> 6302255

9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine: a new potent and selective antiherpes agent.

J C Martin, C A Dvorak, D F Smee, T R Matthews, J P Verheyden.   

Abstract

The synthesis of a new acyclic analogue of deoxyguanosine, 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (DHPG, 1), is described starting from epichlorohydrin via condensation of 2-O-(acetoxymethyl)-1,3-di-O-benzylglycerol (5) with N2,9-diacetylguanine (6). In vitro studies indicate that DHPG is a potent and broad-acting (herpes simplex virus types 1 and 2, cytomegalovirus, and Epstein-Barr virus) antiherpetic agent. In vivo studies indicate its lack of toxicity [LD50 (mice) = 1-2 g/kg, ip] and its superiority over acyclovir [oral ED50 = 7 (mg/kg)/day vs. 550 (mg/kg)/day in HSV-2 infected mice].

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Year:  1983        PMID: 6302255     DOI: 10.1021/jm00359a023

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  45 in total

1.  Treatment of CMV retinitis in an AIDS patient.

Authors:  J F Acheson; S M Shah; D J Spalton; C Bradbeer; R N Thin
Journal:  Br J Ophthalmol       Date:  1987-11       Impact factor: 4.638

2.  9-(1-3-Dihydroxy-2-propoxymethyl)guanine prevents death but not immunity in murine cytomegalovirus-infected normal and immunosuppressed BALB/c mice.

Authors:  E J Wilson; D N Medearis; L A Hansen; R H Rubin
Journal:  Antimicrob Agents Chemother       Date:  1987-07       Impact factor: 5.191

3.  Zidovudine-based lytic-inducing chemotherapy for Epstein-Barr virus-related lymphomas.

Authors:  Ulas Darda Bayraktar; Luis A Diaz; Brittany Ashlock; Ngoc Toomey; Lisa Cabral; Soley Bayraktar; Denise Pereira; Dirk P Dittmer; Juan Carlos Ramos
Journal:  Leuk Lymphoma       Date:  2013-08-28

4.  Allograft rejection-related gene expression in the endothelial cells of renal transplantation recipients after cytomegalovirus infection.

Authors:  Yang Li; Hang Yan; Wu-jun Xue; Pu-xun Tian; Xiao-ming Ding; Xiao-ming Pan; Xin-shun Feng; Xiao-hui Tian; He-li Xiang; Jun Hou
Journal:  J Zhejiang Univ Sci B       Date:  2009-11       Impact factor: 3.066

5.  The extent of heterocellular communication mediated by gap junctions is predictive of bystander tumor cytotoxicity in vitro.

Authors:  J Fick; F G Barker; P Dazin; E M Westphale; E C Beyer; M A Israel
Journal:  Proc Natl Acad Sci U S A       Date:  1995-11-21       Impact factor: 11.205

6.  Potent and selective inhibition of human cytomegalovirus replication by 1263W94, a benzimidazole L-riboside with a unique mode of action.

Authors:  Karen K Biron; Robert J Harvey; Stanley C Chamberlain; Steven S Good; Albert A Smith; Michelle G Davis; Christine L Talarico; Wayne H Miller; Robert Ferris; Ronna E Dornsife; Sylvia C Stanat; John C Drach; Leroy B Townsend; George W Koszalka
Journal:  Antimicrob Agents Chemother       Date:  2002-08       Impact factor: 5.191

7.  Enhanced delivery of ganciclovir to the brain through the use of redox targeting.

Authors:  M E Brewster; K Raghavan; E Pop; N Bodor
Journal:  Antimicrob Agents Chemother       Date:  1994-04       Impact factor: 5.191

Review 8.  Antiherpes drugs: promises and pitfalls.

Authors:  E de Clercq
Journal:  Eur J Clin Microbiol       Date:  1984-04       Impact factor: 3.267

9.  A sensitive and specific liquid-chromatographic assay for determination of ganciclovir in plasma and urine and its application to pharmacokinetic studies in the rabbit.

Authors:  M A Hedaya; R J Sawchuk
Journal:  Pharm Res       Date:  1990-11       Impact factor: 4.200

10.  Enhanced efficacy of the acyclic nucleoside 9-(1,3-dihydroxy-2-propoxymethyl)guanine in combination with beta-interferon against herpes simplex virus type 2 in mice.

Authors:  E B Fraser-Smith; D A Eppstein; Y V Marsh; T R Matthews
Journal:  Antimicrob Agents Chemother       Date:  1984-05       Impact factor: 5.191

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